quinones

Summary

Summary: Hydrocarbon rings which contain two ketone moieties in any position. They can be substituted in any position except at the ketone groups.

Top Publications

  1. pmc Glutathione transferases catalyse the detoxication of oxidized metabolites (o-quinones) of catecholamines and may serve as an antioxidant system preventing degenerative cellular processes
    S Baez
    Unit of Biochemical Toxicology, Department of Biochemistry, Stockholm University, Wallenberg Laboratory, S 106 91 Stockholm
    Biochem J 324:25-8. 1997
  2. ncbi The Hsp90 chaperone complex as a novel target for cancer therapy
    M P Goetz
    Division Medical Oncology, Department of Biochemistry, Mayo Graduate School, Rochester, MN 55905, USA
    Ann Oncol 14:1169-76. 2003
  3. ncbi Nakijiquinones G-I, new sesquiterpenoid quinones from marine sponge
    Yohei Takahashi
    Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060 0812, Japan
    Bioorg Med Chem 16:7561-4. 2008
  4. ncbi Role of quinones in toxicology
    J L Bolton
    Department of Medicinal Chemistry and Pharmacognosy M C 781, College of Pharmacy, The University of Illinois at Chicago, 833 South Wood Street, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 13:135-60. 2000
  5. ncbi Crystal structure of an Hsp90-geldanamycin complex: targeting of a protein chaperone by an antitumor agent
    C E Stebbins
    Department of Biochemistry and Structural Biology, Cornell University Graduate School of Medical Sciences, New York, New York 10021, USA
    Cell 89:239-50. 1997
  6. ncbi Cyanobacterial photosystem II at 2.9-A resolution and the role of quinones, lipids, channels and chloride
    Albert Guskov
    Institut fur Chemie und Biochemie Kristallographie, Freie Universitat Berlin, Takustrasse 6, D 14195 Berlin, Germany
    Nat Struct Mol Biol 16:334-42. 2009
  7. pmc NAD(P)H:quinone oxidoreductase 1 (NQO1) in the sensitivity and resistance to antitumor quinones
    David Siegel
    Skaggs School of Pharmacy and Pharmaceutical Sciences, University of Colorado, Anschutz Medical Campus, Aurora, 80045, USA
    Biochem Pharmacol 83:1033-40. 2012
  8. ncbi Fluorescence spectroscopy reveals ubiquitous presence of oxidized and reduced quinones in dissolved organic matter
    Rose M Cory
    The Institute of Arctic and Alpine Research and Civil and Environmental Engineering, University of Colorado, Boulder, Colorado, USA
    Environ Sci Technol 39:8142-9. 2005
  9. ncbi Improved quality control method for Fufang Danshen preparations through simultaneous determination of phenolic acids, saponins and diterpenoid quinones by HPLC coupled with diode array and evaporative light scattering detectors
    Ying Jie Wei
    Key Laboratory of Modern Chinese Medicines, China Pharmaceutical University, Ministry of Education, Nanjing 210009, China
    J Pharm Biomed Anal 45:775-84. 2007
  10. pmc The Escherichia coli azoreductase AzoR Is involved in resistance to thiol-specific stress caused by electrophilic quinones
    Guangfei Liu
    Key Laboratory of Industrial Ecology and Environmental Engineering, Ministry of Education, School of Environmental andBiological Science and Technology, Dalian University of Technology, Dalian 116024, China
    J Bacteriol 191:6394-400. 2009

Detail Information

Publications302 found, 100 shown here

  1. pmc Glutathione transferases catalyse the detoxication of oxidized metabolites (o-quinones) of catecholamines and may serve as an antioxidant system preventing degenerative cellular processes
    S Baez
    Unit of Biochemical Toxicology, Department of Biochemistry, Stockholm University, Wallenberg Laboratory, S 106 91 Stockholm
    Biochem J 324:25-8. 1997
    o-Quinones are physiological oxidation products of catecholamines that contribute to redox cycling, toxicity and apoptosis, i.e. the neurodegenerative processes underlying Parkinson's disease and schizophrenia...
  2. ncbi The Hsp90 chaperone complex as a novel target for cancer therapy
    M P Goetz
    Division Medical Oncology, Department of Biochemistry, Mayo Graduate School, Rochester, MN 55905, USA
    Ann Oncol 14:1169-76. 2003
    ..It represents a class of drugs, the benzoquinone ansamycin antibiotics, capable of binding and disrupting the function of Hsp90, leading to the depletion of multiple oncogenic client proteins...
  3. ncbi Nakijiquinones G-I, new sesquiterpenoid quinones from marine sponge
    Yohei Takahashi
    Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060 0812, Japan
    Bioorg Med Chem 16:7561-4. 2008
    Three new sesquiterpenoid quinones, nakijiquinones G-I (1-3), containing a different amino group derived from amino acids have been isolated from Okinawan marine sponges of the family Spongiidae, and the structures and relative ..
  4. ncbi Role of quinones in toxicology
    J L Bolton
    Department of Medicinal Chemistry and Pharmacognosy M C 781, College of Pharmacy, The University of Illinois at Chicago, 833 South Wood Street, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 13:135-60. 2000
    b>Quinones represent a class of toxicological intermediates which can create a variety of hazardous effects in vivo, including acute cytotoxicity, immunotoxicity, and carcinogenesis...
  5. ncbi Crystal structure of an Hsp90-geldanamycin complex: targeting of a protein chaperone by an antitumor agent
    C E Stebbins
    Department of Biochemistry and Structural Biology, Cornell University Graduate School of Medical Sciences, New York, New York 10021, USA
    Cell 89:239-50. 1997
    ..This, and the pocket's similarity to substrate-binding sites, suggest that the pocket binds a portion of the polypeptide substrate and participates in the conformational maturation/refolding reaction...
  6. ncbi Cyanobacterial photosystem II at 2.9-A resolution and the role of quinones, lipids, channels and chloride
    Albert Guskov
    Institut fur Chemie und Biochemie Kristallographie, Freie Universitat Berlin, Takustrasse 6, D 14195 Berlin, Germany
    Nat Struct Mol Biol 16:334-42. 2009
    ..The chloride position suggests a role in proton-transfer reactions because it is bound through a putative water molecule to the Mn(4)Ca cluster at a distance of 6.5 A and is close to two possible proton channels...
  7. pmc NAD(P)H:quinone oxidoreductase 1 (NQO1) in the sensitivity and resistance to antitumor quinones
    David Siegel
    Skaggs School of Pharmacy and Pharmaceutical Sciences, University of Colorado, Anschutz Medical Campus, Aurora, 80045, USA
    Biochem Pharmacol 83:1033-40. 2012
    b>Quinones represent a large and diverse class of antitumor drugs and many quinones are approved for clinical use or are currently undergoing evaluation in clinical trials...
  8. ncbi Fluorescence spectroscopy reveals ubiquitous presence of oxidized and reduced quinones in dissolved organic matter
    Rose M Cory
    The Institute of Arctic and Alpine Research and Civil and Environmental Engineering, University of Colorado, Boulder, Colorado, USA
    Environ Sci Technol 39:8142-9. 2005
    ..were identified as quinone-like based on comparison of their excitation and emission spectra to spectra of model quinones. These quinone-like fluorophores were found to vary in redox state and degree of conjugation...
  9. ncbi Improved quality control method for Fufang Danshen preparations through simultaneous determination of phenolic acids, saponins and diterpenoid quinones by HPLC coupled with diode array and evaporative light scattering detectors
    Ying Jie Wei
    Key Laboratory of Modern Chinese Medicines, China Pharmaceutical University, Ministry of Education, Nanjing 210009, China
    J Pharm Biomed Anal 45:775-84. 2007
    ..Those mainly include four phenolic acids, four saponins and four diterpenoid quinones. In this report, by using high performance liquid chromatography (HPLC) coupled with diode array and evaporative ..
  10. pmc The Escherichia coli azoreductase AzoR Is involved in resistance to thiol-specific stress caused by electrophilic quinones
    Guangfei Liu
    Key Laboratory of Industrial Ecology and Environmental Engineering, Ministry of Education, School of Environmental andBiological Science and Technology, Dalian University of Technology, Dalian 116024, China
    J Bacteriol 191:6394-400. 2009
    ..The DeltaazoR mutant displayed reduced viability when exposed to electrophilic quinones, which are capable of depleting cellular reduced glutathione (GSH)...
  11. ncbi Polyphenols activate Nrf2 in astrocytes via H2O2, semiquinones, and quinones
    Hilla Erlank
    Department of Food Science, ARO, Volcani Center, Bet Dagan 50250, Israel
    Free Radic Biol Med 51:2319-27. 2011
    ..in the presence of polyphenols and glutathione, is known to interact with H(2)O(2), semiquinones, and quinones, the up-regulation of the antioxidant defense of the cells through activation of the Nrf2 transcription factor, ..
  12. ncbi Molecular characterization of dopamine-derived quinones reactivity toward NADH and glutathione: implications for mitochondrial dysfunction in Parkinson disease
    Marco Bisaglia
    Department of Biology, University of Padova, Padova, Italy
    Biochim Biophys Acta 1802:699-706. 2010
    ..We then characterized in vitro, by UV and NMR spectroscopy, the reactivity of different DA-derived quinones, i.e., dopamine-o-quinone (DQ), aminochrome (AC) and indole-quinone (IQ), toward NADH and GSH...
  13. pmc Detoxication of structurally diverse polycyclic aromatic hydrocarbon (PAH) o-quinones by human recombinant catechol-O-methyltransferase (COMT) via O-methylation of PAH catechols
    Li Zhang
    Centers of Excellence in Environmental Toxicology and Cancer Pharmacology, Department of Pharmacology, Perelman School of Medicine, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA
    J Biol Chem 286:25644-54. 2011
    ..PAH trans-dihydrodiols by aldo-keto reductases (AKRs) leads to the formation of electrophilic and redox-active o-quinones. We investigated whether O-methylation by human recombinant soluble catechol-O-methyltransferase (S-COMT) is a ..
  14. ncbi The ubiquitous aldehyde reductase (AKR1A1) oxidizes proximate carcinogen trans-dihydrodiols to o-quinones: potential role in polycyclic aromatic hydrocarbon activation
    N T Palackal
    Department of Biochemistry, University of Pennsylvania School of Medicine, Philadelphia, Pennsylvania 19104, USA
    Biochemistry 40:10901-10. 2001
    ..reductase (AKR) superfamily, activate trans-dihydrodiols by converting them to reactive and redox-active o-quinones. We now show that the constitutively and widely expressed human AKR, aldehyde reductase (AKR1A1), will oxidize ..
  15. ncbi Dysidavarones A-D, new sesquiterpene quinones from the marine sponge Dysidea avara
    Wei Hua Jiao
    Laboratory of Marine Drugs, Department of Pharmacy, Changzheng Hospital, Second Military Medical University, Shanghai 200003, PR China
    Org Lett 14:202-5. 2012
    Dysidavarones A-D (1-4), four new sesquiterpene quinones possessing the unprecedented "dysidavarane" carbon skeleton, were isolated from the South China Sea sponge Dysidea avara...
  16. ncbi Quinones and glutathione metabolism
    Nobuo Watanabe
    Department of Environmental Health Sciences, School of Public Health, University of Alabama at Birmingham, 35294, USA
    Methods Enzymol 378:319-40. 2004
  17. ncbi Biomimetic synthesis of the apoptosis-inducing thiazinoquinone thiaplidiaquinone A
    Anna Carbone
    School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, UK
    J Org Chem 77:9179-89. 2012
    ..This is followed by the installation of the 1,4-thiazine-dioxide ring by reaction of the benzo[c]chromene quinone with hypotaurine...
  18. pmc NAD(P)H:quinone acceptor oxidoreductase 1 (NQO1), a multifunctional antioxidant enzyme and exceptionally versatile cytoprotector
    Albena T Dinkova-Kostova
    Biomedical Research Institute, University of Dundee, Dundee, Scotland, UK
    Arch Biochem Biophys 501:116-23. 2010
    ..1 (NQO1) is a widely-distributed FAD-dependent flavoprotein that promotes obligatory 2-electron reductions of quinones, quinoneimines, nitroaromatics, and azo dyes, at rates that are comparable with NADH or NADPH...
  19. ncbi Binding of p23 and hsp90 during assembly with the progesterone receptor
    J L Johnson
    Department of Biochemistry and Molecular Biology, Mayo Graduate School, Rochester, Minnesota 55905, USA
    Mol Endocrinol 9:670-8. 1995
    ..A model is presented to relate these findings to previous models and another complex between hsp90, hsp70, and p60 that appears to be an intermediate in PR assembly...
  20. ncbi A role for excreted quinones in extracellular electron transfer
    D K Newman
    Department of Microbiology and Molecular Genetics, Harvard Medical School, Boston, Massachusetts 02115, USA
    Nature 405:94-7. 2000
    ..This finding raises the possibility that electron transfer to a variety of oxidants, including poorly soluble minerals, may be mediated by microbially excreted quinones that have yet to be identified.
  21. pmc Cytotoxic terpene quinones from marine sponges
    Marina Gordaliza
    Department of Pharmaceutical Chemistry, Pharmacy Faculty, Salamanca University, Campus Miguel de Unamuno, Salamanca, Spain
    Mar Drugs 8:2849-70. 2010
    ..The cytotoxic and antiproliferative properties of many natural sesquiterpene quinones and hydroquinones from sponges of the order Dictyoceratida, such as avarol, avarone, illimaquinone, nakijiquinone ..
  22. ncbi Geldanamycin induces degradation of hypoxia-inducible factor 1alpha protein via the proteosome pathway in prostate cancer cells
    Nicola J Mabjeesh
    Winship Cancer Institute, Department of Hematology and Oncology, Emory University School of Medicine, Atlanta, Georgia 30322, USA
    Cancer Res 62:2478-82. 2002
    ..Thus, benzoquinone ansamycin drugs and their derivatives, such as 17-allyl-aminogeldanamycin, are excellent candidates as small molecule drug inhibitors of HIF-1 overexpression in cancer cells...
  23. pmc Antibiotic radicicol binds to the N-terminal domain of Hsp90 and shares important biologic activities with geldanamycin
    T W Schulte
    Medicine Branch, National Cancer Institute, National Institutes of Health, Bethesda, MD 20892, USA
    Cell Stress Chaperones 3:100-8. 1998
    ..Radicicol thus represents a structurally unique antibiotic, and the first non-benzoquinone ansamycin, capable of binding to Hsp90 and interfering with its function...
  24. ncbi Smenospongine, a spongean sesquiterpene aminoquinone, induces erythroid differentiation in K562 cells
    Shunji Aoki
    Graduate School of Pharmaceutical Sciences, Osaka University, Osaka, Japan
    Anticancer Drugs 15:363-9. 2004
    ..In conclusion, our investigation indicated that smenospongine induced the differentiation of K562 cells into erythroblasts along with cell-cycle arrest at G1 phase and the mechanism might be attributed to the increased expression of p21...
  25. ncbi Synthesis of the o-quinones and other oxidized metabolites of polycyclic aromatic hydrocarbons implicated in carcinogenesis
    Ronald G Harvey
    The Ben May Institute for Cancer Research, University of Chicago, Chicago, IL 60637, USA
    J Org Chem 69:2024-32. 2004
    ..These PAH quinones also serve as starting compounds for the synthesis of the other active metabolites of these PAHs thought to be ..
  26. pmc Identification of a quinone-sensitive redox switch in the ArcB sensor kinase
    Roxana Malpica
    Departamento de Genetica Molecular, Instituto de Fisiologia Celular, Universidad Nacional Autonoma de Mexico, 04510 Mexico City, Mexico
    Proc Natl Acad Sci U S A 101:13318-23. 2004
    ..cysteine residues that participate in intermolecular disulfide bond formation, a reaction in which the quinones provide the source of oxidative power...
  27. ncbi Synthesis of structurally simplified analogues of aplidinone A, a pro-apoptotic marine thiazinoquinone
    Anna Aiello
    Dipartimento di Chimica delle Sostanze Naturali, Universita degli Studi di Napoli Federico II, via D Montesano 49, 80131 Napoli, Italy
    Bioorg Med Chem 18:719-27. 2010
    ..This exemplifies the potential of a natural product to qualify as lead structure for medicinal chemistry campaigns, affording simplified analogues with better bioactivity and easier to synthesize...
  28. ncbi Studies on quinones. Part 42: Synthesis of furylquinone and hydroquinones with antiproliferative activity against human tumor cell lines
    Julio Benites
    Departamento de Ciencias Químicas y Farmacéuticas, Universidad Arturo Prat, Casilla 121, Iquique, Chile
    Bioorg Med Chem 16:862-8. 2008
    ..Access to furylnaphthoquinones from unactivated quinones requires acid-induced conditions, however oxidative coupling reactions of activated quinones proceed under ..
  29. ncbi Anti-inflammatory sesquiterpene-quinones from the New Zealand sponge Dysidea cf. cristagalli
    Catherine E McNamara
    TerraMarine Pharmaceuticals, New Zealand Institute for Crop and Food Research Ltd, Chemistry Department, University of Otago, PO Box 56, Dunedin, New Zealand
    J Nat Prod 68:1431-3. 2005
    ..cristagalli led to a new sesquiterpene-quinone (4) with anti-inflammatory activity, plus acetylated hydroquinone (3). These compounds inhibited superoxide production in vitro with IC50's of 3 microM (3) and 11 microM (4)...
  30. ncbi Quinones as the redox signal for the arc two-component system of bacteria
    D Georgellis
    Department of Microbiology and Molecular Genetics, Harvard Medical School, 200 Longwood Avenue, Boston, MA 02115, USA
    Science 292:2314-6. 2001
    ..Thus, the Arc signal transduction system provides a link between the electron transport chain and gene expression...
  31. ncbi Quinones as antimycobacterial agents
    Thuyanh Tran
    Department of Biological Sciences, The University of Texas at El Paso, 500 West University Drive, El Paso, TX 79968, USA
    Bioorg Med Chem 12:4809-13. 2004
    ..Our compounds may have significant utility as soluble biocides against mycobacteria and other hardy nosocomial pathogens...
  32. ncbi Pharmacokinetic comparisons of hydroxysafflower yellow A in normal and blood stasis syndrome rats
    Yun Tian
    Department of Pharmacy, Xijing Hospital, The Fourth Military Medical University, No 127, Changle West Road, Xi an, China
    J Ethnopharmacol 129:1-4. 2010
    ..The differences of pharmacokinetic properties between normal and blood stasis syndrome rats were seldom reported...
  33. ncbi Environmental polycyclic aromatic hydrocarbons, benzo(a) pyrene (BaP) and BaP-quinones, enhance IgE-mediated histamine release and IL-4 production in human basophils
    Christopher L Kepley
    Department of Internal Medicine, Medical College of Virginia, 1112 East Clay Street, McGuire Hall, Richmond, VA 23298, USA
    Clin Immunol 107:10-9. 2003
    ..These data provide further evidence that environmental pollutants can influence allergic inflammation through enhanced Fc epsilon RI-coupled mediator release from human basophils...
  34. pmc Molecular mechanism for metal-independent production of hydroxyl radicals by hydrogen peroxide and halogenated quinones
    Ben Zhan Zhu
    State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, People s Republic of China
    Proc Natl Acad Sci U S A 104:17575-8. 2007
    We have shown previously that hydroxyl radicals (HO*) can be produced by H2O2 and halogenated quinones, independent of transition metal ions; however, the underlying molecular mechanism is still unclear...
  35. ncbi Hydroxysafflor yellow A protects rat brains against ischemia-reperfusion injury by antioxidant action
    Xinbing Wei
    Department of Pharmacology, School of Medicine, Shandong University, Wenhua West Road 44, Jinan, Shandong 250012, PR China
    Neurosci Lett 386:58-62. 2005
    ..All of these findings suggest that HSYA might provide neuroprotection against cerebral ischemia/reperfusion injury through its antioxidant action...
  36. ncbi Spermine and spermidine inhibition of photosystem II: Disassembly of the oxygen evolving complex and consequent perturbation in electron donation from TyrZ to P680+ and the quinone acceptors QA- to QB
    Rémy Beauchemin
    Groupe de Recherche en Biologie Végétale, Universite du Quebec a Trois Rivieres, CP 500, Trois Rivieres Quebec, Canada G9A 5H7
    Biochim Biophys Acta 1767:905-12. 2007
    ..Also, the dark decay of chlorophyll fluorescence after a single turn-over white flash was greatly retarded indicating a slower rate of QA- reoxidation...
  37. pmc Destabilization of Raf-1 by geldanamycin leads to disruption of the Raf-1-MEK-mitogen-activated protein kinase signalling pathway
    T W Schulte
    Clinical Pharmacology Branch, National Cancer Institute, Bethesda, Maryland 20892, USA
    Mol Cell Biol 16:5839-45. 1996
    ..Thus, we demonstrate that interaction between HSP90 and Raf-1 is a sine qua non for Raf stability and function as a signal transducer and that the effects observed cannot be attributed to a general impairment of protein kinase function...
  38. ncbi Geldanamycin-induced destabilization of Raf-1 involves the proteasome
    T W Schulte
    Medicine Branch, National Cancer Institute, Bethesda, Maryland 20892, USA
    Biochem Biophys Res Commun 239:655-9. 1997
    ..Signaling through this pathway was inhibited by GA, concomitant with loss of Raf-1 protein, but was restored if Raf-1 was protected from GA-induced degradation by proteasome inhibitors...
  39. ncbi [Antagonistic effect of hydroxysafflor yellow A on the platelet activating factor receptor]
    Bao Xia Zang
    Beijing Institute of Heart, Lung and Blood Vessel Diseases, Beijing 100029, China
    Yao Xue Xue Bao 37:696-9. 2002
    ..To observe the antagonistic effect of hydroxysafflor yellow A (HSYA) on the platelet activating factor (PAF)...
  40. pmc Dopamine-derived quinones affect the structure of the redox sensor DJ-1 through modifications at Cys-106 and Cys-53
    Stefania Girotto
    Department of Chemical Sciences, University of Padova, Padova, Italy
    J Biol Chem 287:18738-49. 2012
    ..Under oxidative conditions, highly reactive dopamine quinones (DAQs) can be produced, which can modify cysteine residues...
  41. pmc Enhanced absorption of hydroxysafflor yellow A using a self-double-emulsifying drug delivery system: in vitro and in vivo studies
    Liang Zhong Lv
    Department of Pharmacy, Zhejiang Provincial People s Hospital, Zhejiang University, Hangzhou, China
    Int J Nanomedicine 7:4099-107. 2012
    ..These results suggest that SDEDDS can greatly improve the oral absorption of HSYA. Given the toxicity demonstrated to the small intestine, the formulation prescription should be improved to enhance security in the future...
  42. ncbi Cytotoxic and antioxidant marine prenylated quinones and hydroquinones
    Suthananda N Sunassee
    Department of Chemistry, Rhodes University, Grahamstown, South Africa
    Nat Prod Rep 29:513-35. 2012
    ..Marine prenylated quinones, hydroquinones and naphthoquinones are of mixed polyketide and terpenoid biogenesis and recent biosynthetic ..
  43. pmc Potent DNA damage by polyhalogenated quinones and H₂O₂ via a metal-independent and Intercalation-enhanced oxidation mechanism
    Ruichuan Yin
    State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Centre for Eco Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China
    Sci Rep 3:1269. 2013
    Polyhalogenated quinones are a class of carcinogenic intermediates...
  44. pmc Enhanced effect and mechanism of water-in-oil microemulsion as an oral delivery system of hydroxysafflor yellow A
    Jianping Qi
    School of Pharmacy, China Pharmaceutical University, Nanjing, People s Republic of China
    Int J Nanomedicine 6:985-91. 2011
    ..In this paper, a water-in-oil (w/o) microemulsion was investigated as a system for enhancing the oral bioavailability of Biopharmaceutic Classification System (BCS) III drugs...
  45. ncbi Characterization of metabolic activation of pentachlorophenol to quinones and semiquinones in rodent liver
    C H Tsai
    Department of Environmental Sciences and Engineering, School of Public Health, University of North Carolina, CB7400, Chapel Hill, NC 27599-7400, USA
    Chem Biol Interact 134:55-71. 2001
    ..Metabolic activation of PCP to chlorinated quinones and semiquinones in liver cytosol from Sprague-Dawley rats and B6C3F1 mice was investigated in vitro (1) with ..
  46. ncbi Stable and specific binding of heat shock protein 90 by geldanamycin disrupts glucocorticoid receptor function in intact cells
    L Whitesell
    Department of Pediatrics, University of Arizona Health Sciences Center, Tucson 85724, USA
    Mol Endocrinol 10:705-12. 1996
    ....
  47. ncbi Metabolism of 17-(allylamino)-17-demethoxygeldanamycin (NSC 330507) by murine and human hepatic preparations
    M J Egorin
    Division of Developmental Therapeutics, Greenebaum Cancer Center, University of Maryland School of Medicine, Baltimore 21201, USA
    Cancer Res 58:2385-96. 1998
    ....
  48. ncbi Sesquiterpene quinones and related metabolites from Phyllosticta spinarum, a fungal strain endophytic in Platycladus orientalis of the Sonoran Desert
    E M Kithsiri Wijeratne
    SW Center for Natural Products Research and Commercialization, Office of Arid Lands Studies, College of Agriculture and Life Sciences, University of Arizona, 250 E Valencia Road, Tucson, Arizona 85706 6800, USA
    J Nat Prod 71:218-22. 2008
    ..When tested in a flow cytometry-based assay, tauranin induced apoptosis in PC-3M and NIH 3T3 cell lines...
  49. ncbi Dopamine quinones interact with alpha-synuclein to form unstructured adducts
    Marco Bisaglia
    Department of Biology, University of Padova, Via U Bassi 58B, 35121 Padova, Italy
    Biochem Biophys Res Commun 394:424-8. 2010
    ..Our results indicate that only a small fraction of alphasyn interacts with DAQ in a covalent way, so that non-covalent interaction appears to be the major modification induced by DAQ on alphasyn...
  50. ncbi Cytotoxicity of tocopherols and their quinones in drug-sensitive and multidrug-resistant leukemia cells
    D G Cornwell
    Department of Medical Biochemistry, Ohio State University, Columbus 43210, USA
    Lipids 33:295-301. 1998
    ..Among tocopherols, only delta-T exhibited cytotoxicity. Among para quinones, alpha-TQ showed no cytotoxicity, while gamma-TQ and delta-TQ were highly cytotoxic in both CEM and CEM/VLB100 ..
  51. pmc Comparison of p53 mutations induced by PAH o-quinones with those caused by anti-benzo[a]pyrene diol epoxide in vitro: role of reactive oxygen and biological selection
    Yu Min Shen
    Department of Pharmacology, Center of Excellence in Environmental Toxicology and Center for Clinical Epidemiology and Biostatistics, University of Pennsylvania School of Medicine, Philadelphia, Pennsylvania 19104 6084, USA
    Chem Res Toxicol 19:1441-50. 2006
    ..They are metabolically activated through different routes to form either diol-epoxides, PAH o-quinones, or radical cations, each of which has been proposed to be an ultimate carcinogen...
  52. ncbi In vitro inhibitory effects of thymol and quinones of Nigella sativa seeds on cyclooxygenase-1- and -2-catalyzed prostaglandin E2 biosyntheses
    Petr Marsik
    Department of Plant Tissue Cultures, Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Prague, Czech Republic
    Planta Med 71:739-42. 2005
    ..sativa and suggest that these agents should be further studied for possible use as non-steroidal anti-inflammatory drugs...
  53. ncbi Evidence for NAD(P)H:quinone oxidoreductase 1 (NQO1)-mediated quinone-dependent redox cycling via plasma membrane electron transport: A sensitive cellular assay for NQO1
    An S Tan
    Malaghan Institute of Medical Research, Wellington, New Zealand
    Free Radic Biol Med 48:421-9. 2010
    ..In conclusion, we have developed a simple real-time cellular assay for NQO1 and show that PMET plays a significant role in DMNQ redox cycling via NQO1, leading to cellular toxicity in cells with high NQO1 levels...
  54. ncbi Simultaneous determination of hydroxysafflor yellow A and ferulic acid in rat plasma after oral administration of the co-extractum of Rhizoma chuanxiong and Flos Carthami by HPLC-diode array detector
    Jianping Qi
    School of Pharmacy, China Pharmaceutical University, Nanjing, 210009, People s Republic of China
    Biomed Chromatogr 21:816-22. 2007
    ..The HPLC method was successfully applied to the pharmacokinetic studies of hydroxysafflor yellow A and ferulic acid in rat plasma after oral administration of the co-extractum of Rhizoma chuanxiong and Flos Carthami...
  55. ncbi [Protective effect of hydroxysafflor yellow A on experimental cerebral ischemia in rats]
    Hai Bo Zhu
    Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing l00050, China
    Yao Xue Xue Bao 40:1144-6. 2005
    ..To investigate the protective effect of hydroxysafflor yellow A (HSYA), a soluble element extracted from Carthamus tinctorius L., on focal cerebral ischemia in rats...
  56. ncbi Natural and synthetic quinones and their reduction by the quinone reductase enzyme NQO1: from synthetic organic chemistry to compounds with anticancer potential
    Marie A Colucci
    School of Chemistry, University of Nottingham, University Park, Nottingham, UK NG7 2RD
    Org Biomol Chem 6:637-56. 2008
    ..NAD(P)H: quinone oxidoreductase 1 (NQO1) is a ubiquitous flavoenzyme that catalyzes the two-electron reduction of quinones. This Perspective briefly reviews the structure and mechanism, physiological role, and upregulation and induction ..
  57. pmc Smenospongine, a sesquiterpene aminoquinone from a marine sponge, induces G1 arrest or apoptosis in different leukemia cells
    Dexin Kong
    Graduate School of Pharmaceutical Sciences, Osaka University, Yamada oka 1 6, Suita, Osaka 565 0871, Japan
    Mar Drugs 6:480-8. 2008
    ..Smenospongine might induce p21 expression via another mechanism than transactivation of p21 promoter...
  58. ncbi Evidence that hydroxysafflor yellow A protects the heart against ischaemia-reperfusion injury by inhibiting mitochondrial permeability transition pore opening
    Yi Na Liu
    Department of Cardiology, Second Affiliated Hospital, School of Medicine, Zhejiang University, Hangzhou, China
    Clin Exp Pharmacol Physiol 35:211-6. 2008
    ..The effect of HSYA on mitochondrial permeability transition pore opening may be mediated through enhanced nitric oxide production by eNOS activation...
  59. ncbi Catechol quinones of estrogens in the initiation of breast, prostate, and other human cancers: keynote lecture
    Ercole Cavalieri
    Eppley Institute for Research in Cancer and Allied Diseases, University of Nebraska Medical Center, Omaha, NE 8198 6805, USA
    Ann N Y Acad Sci 1089:286-301. 2006
    Estrogens can be converted to electrophilic metabolites, particularly the catechol estrogen-3,4-quinones, estrone(estradiol)-3,4-quinone [E(1)(E(2))-3,4-Q], which react with DNA to form depurinating adducts...
  60. ncbi Therapeutic effects of hydroxysafflor yellow A on focal cerebral ischemic injury in rats and its primary mechanisms
    Hai Bo Zhu
    Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China
    J Asian Nat Prod Res 7:607-13. 2005
    ....
  61. ncbi A novel sesquiterpene quinone from Hainan sponge Dysidea villosa
    Yan Li
    State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi Tech Park, Shanghai 201203, PR China
    Bioorg Med Chem Lett 19:390-2. 2009
    ..45microM. New compound 5 showed moderate PTP1B inhibitory activity and cytotoxicity with IC(50) values of 39.50 and 19.45microM, respectively...
  62. ncbi Ilimaquinone, a marine sponge metabolite, displays anticancer activity via GADD153-mediated pathway
    Pin Hsuan Lu
    School of Pharmacy, College of Medicine, National Taiwan University, No 1, Section 1, Jen Ai Road, Taipei, Taiwan
    Eur J Pharmacol 556:45-54. 2007
    ..In summary, it is suggested that ilimaquinone induces the anti-proliferative effect through the G(1) arrest of the cell cycle and the up-regulation and nuclear translocation of CHOP/GADD153...
  63. ncbi Reactive oxygen species generated by PAH o-quinones cause change-in-function mutations in p53
    Deshan Yu
    Department of Pharmacology, Biostatistics University of Pennsylvania School of Medicine, Philadelphia 19104, USA
    Chem Res Toxicol 15:832-42. 2002
    ..activate PAH trans-dihydrodiol proximate carcinogens to yield their corresponding reactive and redox-active o-quinones, e.g., benzo[a]pyrene-7,8-dione (BP-7,8-dione)...
  64. ncbi Reduction of quinones and phenoxy radicals by extracellular glucose dehydrogenase from Glomerella cingulata suggests a role in plant pathogenicity
    Christoph Sygmund
    Department of Food Sciences and Technology, Food Biotechnology Laboratory, BOKU University of Natural Resources and Life Sciences, Muthgasse 18 2, A 1190 Vienna, Austria
    Microbiology 157:3203-12. 2011
    ..The preferred substrates are glucose and xylose. Suitable electron acceptors are quinones, phenoxy radicals, 2,6-dichloroindophenol, ferricyanide and ferrocenium hexafluorophosphate...
  65. pmc Insights into the catalytic mechanism of tyrosine phenol-lyase from X-ray structures of quinonoid intermediates
    Dalibor Milić
    Laboratory of General and Inorganic Chemistry, Department of Chemistry, Faculty of Science, University of Zagreb, Horvatovac 102a, HR 10000 Zagreb, Croatia
    J Biol Chem 283:29206-14. 2008
    ..In addition, the structural data indicate a mechanism for alanine racemization involving two bases, Lys-257 and a water molecule. These two bases are connected by a hydrogen bonding system allowing internal transfer of the Calpha proton...
  66. pmc Molecular origin of cancer: catechol estrogen-3,4-quinones as endogenous tumor initiators
    E L Cavalieri
    Eppley Institute for Research in Cancer, University of Nebraska Medical Center, 600 South 42nd Street, Omaha, NE 68198 6805, USA
    Proc Natl Acad Sci U S A 94:10937-42. 1997
    ..of the carcinogenic 4-hydroxy catechol estrogens (CE) of estrone (E1) and estradiol (E2) to catechol estrogen-3,4-quinones (CE-3, 4-Q) results in electrophilic intermediates that covalently bind to DNA to form depurinating adducts...
  67. ncbi Initiation of cancer and other diseases by catechol ortho-quinones: a unifying mechanism
    E L Cavalieri
    Eppley Institute for Research in Cancer and Allied Diseases, University of Nebraska Medical Center, Omaha 68198 6805, USA
    Cell Mol Life Sci 59:665-81. 2002
    ..cancers has been hypothesized to result from reaction of specific estrogen metabolites, catechol estrogen-3,4-quinones, with DNA to form depurinating adducts at the N-7 of guanine and N-3 of adenine by 1,4-Michael addition...
  68. pmc Catalytic reaction of cytokinin dehydrogenase: preference for quinones as electron acceptors
    Jitka Frébortová
    Laboratory of Growth Regulators, Faculty of Science, Palacký University Institute of Experimental Botany of the Academy of Science, Slechtitelu 11, 783 71 Olomouc, Czech Republic
    Biochem J 380:121-30. 2004
    ....
  69. ncbi Neuroprotective effects of hydroxysafflor yellow A: in vivo and in vitro studies
    Haibo Zhu
    Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, P R China
    Planta Med 69:429-33. 2003
    ..DMEM:Dulbecco's modified Eagle medium FCS:Fetal calf serum MCAO:middle cerebral artery occlusion ECA:external carotid artery ICA:internal carotid artery LDH:lactate dehydrogenase NMDA: N-methyl- D-aspartate..
  70. ncbi Enhancing effect of Labrafac Lipophile WL 1349 on oral bioavailability of hydroxysafflor yellow A in rats
    Shujing Wang
    China Pharmaceutical University, Tong Jia Xiang No 24, Nanjing, Jiangsu, China
    Int J Pharm 358:198-204. 2008
    ..The results above indicated the emulsifying by bile, and hydrolysis to fatty acids and monoglycerides by pancreatic lipase was one of the enhancing mechanisms of HSYA-phospholipid complex oil solution absorption...
  71. ncbi Glutathione transferase M2-2 catalyzes conjugation of dopamine and dopa o-quinones
    A Dagnino-Subiabre
    Programme of Molecular and Clinical Pharmacology, ICBM, Faculty of Medicine, Independencia 1027, Casilla, Santiago 7, 70000, Chile
    Biochem Biophys Res Commun 274:32-6. 2000
    ..Both conjugates were found to be resistant to oxidation by biological oxidizing agents such as O(2), H(2)O(2), and O(*-)(2), and the glutathione transferase-catalyzed reaction can therefore serve a neuroprotective antioxidant function...
  72. ncbi Depletion of thiol-containing proteins in response to quinones in Bacillus subtilis
    Manuel Liebeke
    Institutes of Pharmaceutical Biology, Ernst Moritz Arndt University of Greifswald, F L Jahn Str 15, D 17487 Greifswald, Germany
    Mol Microbiol 69:1513-29. 2008
    b>Quinones are highly toxic naturally occurring thiol-reactive compounds. We have previously described novel pathways for quinone detoxification in the Gram-positive bacterium Bacillus subtilis...
  73. ncbi Structure of a murine cytoplasmic serine hydroxymethyltransferase quinonoid ternary complex: evidence for asymmetric obligate dimers
    D M Szebenyi
    Department of Molecular Biology and Genetics and Division of Nutritional Sciences, Cornell University, Ithaca, New York 14853, USA
    Biochemistry 39:13313-23. 2000
    ....
  74. pmc Genetic and biochemical analysis of p23 and ansamycin antibiotics in the function of Hsp90-dependent signaling proteins
    S P Bohen
    Laboratory of Biochemistry, National Cancer Institute, National Institutes of Health, Bethesda, Maryland 20892 4255, USA
    Mol Cell Biol 18:3330-9. 1998
    ..Furthermore, while the presence of p23 decreases the sensitivity of Hsp90-dependent processes to ansamycin treatment, ansamycin antibiotics disrupt signaling through some mechanism other than altering the Hsp90-p23 interaction...
  75. ncbi Sesquiterpenoid aminoquinones from the marine sponge Dysidea sp
    Natalia K Utkina
    Pacific Institute of Bioorganic Chemistry, Far Eastern Branch of the Russian Academy of Sciences, 690022 Vladivostok, Russian Federation
    J Nat Prod 73:788-91. 2010
    ..Popolohuanones A (7) and F (5) and arenarol (6) showed DPPH radical scavenging activity with IC(50) values of 35, 35, and 19 microM, respectively...
  76. ncbi Nakijiquinones E and F, new dimeric sesquiterpenoid quinones from marine sponge
    Yohei Takahashi
    Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060 0812, Japan
    Bioorg Med Chem 17:2185-8. 2009
    Two new dimeric sesquiterpenoid quinones, nakijiquinones E (1) and F (2), have been isolated from an Okinawan marine sponge, and the structures and relative stereochemistry of 1 and 2 were elucidated on the basis of the spectral data...
  77. ncbi Nakijiquinones J--R, sesquiterpenoid quinones with an amine residue from okinawan marine sponges
    Yohei Takahashi
    Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060 0812, Japan
    J Nat Prod 73:467-71. 2010
    Nine new sesquiterpenoid quinones, nakijiquinones J-R (1-9), have been isolated from three collections of Okinawan marine sponges of the family Spongiidae, and the structures and configurations were elucidated from the spectroscopic data ..
  78. ncbi Synthesis and pharmacological activities of some sesquiterpene quinones and hydroquinones
    Thorsten Laube
    Lehrstuhl für Organische Chemie, NW II, Universitat Bayreuth, Bayreuth, Germany
    Bioorg Med Chem 17:1422-7. 2009
    Synthesis of protected siphonodictyal C was achieved via drim-7-en-11-al. Some sesquiterpene quinones and hydroquinones were tested for their pharmacological activities in assays in search of antiproliferative, cytotoxic, antiphlogistic, ..
  79. ncbi Comparison of the biological properties of several marine sponge-derived sesquiterpenoid quinones
    Cherie A Motti
    Australian Institute of Marine Science, Townsville, Queensland, 4810, Australia
    Molecules 12:1376-88. 2007
    Eight naturally occurring marine-sponge derived sesquiterpenoid quinones were evaluated as potential inhibitors of pyruvate phosphate dikinase (PPDK), a C4 plant regulatory enzyme...
  80. ncbi Spare quinones in the QB cavity of crystallized photosystem II from Thermosynechococcus elongatus
    Roland Krivanek
    Freie Universitat Berlin, FB Physik, Arnimallee 14, D 14195 Berlin, Germany
    Biochim Biophys Acta 1767:520-7. 2007
    ..We propose that the extra quinones are located in the Q(B) cavity and serve as a PSII intrinsic pool of electron acceptors.
  81. ncbi When quinones meet amino acids: chemical, physical and biological consequences
    S Bittner
    Department of Chemistry, Ben Gurion University of the Negev, Beer Sheva, Israel
    Amino Acids 30:205-24. 2006
    b>Quinones and amino acids are usually compartmentally separated in living systems, however there are several junctions in which they meet, react and influence...
  82. pmc Redox-active quinones induces genome-wide DNA methylation changes by an iron-mediated and Tet-dependent mechanism
    Bailin Zhao
    State Key Laboratory of Environmental Chemistry and Ecotoxicology, Research Center for Eco Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China, Disease Genomics and Individualized Medicine Laboratory, Beijing Institute of Genomics, Chinese Academy of Sciences, Beijing 100101, China, The Novo Nordisk Foundation Center for Protein Research, Ubiquitin Signalling Group, Faculty of Health Sciences, Blegdamsvej 3b, 2200, Copenhagen, Denmark and Group of DNA Metabolism, The State Key Laboratory of Molecular Biology, Institute of Biochemistry and Cell Biology, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai 200031, China
    Nucleic Acids Res 42:1593-605. 2014
    ..Here, we report that redox-active quinones, a ubiquitous class of chemicals found in natural products, cancer therapeutics and environment, stimulate the ..
  83. ncbi Hydroxysafflor yellow a inhibits lipopolysaccharide-induced inflammatory signal transduction in human alveolar epithelial A549 cells
    Lijuan Song
    Department of Pharmacology, Beijing Anzhen Hospital, Capital Medical University, China Beijing Institute of Heart, Lung, and Blood Vessel Disease, No 2 Anzhen Road, Chaoyang District, Beijing 100029, PR China
    Fitoterapia 84:107-14. 2013
    ..These findings suggest that HSYA effectively inhibits LPS-induced inflammatory signal transduction in A549 cells...
  84. ncbi Diterpenoid quinones from rosemary (Rosmarinus officinalis L.)
    Ahmed A Mahmoud
    Department of Chemistry, Faculty of Science, El Minia University, El Minia 61519, Egypt
    Phytochemistry 66:1685-90. 2005
    Two new abietane-type diterpenoid o-quinones, 7beta-methoxyabieta-8,13-diene-11,12-dione-(20,6beta)-olide (rosmaquinone A) (1) and 7alpha-methoxyabieta-8,13-diene-11,12-dione-(20,6beta)-olide (rosmaquinone B) (2), together with six known ..
  85. ncbi Quinone oxidoreductase message levels are differentially regulated in parasitic and non-parasitic plants exposed to allelopathic quinones
    M Matvienko
    Department of Vegetable Crops, University of California, Davis, CA 95616, USA
    Plant J 25:375-87. 2001
    ..The allelopathic activity of naturally occurring quinones and phenols is primarily a function of reactive radicals generated during redox cycling between quinone and ..
  86. ncbi Neuroprotection of hydroxysafflor yellow A in the transient focal ischemia: inhibition of protein oxidation/nitration, 12/15-lipoxygenase and blood-brain barrier disruption
    Li Sun
    Key Laboratory of Post trauma Neuro repair and Regeneration in Central Nervous System, Tianjin Medical University General Hospital, Tianjin Neurological Institute, 154 Anshan Road Heping District, Tianjin 300052, PR China
    Brain Res 1473:227-35. 2012
    ....
  87. ncbi Substituent effect on a family of quinones in aprotic solvents: an experimental and theoretical approach
    Carlos Frontana
    Departamento de Quimica, Division de Ciencias Basicas e Ingenieria, Universidad Autonoma Metropolitana Iztapalapa, San Rafael Atlixco 186, Col Vicentina Iztapalapa, CP 09340, Mexico DF, Mexico
    J Phys Chem A 110:9411-9. 2006
    ..The methods applied in this work are valid for any kind of quinone compound and will be used in further analysis of the electron reorganization in semiquinone species...
  88. pmc Expression of human NAD(P)H: quinone oxidoreductase (DT-diaphorase) in Chinese hamster ovary cells: effect on the toxicity of antitumor quinones
    D L Gustafson
    Department of Radiological Health Sciences, Colorado State University, Fort Collins 80523
    Mol Pharmacol 50:728-35. 1996
    ....
  89. pmc Reaction of the molybdenum- and copper-containing carbon monoxide dehydrogenase from Oligotropha carboxydovorans with quinones
    Jarett Wilcoxen
    Department of Biochemistry, University of California, Riverside, California 92521, United States
    Biochemistry 50:1910-6. 2011
    ..Here we investigate the reaction of the reduced enzyme with various quinones and find them to be catalytically competent. Benzoquinone has a k(ox) of 125.1 s(-1) and a K(d) of 48 μM...
  90. ncbi LC-MS method for screening unknown microbial carotenoids and isoprenoid quinones
    Philipp Kaiser
    Institute of Biochemistry, Faculty of Veterinary Medicine, University of Leipzig, An den Tierkliniken 1, D 04103 Germany
    J Microbiol Methods 88:28-34. 2012
    ..Microbial isoprenoid quinones, for example, are well described and used to distinguish among photosynthetic microorganism groups...
  91. ncbi Sesquiterpene benzoxazoles and sesquiterpene quinones from the marine sponge Dactylospongia elegans
    Simon P B Ovenden
    Australian Institute of Marine Science, PMB No 3, Townsville MC, Townsville, 4810, Australia
    J Nat Prod 74:65-8. 2011
    ..benzoxazole, nakijinol B (3), its acetylated derivative, nakijinol B diacetate (6), and two new sesquiterpene quinones, smenospongines B (4) and C (5), were isolated from the methanol extract of the marine sponge Dactylospongia ..
  92. pmc Nonenzymatic displacement of chlorine and formation of free radicals upon the reaction of glutathione with PCB quinones
    Yang Song
    Department of Occupational and Environmental Health, University of Iowa, 100 Oakdale Campus, 124 IREH, Iowa City, IA 52242 5000, USA
    Proc Natl Acad Sci U S A 106:9725-30. 2009
    The reactions of glutathione (GSH) with polychlorinated biphenyl (PCB) quinones having different degrees of chlorination on the quinone ring were examined...
  93. ncbi Binding modes in metal ion complexes of quinones and semiquinone radical anions: electron-transfer reactivity
    Junpei Yuasa
    Department of Material and Life Science, Division of Advanced Science and Biotechnology, Graduate School of Engineering, Osaka University, SORST, Japan
    Chemphyschem 7:942-54. 2006
    ..The one-electron reduction potentials of quinones (PQ, PTQ, and Q) are largely positively shifted in the presence of M (n+)...
  94. ncbi Glucose oxidase from Aspergillus niger: the mechanism of action with molecular oxygen, quinones, and one-electron acceptors
    V Leskovac
    Faculty of Technology, Bulevar Cara Lazara 1, 21000 Novi Sad, Yugoslavia
    Int J Biochem Cell Biol 37:731-50. 2005
    ..The substrates were divided into three main groups: molecular oxygen, quinones, and one-electron acceptors...
  95. ncbi On the application of electron paramagnetic resonance in the study of naturally occurring quinones and quinols
    Jens A Pedersen
    Department of Chemistry, University of Aarhus, Denmark
    Spectrochim Acta A Mol Biomol Spectrosc 58:1257-70. 2002
    ..Other studies demonstrate the power of using semiquinone radicals as chemotaxonomic markers...
  96. ncbi Heat shock protein 90 function is essential for Plasmodium falciparum growth in human erythrocytes
    Gowrishankar Banumathy
    Department of Biochemistry, Indian Institute of Science, Bangalore 560012, India
    J Biol Chem 278:18336-45. 2003
    ..In addition to suggesting an essential role for PfHsp90 during parasite growth, our results highlight PfHsp90 as a potential drug target to control malaria...
  97. ncbi Quenching of excited states of chlorophyll molecules in submembrane fractions of Photosystem I by exogenous quinones
    Subramanyam Rajagopal
    Groupe de Recherche en Energie et Information Biomoléculaires, Universite du Quebec a Trois Rivieres, 3351 Boulevard des Forges, Three Rivers, Quebec, Canada GA9 5H7
    Biochim Biophys Acta 1606:147-52. 2003
    The ability of three substituted quinones, 2,5-dibromo-3-methyl-6-isopropyl-p-benzoquinone (DBMIB), 2,6-dichloro-p-benzoquinone (DCBQ), and tetramethyl-p-benzoquinone (duriquinone) to quench the excited states of chlorophyll (Chl) ..
  98. ncbi Tocopherol metabolism using thermochemolysis: chemical and biological properties of gamma-tocopherol, gamma-carboxyethyl-hydroxychroman, and their quinones
    Rakesh Sachdeva
    Department of Chemistry, The Ohio State University, Columbus, OH 43210, USA
    Chem Res Toxicol 18:1018-25. 2005
    ..Tetramethylammonium hydroxide (TMAH) thermochemolysis reduced and methylated quinones and cleaved and methylated thioether adducts...
  99. ncbi Synthesis of hydroxy and methoxy perylene quinones, their spectroscopic and computational characterization, and their antiviral activity
    G Krishnamoorthy
    Department of Chemistry, Iowa State University, Ames, IA 50011, USA
    Photochem Photobiol 81:924-33. 2005
    Hydroxy and methoxy perylene quinones are synthesized in an attempt to isolate the essential spectroscopic and biological features of light-induced antiviral agents such as hypericin and hypocrellin...
  100. ncbi Studies on quinones. Part 41: synthesis and cytotoxicity of isoquinoline-containing polycyclic quinones
    Jaime A Valderrama
    Facultad de Quimica, Pontificia Universidad Catolica de Chile, Casilla 306, Santiago, Chile
    Bioorg Med Chem 14:5003-11. 2006
    ..The new N-heterocyclic quinones were tested on normal human fibroblasts and four distinct human cancer cell lines...
  101. ncbi Anthratectone and naphthotectone, two quinones from bioactive extracts of Tectona grandis
    Rodney Lacret
    Grupo de Alelopatia, Departamento de Quimica Organica, Facultad de Ciencias, Universidad de Cadiz, Campus de Excelencia Internacional Agroalimentario, ceiA3, C República Saharaui s n, 11510, Puerto Real, Cadiz, Spain
    J Chem Ecol 37:1341-8. 2011
    Two new quinones, (an isoprenoid quinone, and a dimeric anthraquinone) named naphthotectone and anthratectone, respectively, were isolated from bioactive leaf extracts from Tectona grandis...

Research Grants63

  1. PREVENTION OF QUINONE TOXICITY AND MUTAGENICITY
    ANIL KUMAR JAISWAL; Fiscal Year: 2013
    ..P)H:quinone oxidoreductase1 (NQO1) and NRH:quinone oxidoreductase2 (NQO2) are enzymes that generally detoxify quinones, and protect against oxidative stress...
  2. Novel Mechanisms of Quinone Toxicity
    David Ross; Fiscal Year: 2013
    ..b>Quinones have been found to affect each of these systems and altered protein handling is emerging as a potentially key ..
  3. Biomimetic Microsystem for High Throughput Evaluation of Engineered Nanomaterials
    Robert M Worden; Fiscal Year: 2010
    ..LPS bind to receptor proteins on cell membranes and trigger cellular uptake by endocytosis, and quinones can trigger oxidation-reduction reactions, including production of reactive oxygen species by immune cells...
  4. Aldo-Keto Reductases and PAH Metabolism/Activation
    Trevor M Penning; Fiscal Year: 2013
    ..hydrocarbon (PAH) trans-dihydrodiols to yield catechols which autooxidize to electrophilic and redox-active PAH o-quinones. In human lung adenocarcinoma (A549) cells this pathway results in the production of reactive oxygen species (ROS)..
  5. Quinone Oxidoreductases and Mammary Toxicity/Carcinogenenicity
    ANIL KUMAR JAISWAL; Fiscal Year: 2013
    ..addition, this aim will also investigate the hypothesis that NQO1 and NQO2 metabolic detoxification of catechol quinones and/or control of factors in DNA repair, growth/differentiation and apoptosis protect against mammary cancer...
  6. Differential Redox &Electrophilic Toxicities of Modified Tobacco Products
    Norbert Staimer; Fiscal Year: 2013
    ..Conjugated ketones, such as unsaturated ?,?-aldehydes and quinones are of toxicological importance because they promote oxidative stress and eventually lead to cellular damage in ..
  7. Mutagenesis of p53 by reactive PAH and ROS
    JEFFREY M FIELD; Fiscal Year: 2012
    ..activation of PAH resulting in the formation of diol- epoxides, radical cations, or reactive and redox-active o-quinones. Each of these reactive metabolites have the potential to form DNA-adducts and these adducts may lead to mutation...
  8. Structure/Function of Complex II Oxidoreductase
    Gary Cecchini; Fiscal Year: 2012
    ..of this research program are to describe mechanisms of electron transfer through the enzyme to/from flavin to quinones. Complex II has a number of redox centers involved in the electron transfer process...
  9. Mechanisms for Benzo(a)pyrene-Induced Colon Cancer Exacerbation by Dietary Fat
    Aramandla Ramesh; Fiscal Year: 2013
    ..A linked hypothesis is that B(a)P effects are secondary to production of epoxide or quinones some of which form DNA adducts that cause genotoxicity...
  10. PROTEINASE SYSTEMS IN INSECT HEMOLYMPH
    Michael R Kanost; Fiscal Year: 2013
    ..response is the activation of phenoloxidase zymogens, which then oxidize circulating diphenols to quinones, precursors for deposition of melanin on the surface of invading organisms...
  11. Carcinogenic Metabolites Formed from Antiestrogen
    Judy L Bolton; Fiscal Year: 2013
    ..We have shown that classical quinone methides, di-quinone methides, and o-quinones are produced from triphenylethylene, benzothiophene, and miscellaneous SERMs...
  12. Charge Transfer Reactions of the Cytochrome bc1 Complex
    Colin A Wraight; Fiscal Year: 2011
    ..the bc1 complex), (iii) Separation of reactions by removing electron-transport components (cyt c2, QB and other quinones) by traditional biochemical (extraction) methods, (iv) Isolation of different reactions by specific inhibitors of ..
  13. Natural engineering of multi-electron biological oxidation &reduction
    PETER LESLIE DUTTON; Fiscal Year: 2013
    ..Many key members align cofactors such as chlorins, hemes, iron-sulfur clusters, flavins, quinones and metals to form single-electron-transfer chains through protein over multi-nanometer distances...
  14. NQO1: Linking Oxidant Stress to Inflammation in Airway Epithelial Cells
    Judith A Voynow; Fiscal Year: 2013
    ..NQO1 catalyzes the obligate 2-electron reduction of quinones and is considered an intracellular antioxidant...
  15. Investigating the Role of a Lifestyle Intervention on Novel Estrogen Biomarkers
    Kerryn W Reding; Fiscal Year: 2011
    ..Estrogen metabolites within the catechol estrogen (CE) pathway, in particular hydroxy estrogen (HE) quinones, are capable of forming DNA adducts which may lead in certain instances to DNA mutations...
  16. Biointeractions of antiestrogens with nitric oxide
    Gregory R J Thatcher; Fiscal Year: 2013
    ..as estrogen agonists in some tissues and both estrogens and SERMs are oxidatively metabolized to electrophilic quinones with potential to generate ROS...
  17. UPRH Biomedical Research Improvement Program
    Antonio E Alegria; Fiscal Year: 2010
    ..will study quinone roles in NO reduction and production enhancements and tumor-targeted toxicity of alkylating quinones. It is expected that the development of these projects will improve the possibilities of producing more research ..
  18. Investigating the Role of a Lifestyle Intervention on Novel Estrogen Biomarkers
    Kerryn W Reding; Fiscal Year: 2013
    ..Estrogen metabolites within the catechol estrogen (CE) pathway, in particular hydroxy estrogen (HE) quinones, are capable of forming DNA adducts which may lead in certain instances to DNA mutations...
  19. Role of Tyrosine in MDMA Toxicity
    Bryan K Yamamoto; Fiscal Year: 2010
    ..Although DA clearly produces oxidative by-products such as reactive oxygen species and quinones, it remains unclear as to how DA-derived oxidative species produce selective damage to 5HT terminals, a hallmark ..
  20. Hepatic Metabolism and Susceptibility to Ecstasy Toxicity
    Terrence J Monks; Fiscal Year: 2012
    ..from the oxidation of N-methyl-?-methyldopamine (N-methyl-?-MeDA) and ?-MeDA, followed by scavenging of the ortho-quinones with glutathione (GSH)...
  21. Proton-Coupled Electron Transfer with Biomimetic Models of the [2Fe-2S] Rieske Cl
    CAROLINE THALIA SAOUMA; Fiscal Year: 2013
    ..As part of the Q-cycle of the bc1 complex, Rieske clusters are involved in the redox cycling of quinones, a process that requires tight regulation to avoid formation of semiquinone intermediates which ultimately leads ..
  22. Characterizing Novel Estrogen Biomarkers Implicated in Breast Cancer Initiation
    Johanna W Lampe; Fiscal Year: 2013
    ..Particular CE metabolites, namely hydroxy estrogen quinones, are capable of forming DNA adducts which may result in DNA mutations...
  23. Structure/Function Studies of Quinone Reductase 2
    Zhongtao Zhang; Fiscal Year: 2009
    ..QR2 is also active in the reduction of nitro groups of CB1954 and catechol quinones such as adrenochrome...
  24. Biochemical and molecular studies on NQO1. Design of less toxic Hsp90 inhibitors
    David Ross; Fiscal Year: 2013
    ..inhibitors were their hydroquinone metabolites generated by the quinone reductase NQO1 rather than the parent quinones. We defined the molecular determinants of hepatotoxicity of BQA Hsp90 inhibitors and have focused on the ..
  25. Semi-volatile PCBs: Sources, Exposures, Toxicities
    Larry W Robertson; Fiscal Year: 2013
    ..We have shown that prostaglandin synthase and myeloperoxidase bioactivate dihydroxy-PCBs and that the PCB-quinones can react with nucleophiles like GSH by Michael addition or a substitution reaction with dechlorination...
  26. BIOTRANSFORMATION OF ESTROGEN TO CARCINOGENIC QUINOIDS
    JUDY BOLTON; Fiscal Year: 2000
    ..The catechol metabolites of estrogens are oxidized to o-quinones which undergo redox cycling generating reactive oxygen species which can contribute to the carcinogenicity ..
  27. NATURAL SUBSTRATES AND INHIBITORS OF MICROBIAL MDR PUMPS
    Kim Lewis; Fiscal Year: 2002
    ..will screen a large collection of substances, representing the main types of antimicrobials (alkaloids, flavones, quinones, phenols) coming from a variety of unrelated plants...
  28. GLUTATHIONE CONJUGATION--MEDIATOR OF ORGAN TOXICITY
    Serrine Lau; Fiscal Year: 1992
    ..GSH conjugation to redox cycling quinones may be a common pathway of toxicity of such compounds and this possibility warrants further investigation...
  29. DESIGN OF ANTITUMOR REDUCTIVE ALKYLATORS
    EDWARD SKIBO; Fiscal Year: 1992
    ..The design to be employed for both cellular targets is based on a class of naturally occurring quinones known as reductive alkylators (e.g. mitomycin C, the saframycins, and the anthracyclines)...
  30. Enantioselective Catalysis with Cyclopropenimines
    Tristan H Lambert; Fiscal Year: 2013
    ..in the context of this grant are: enantioselective glycine Mannich and ?-thio Mannich reactions;?-arylations with quinones and benzene oxides;Michael additions with low acidity nucleophiles, including diazoesters;allylic alkylations;and ..
  31. PORPHYRINS AND QUINONES AS ENZYME COFACTORS
    THOMAS LOEHR; Fiscal Year: 1999
    ....
  32. DIHYDRODIOL DEHYDROGENASE & PAH DETOXIFICATION
    TREVOR PENNING; Fiscal Year: 1992
    ..cytosol oxidizes a variety of non-K-region-trans dihydrodiols of carcinogenic PAH to the corresponding ortho- quinones which can be trapped as mercaptoethanol adducts...
  33. PREVENTION OF ESTRADIOL-INDUCED TUMORS BY VITAMIN C
    JOACHIM LIEHR; Fiscal Year: 1991
    ..Specifically, I will: 1. Establish in vitro DNA adduct patterns of quinones formed from catechol estrogens of estradiol and ethinylestradiol. 2. Inject the catechol estrogens into hamsters...
  34. METABOLISM AS A FACTOR IN DRUG-INDUCED NEUROTOXICITY
    TERRENCE MONKS; Fiscal Year: 1999
    ..The investigator's hypothesis is based upon: (a) the inherent reactivity of o-quinones; (b) the presence of GSH in peripheral tissues and in the CNS; (c) the diverse toxicology of quinone-thioethers, ..
  35. Pigmentation-dependent melanosomal disease
    MICHAEL GARY ANDERSON; Fiscal Year: 2010
    ..Of key concern, many of the intermediates of melanin synthesis are highly reactive quinones and capable of causing significant oxidative damage...
  36. BINUCLEAR MIXED-METAL DERIVATIVES OF TYROSINASE
    KENNETH STROTHKAMP; Fiscal Year: 1991
    ..biosynthesis of melanin: hydroxylation of phenols (a monooxygenase reaction) and the oxidation of catechols to quinones (an oxidase reaction)...
  37. Neuroplasticity, Caloric Restriction & Dopamine Function
    THOMAS MCNEILL; Fiscal Year: 2003
    ..with age due to the generation of toxic free radicals during dopamine metabolism and the formation of dopamine quinones that can modify cellular proteins and damage dopamine neurons...
  38. DOPAMINE NERVES SUPRESS HYDROXYL RADICAL FORMATION IN NE
    RICHARD KOSTRZEWA; Fiscal Year: 1999
    ..from the Applicant's Abstract) Dopamine (DA) is the catecholamine most easily auto-oxidized to reactive o-quinones and is most involved in generation of other reactive oxygen species (ROS), of which hydroxyl radical (OH) is the ..
  39. ESTROGEN CARCINOGENICITY AND HORMONE-DEPENDENT TUMORS
    Jonathan Li; Fiscal Year: 1992
    ..reactive intermediates which might be involved in neoplastic changes in hamster kidney are the arene oxides and o-quinones of the catechol pathway...
  40. SYNTHETIC UTILITY OF CYCLOBUTENONES
    Harold Moore; Fiscal Year: 1999
    ..of 4-alkynyl-(alkenyl, allenyl and aryl)cyclobutenones and related imino-, thio-, and alkylidenyl- analogs to quinones, hydroquinones, phenols, heteroaromatics and a variety of cyclic aliphatic compounds...
  41. FUNCTION OF QUINONES IN ENERGY CONSERVING SYSTEMS
    Bernard Trumpower; Fiscal Year: 1980
    b>Quinones, such as ubiquinone and plastoquinone, participate as oxidation-reduction components in the mitochondrial respiratory chain of all aerobic cells and in the analogous electron transfer processes of chloroplasts and photosynthetic ..
  42. MECHANISMS OF GROWTH-PROMOTING ACTION OF TOXIC QUINONES
    Timothy Chan; Fiscal Year: 1993
    ..different mammalian tissues, such effects-initially triggered by oxidants derived from the redox transitions of quinones-will be pleiotropic...
  43. Catechol-o-Methyltansferase and Breast Cancer
    JAMES YAGER; Fiscal Year: 2007
    ..Estradiol (E2) is oxidatively biotransformed to catechol estrogens (CEs). CEs are oxidized to quinones which form mutagenic adducts with adenine and guanine in DNA and participate in redox cycling processes that lead ..
  44. OXIDATIVE NEUTROPHIL MICROBICIDAL MECHANISMS
    Henry Rosen; Fiscal Year: 1992
    ..In the sequence of respiratory electron transport, from nutrients through dehydrogenates, quinones, and terminal oxidase cytochromes to 02, the principal MPO-mediated lesions appear to be in the dehydrogenase ..
  45. Molecular Mechanisms of Multistage Carcinogenesis
    TREVOR PENNING; Fiscal Year: 2006
    ..The hypothesis to be tested is that reactive and redox active PAH o-quinones generated by constitutively expressed aldo-keto reductase (AKR?s)contribute to PAHmultistage carcinogenesis...
  46. STRUCTURE AND MECHANISMS OF NAD (P): QUINONE REDUCTASE
    L Amzel; Fiscal Year: 2005
    ..It is widely distributed in mammalian tissues where it plays a major role in the detoxication of quinones and their metabolic precursors by promoting the obligatory two-electron reductions of many quinones to ..
  47. GENETICS AND BIOCHEMISTRY OF A MEMBRANE PROTEIN COMPLEX
    HIMADRI PAKRASI; Fiscal Year: 1999
    ..Localized in the thylakoid membranes, this pigment-protein complex mediates electron transfer from water to quinones. Even though light is a substrate for PSH, it creates damage that results in the degradation of this protein ..
  48. ANTIESTROGEN REGULATION OF QUINONE REDUCTASE
    MONICA MONTANO; Fiscal Year: 2002
    ..The increase in QR by antiestrogen may provide protective effects against the toxicity and mutagenicity caused by quinones, and contribute to the beneficial antioxidant and anticancer activities of antiestrogens...
  49. FUNCTIONAL ANALYSIS OF A PROTEIN FOLDING CATALYST
    James Bardwell; Fiscal Year: 2006
    ..It then is reoxidized by DsbB. DsbB is the first enzyme known to use the oxidizing power of quinones to generate disulfides de novo; its catalytic activity is the primary source of disulfides in the cell...
  50. ENDOTHELIAL CELL BIOLOGY FOLLOWING OXIDATIVE STRESS
    Aaron Barchowsky; Fiscal Year: 1993
    ..b>Quinones represent an important group of compounds found throughout the environment and in many pharmaceuticals which have ..
  51. STRESS INHIBITORY COMPOUNDS IN ENVIRONMENTAL DISEASE
    Dennis Templeton; Fiscal Year: 1999
    ..NQO1 is inhibited by compounds (generally quinones) that may serve as competitive substrate inhibitors...
  52. Gordon Research Conference on Protein-Derived Cofactors
    JUDITH KLINMAN; Fiscal Year: 2002
    DESCRIPTION: (provided by applicant) The Gordon Research Conference on Protein-Derived Cofactors, Radicals and Quinones, to be held on January 13-18, 2002 at the Holiday Inn, Ventura, California, focuses on a field that addresses ..
  53. INTEGRATING GLUTATHIONE CONJUGATION AND CELL DEATH
    TERRENCE MONKS; Fiscal Year: 1999
    b>Quinones represent an important class of naturally occurring compounds that exhibit diverse biological (re)activity...
  54. ROLE OF IRON AND GLUTATHIONE IN PARKINSON'S DISEASE
    Julie Andersen; Fiscal Year: 2005
    ..for dopamine to auto-oxidize and thereby produce elevated levels of hydrogen peroxide and catecholamine quinones. In vitro analysis suggests this reaction may be catalyzed by transition metals such as iron...
  55. TOXICOLOGY OF QUINONE-THIOETHERS
    TERRENCE MONKS; Fiscal Year: 1993
    DESCRIPTION: (Adapted from the investigator's abstract) The reactivity of quinones resides in their ability to undergo "redox cycling" and to create an oxidative stress and/or to react directly with cellular nucleophiles such as protein ..
  56. MOLECULAR ORIGIN OF CANCER--CATECHOL/SEMIQUINOE/QUINONE
    Ercole Cavalieri; Fiscal Year: 2003
    ..investigate initiation of cancer by the pathway of oxidative activation of catechols yields semiquinones yields quinones for CE in breast cancer, benzene in leukemia and dopamine in Parkinson's disease...
  57. Molecular Orgin Cancer--Catechol Estrogen 3 4 Quinones
    Ercole Cavalieri; Fiscal Year: 2004
    ..and depurinating DNA adducts from polycyclic aromatic hydrocarbons (PAH) to catechol estrogens (CE) and their quinones (CE-Q)...
  58. Molecular Neurobiology of Drug Abuse
    DONALD KUHN; Fiscal Year: 2006
    ..Kuhn will remain extensively engaged in scientific mentoring activities. ..
  59. MICROARRAY ANALYSIS OF HUMAN COCAINE ADDICTS
    DONALD KUHN; Fiscal Year: 2002
    ..Microarray-based scanning of the human genome has the potential to establish those genes or gene clusters that define the addictive phenotype, leading the way to proteomic-based studies of the bases of addiction. ..
  60. Methamphetamine Neurotoxicity and Microglial Activation
    DONALD KUHN; Fiscal Year: 2009
    ..characteristics of methamphetamine-induced activation of microglia;2) determine the role of COX-2, PGE2, and DA quinones in METH toxicity;3) determine the influence of microglial status (activated by the neurotoxic HIV TAT protein or ..
  61. PKC SIGNALING AND THE TREATMENT OF BIPOLAR DISORDER
    DONALD KUHN; Fiscal Year: 2002
    ....
  62. NEUROSCIENCE TRAINING IN DRUG ABUSE
    DONALD KUHN; Fiscal Year: 2004
    ..abstract_text> ..
  63. SYNTHESIS OF ANTICANCER AGENTS
    K C Nicolaou; Fiscal Year: 2010
    ..abstract_text> ..