JUDY BOLTON

Summary

Affiliation: University of Illinois at Chicago
Country: USA

Publications

  1. pmc Potential mechanisms of estrogen quinone carcinogenesis
    Judy L Bolton
    Department of Medicinal Chemisry and Pharmacognosy M C 781, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 21:93-101. 2008
  2. ncbi request reprint Quinoids formed from estrogens and antiestrogens
    Judy L Bolton
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 60612 7231, USA
    Methods Enzymol 378:110-23. 2004
  3. ncbi request reprint Xanthohumol isolated from Humulus lupulus Inhibits menadione-induced DNA damage through induction of quinone reductase
    Birgit M Dietz
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M C 781, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 18:1296-305. 2005
  4. doi request reprint Estrogenic activity of the equine estrogen metabolite, 4-methoxyequilenin
    Minsun Chang
    Department of Medicinal Chemistry and Pharmacology, College of Pharmacy, University of Illinois, Chicago, IL, USA
    Adv Exp Med Biol 617:601-7. 2008
  5. ncbi request reprint Black cohosh (Cimicifuga racemosa L.) protects against menadione-induced DNA damage through scavenging of reactive oxygen species: bioassay-directed isolation and characterization of active principles
    Joanna E Burdette
    Department of Medicinal Chemistry and Pharmacognosy and UIC NIH Center for Botanical and Dietary Supplements Research, College of Pharmacy, 833 South Wood Street, University of Illinois at Chicago, Chicago, Illinois 60612, USA
    J Agric Food Chem 50:7022-8. 2002
  6. pmc Chemical modification modulates estrogenic activity, oxidative reactivity, and metabolic stability in 4'F-DMA, a new benzothiophene selective estrogen receptor modulator
    Hong Liu
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 60612 7231, USA
    Chem Res Toxicol 19:779-87. 2006
  7. ncbi request reprint Bioactivation of the selective estrogen receptor modulator desmethylated arzoxifene to quinoids: 4'-fluoro substitution prevents quinoid formation
    Hong Liu
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M C 781, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 18:162-73. 2005
  8. ncbi request reprint Bioactivation of the selective estrogen receptor modulator acolbifene to quinone methides
    Ju Liu
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M C 781, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 18:174-82. 2005
  9. pmc High-content screening and mechanism-based evaluation of estrogenic botanical extracts
    Cassia R Overk
    UIC NIH Center for Botanical Dietary Supplements Research, Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, IL 60612, USA
    Comb Chem High Throughput Screen 11:283-93. 2008
  10. pmc Comparison of the in vitro estrogenic activities of compounds from hops (Humulus lupulus) and red clover (Trifolium pratense)
    Cassia R Overk
    Department of Medicinal Chemistry and Pharmacognosy, UIC NIH Center for Botanical Dietary Supplements Research, College of Pharmacy, M C 781, University of Illinois, 833 South Wood Street, Chicago, Illinois 60612, USA
    J Agric Food Chem 53:6246-53. 2005

Collaborators

Detail Information

Publications54

  1. pmc Potential mechanisms of estrogen quinone carcinogenesis
    Judy L Bolton
    Department of Medicinal Chemisry and Pharmacognosy M C 781, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 21:93-101. 2008
    ....
  2. ncbi request reprint Quinoids formed from estrogens and antiestrogens
    Judy L Bolton
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 60612 7231, USA
    Methods Enzymol 378:110-23. 2004
  3. ncbi request reprint Xanthohumol isolated from Humulus lupulus Inhibits menadione-induced DNA damage through induction of quinone reductase
    Birgit M Dietz
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M C 781, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 18:1296-305. 2005
    ..This suggests that XH induces QR by covalently modifying the Keap1 protein. Therefore, XH and hops dietary supplements might function as chemopreventive agents, through induction of detoxification enzymes such as QR...
  4. doi request reprint Estrogenic activity of the equine estrogen metabolite, 4-methoxyequilenin
    Minsun Chang
    Department of Medicinal Chemistry and Pharmacology, College of Pharmacy, University of Illinois, Chicago, IL, USA
    Adv Exp Med Biol 617:601-7. 2008
    ..Methylation of 4-OHEN may not represent a detoxification pathway, since 4-MeOEN is a full estrogen agonist with nanomolar potency...
  5. ncbi request reprint Black cohosh (Cimicifuga racemosa L.) protects against menadione-induced DNA damage through scavenging of reactive oxygen species: bioassay-directed isolation and characterization of active principles
    Joanna E Burdette
    Department of Medicinal Chemistry and Pharmacognosy and UIC NIH Center for Botanical and Dietary Supplements Research, College of Pharmacy, 833 South Wood Street, University of Illinois at Chicago, Chicago, Illinois 60612, USA
    J Agric Food Chem 50:7022-8. 2002
    ..These data suggest that black cohosh can protect against cellular DNA damage caused by reactive oxygen species by acting as antioxidants...
  6. pmc Chemical modification modulates estrogenic activity, oxidative reactivity, and metabolic stability in 4'F-DMA, a new benzothiophene selective estrogen receptor modulator
    Hong Liu
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 60612 7231, USA
    Chem Res Toxicol 19:779-87. 2006
    ....
  7. ncbi request reprint Bioactivation of the selective estrogen receptor modulator desmethylated arzoxifene to quinoids: 4'-fluoro substitution prevents quinoid formation
    Hong Liu
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M C 781, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 18:162-73. 2005
    ..In microsomal incubations of 4'-F-DMA in the presence of GSH, no GSH adducts were detected. These data suggest that 4'-F-DMA might be a promising SERM with similar activity to DMA and raloxifene and less toxicity...
  8. ncbi request reprint Bioactivation of the selective estrogen receptor modulator acolbifene to quinone methides
    Ju Liu
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M C 781, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 18:174-82. 2005
    ..Acolbifene could also induce DNA damage in the S30 breast cancer cell line. These data imply that the classical electrophilic acolbifene quinone methide might contribute to the potential toxicity of acolbifene...
  9. pmc High-content screening and mechanism-based evaluation of estrogenic botanical extracts
    Cassia R Overk
    UIC NIH Center for Botanical Dietary Supplements Research, Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, IL 60612, USA
    Comb Chem High Throughput Screen 11:283-93. 2008
    ..In addition, possible explanations for the conflicts in the literature over the estrogenicity of Cimicifuga racemosa (black cohosh) are suggested...
  10. pmc Comparison of the in vitro estrogenic activities of compounds from hops (Humulus lupulus) and red clover (Trifolium pratense)
    Cassia R Overk
    Department of Medicinal Chemistry and Pharmacognosy, UIC NIH Center for Botanical Dietary Supplements Research, College of Pharmacy, M C 781, University of Illinois, 833 South Wood Street, Chicago, Illinois 60612, USA
    J Agric Food Chem 53:6246-53. 2005
    ..9 microg/mL, respectively, in the alkaline phosphatase induction assay. On the basis of these data, hops and red clover could be attractive for the development as herbal dietary supplements to alleviate menopause-associated symptoms...
  11. pmc Estrogen Receptor {alpha} Enhances the Rate of Oxidative DNA Damage by Targeting an Equine Estrogen Catechol Metabolite to the Nucleus
    Zhican Wang
    Department of Medicinal Chemistry and Pharmacognosy M C 781, College of Pharmacy, University of Illinois, Chicago, Illinois 60612 7231, USA
    J Biol Chem 284:8633-42. 2009
    ..The Trojan horse mechanism may be of general importance beyond estrogen genotoxins...
  12. ncbi request reprint Antiestrogenic and DNA damaging effects induced by tamoxifen and toremifene metabolites
    Xuemei Liu
    Department of Medicinal Chemistry and Pharmacognosy M C 781, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, Chicago, Illnois 60612, USA
    Chem Res Toxicol 16:832-7. 2003
    ..However, catechols induced more DNA damage at nontoxic doses in breast cancer cells, which implies that o-quinones formed from catechols could contribute to genotoxicity in vivo, which is ER-dependent...
  13. pmc Comparative methods for analysis of protein covalent modification by electrophilic quinoids formed from xenobiotics
    Bolan Yu
    Department of Medicinal Chemistry and Pharmacognosy, University of Illinois at Chicago, 60612, USA
    Bioconjug Chem 20:728-41. 2009
    ..For study of the protein targets of electrophilic metabolites formed by in situ oxidative bioactivation, the COATag is both sensitive and specific and does not appear to suffer from poor cell permeability...
  14. ncbi request reprint Screening method for the discovery of potential cancer chemoprevention agents based on mass spectrometric detection of alkylated Keap1
    Guowen Liu
    Department of Medicinal Chemistry and Pharmacognosy, University of Illinois College of Pharmacy, 833 South Wood Street, Chicago, Illinois 60612 7231, USA
    Anal Chem 77:6407-14. 2005
    ..Therefore, this new mass spectrometric screening assay was demonstrated to facilitate the discovery of chemoprevention agents in complex natural product mixtures...
  15. pmc The University of Illinois at Chicago/National Institutes of Health Center for Botanical Dietary Supplements Research for Women's Health: from plant to clinical use
    Norman R Farnsworth
    University of Illinois at Chicago National Institutes of Health Center for Botanical Dietary Supplements Research, Department of Medicinal Chemistry and Pharmacognosy, University of Illinois College of Pharmacy, Chicago, IL 60612, USA
    Am J Clin Nutr 87:504S-8S. 2008
    ..We conclude that this type of research can only be successful with the use of a multidisciplinary approach...
  16. pmc Medical potential of plants used by the Q'eqchi Maya of Livingston, Guatemala for the treatment of women's health complaints
    Joanna Michel
    Department of Pharmacy Practice, College of Pharmacy, University of Illinois at Chicago, Chicago, IL, USA
    J Ethnopharmacol 114:92-101. 2007
    ....
  17. ncbi request reprint Structural modulation of reactivity/activity in design of improved benzothiophene selective estrogen receptor modulators: induction of chemopreventive mechanisms
    Bolan Yu
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, Chicago, IL 60612, USA
    Mol Cancer Ther 6:2418-28. 2007
    ..The correlation of SERM structure with antioxidant activity and NQO1 induction also suggests that oxidative bioactivation of SERMs may be modulated to enhance chemopreventive activity...
  18. ncbi request reprint Activation of estrogen receptor-mediated gene transcription by the equine estrogen metabolite, 4-methoxyequilenin, in human breast cancer cells
    Minsun Chang
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, IL 60612, USA
    Endocrinology 148:4793-802. 2007
    ..Methylation of 4-OHEN may not represent a detoxification pathway because 4-MeOEN is a full, potent estrogen agonist...
  19. ncbi request reprint Oxidation of raloxifene to quinoids: potential toxic pathways via a diquinone methide and o-quinones
    Linning Yu
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M C 781, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 17:879-88. 2004
    ..These results suggest that raloxifene could be metabolized to electrophilic and redox active quinoids, which have the potential to cause toxicity in vivo...
  20. pmc Safety and efficacy of black cohosh and red clover for the management of vasomotor symptoms: a randomized controlled trial
    Stacie E Geller
    Department of Obstetrics and Gynecology, Center for Research on Women and Gender, College of Medicine, University of Illinois at Chicago, Chicago, IL 60612, USA
    Menopause 16:1156-66. 2009
    ..The aim of this study was to evaluate the safety and efficacy of black cohosh and red clover compared with placebo for the relief of menopausal vasomotor symptoms...
  21. ncbi request reprint Oxidative DNA damage induced by equine estrogen metabolites: role of estrogen receptor alpha
    Xuemei Liu
    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, USA
    Chem Res Toxicol 15:512-9. 2002
    ..These data suggest that the mechanism of DNA damage induced by equine estrogen metabolites could involve oxidative stress and that the estrogen receptor may play a role in this process...
  22. pmc Angelica sinensis and its alkylphthalides induce the detoxification enzyme NAD(P)H: quinone oxidoreductase 1 by alkylating Keap1
    Birgit M Dietz
    Department of Medicinal Chemistry and Pharmacognosy, UIC NIH Center for Botanical Dietary Supplements Research, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 21:1939-48. 2008
    ..These observations suggest that A. sinensis dietary supplements standardized to ligustilide have potential as chemopreventive agents through induction of detoxification enzymes...
  23. pmc Development of a liquid chromatography electrospray ionization tandem mass spectrometry method for analysis of stable 4-hydroxyequilenin-DNA adducts in human breast cancer cells
    Zhican Wang
    Department of Medicinal Chemistry and Pharmacognosy M C 781, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 22:1129-36. 2009
    ..In conclusion, this newly developed LC-MS/MS method allows detection and relative quantification of 4-OHEN-DNA adducts in human breast cancer cells, which could be adapted for adduct detection in human samples...
  24. ncbi request reprint Quinoids, quinoid radicals, and phenoxyl radicals formed from estrogens and antiestrogens
    Judy L Bolton
    Department of Medicinal Chemistry and Pharmacognosy M C 781, College of Pharmacy, University of Illinois at Chicago, 833 S Wood St, Chicago, IL 60612 7231, USA
    Toxicology 177:55-65. 2002
    ..The focus of this review is the role of quinoids, quinoid radicals, and phenoxyl radicals in the biological effects of estrogens and antiestrogens...
  25. ncbi request reprint Altered apoptotic response in MCF 10A cells treated with the equine estrogen metabolite, 4-hydroxyequilenin
    Yan Li
    Department of Medicinal Chemistry and Pharmacognosy M C 781, College of Pharmacy, University of Illinois at Chicago, 833 S Wood St, Chicago, IL 60612 7231, USA
    Toxicol Lett 154:225-33. 2004
    ..These data indicate that long-term low-level equine estrogen metabolite exposure could induce DNA damage and initiate cells to become resistant to apoptosis...
  26. pmc The chemical and biologic profile of a red clover (Trifolium pratense L.) phase II clinical extract
    Nancy L Booth
    UIC NIH Center for Botanical Dietary Supplements Research, Program for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 60612, USA
    J Altern Complement Med 12:133-9. 2006
    ..extract by identifying and measuring the major and minor components visible in the high-performance liquid chromatography-ultraviolet (HPLC-UV) chromatogram and evaluating each compound for estrogenic and antioxidant activity...
  27. pmc Selective estrogen receptor modulator delivery of quinone warheads to DNA triggering apoptosis in breast cancer cells
    Kuan Wei Peng
    Department of Medicinal Chemistry and Pharmacognosy M C 781, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, Chicago, Illinois 60612 7231, USA
    ACS Chem Biol 4:1039-49. 2009
    ..The novel conjugation of quinone warheads to an ER-targeting SERM gives ER-dependent, enhanced apoptosis in mammary cancer cells of potential application in cancer therapy...
  28. ncbi request reprint Black cohosh acts as a mixed competitive ligand and partial agonist of the serotonin receptor
    Joanna E Burdette
    Department of Medicinal Chemistry and Pharmacognosy and UIC NIH Center for Botanical and Dietary Supplements Research, College of Pharmacy, 833 South Wood Street, University of Illinois at Chicago, Chicago, IL 60612, USA
    J Agric Food Chem 51:5661-70. 2003
    ..This study identifies other possible biological targets of black cohosh that could account for reported biological effects...
  29. ncbi request reprint Equine estrogen metabolite 4-hydroxyequilenin induces anchorage-independent growth of human mammary epithelial MCF-10A cells: differential gene expression
    Muriel Cuendet
    Department of Medicinal Chemistry and Pharmacognosy M C 781, College of Pharmacy, University of Illinois at Chicago, 833 S Wood Street, Chicago, IL 60612, USA
    Mutat Res 550:109-21. 2004
    ..Moreover, we showed the involvement of other genes important in cell transformation and oxidative stress, strengthening the hypothesis that this mechanism plays a considerable role in 4-OHEN-induced anchorage-independent growth...
  30. ncbi request reprint Catechol estrogen 4-hydroxyequilenin is a substrate and an inhibitor of catechol-O-methyltransferase
    Jiaqin Yao
    Department of Medicinal Chemistry and Pharmacognosy M C 781, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, 60612, USA
    Chem Res Toxicol 16:668-75. 2003
    ..These data suggest that inhibition of COMT methylation by 4-OHEN might reduce endogenous catechol estrogen clearance in vivo and further enhance toxicity...
  31. pmc In vivo estrogenic comparisons of Trifolium pratense (red clover) Humulus lupulus (hops), and the pure compounds isoxanthohumol and 8-prenylnaringenin
    Cassia R Overk
    UIC NIH Center for Botanical Dietary Supplements Research, Program for Collaborative Research in the Pharmaceutical Sciences PCRPS, College of Pharmacy, University of Illinois at Chicago, 833 S Wood Street, M C 781, Chicago, IL 60612, USA
    Chem Biol Interact 176:30-9. 2008
    ..The lack of a safe and reliable alternative to hormone therapy (HT) for treating menopausal symptoms underscores the need for alternative therapies...
  32. pmc Uterine peroxidase-catalyzed formation of diquinone methides from the selective estrogen receptor modulators raloxifene and desmethylated arzoxifene
    Hong Liu
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M C 781, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 20:1676-84. 2007
    ..The protein modification could be enhanced by the addition of H2O2 and decreased by the addition of NADPH, suggesting that unlike liver metabolism the formation of quinoids in the uterus could be mediated by uterine peroxidases...
  33. doi request reprint Problematic detoxification of estrogen quinones by NAD(P)H-dependent quinone oxidoreductase and glutathione-S-transferase
    R Esala P Chandrasena
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, Chicago, Illinois 60612, USA
    Chem Res Toxicol 21:1324-9. 2008
    ..These results indicate that a key role for NQO1 and GST in direct detoxification of 4-hydroxy-estrogen quinones is problematic...
  34. ncbi request reprint Benzothiophene selective estrogen receptor modulators with modulated oxidative activity and receptor affinity
    Zhihui Qin
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, Chicago, Illinois 60612 7231, USA
    J Med Chem 50:2682-92. 2007
    ..An efficient synthetic procedure is reported yielding benzothiophene SERMs wherein redox activity and ER affinity are modulated...
  35. pmc Ultrafiltration tandem mass spectrometry of estrogens for characterization of structure and affinity for human estrogen receptors
    Yongkai Sun
    Department of Medical Chemistry and Pharmacognosy, The University of Illinois College of Pharmacy, Chicago, Illinois 60612, USA
    J Am Soc Mass Spectrom 16:271-9. 2005
    ..Several characteristic recyclization pathways during tandem mass spectrometry were identified, which might be useful for distinguishing related estrogens...
  36. ncbi request reprint Trifolium pratense (red clover) exhibits estrogenic effects in vivo in ovariectomized Sprague-Dawley rats
    Joanna E Burdette
    Department of Medicinal Chemistry and Pharmacognosy and UIC National Institutes of Health Center for Botanical and Dietary Supplements Research, College of Pharmacy, University of Illinois at Chicago, Chicago, IL 60612, USA
    J Nutr 132:27-30. 2002
    ..Neither antiestrogenic nor additive estrogenic properties were observed in any of the tissues studied. These data suggest that red clover extract is weakly estrogenic in the ovariectomized rat model...
  37. pmc Analysis of protein covalent modification by xenobiotics using a covert oxidatively activated tag: raloxifene proof-of-principle study
    Ju Liu
    Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, M C 781, Chicago, Illinois 60612, USA
    Chem Res Toxicol 18:1485-96. 2005
    ..The identification of modified proteins is important for defining pathways that might lead alternatively to either cytotoxicity or cytoprotection...
  38. ncbi request reprint Characterization of two new variants of human catechol O-methyltransferase in vitro
    Yan Li
    Department of Medicinal Chemistry and Pharmacognosy M C 781, College of Pharmacy, University of Illinois at Chicago, 833 S Wood St, Chicago, IL 60612 7231, USA
    Cancer Lett 230:81-9. 2005
    ..Our data indicate that the Ala22Ser polymorphism might also be of functional significance and might play a role in susceptibility to estrogen-associated cancers...
  39. pmc Seasonal variation of red clover (Trifolium pratense L., Fabaceae) isoflavones and estrogenic activity
    Nancy L Booth
    UIC NIH Center for Botanical Dietary Supplements Research, Program for Collaborative Research in the Pharmaceutical Sciences PCRPS, College of Pharmacy, University of Illinois at Chicago, M C877, 833 South Wood Street, Chicago, Illinois 60612, USA
    J Agric Food Chem 54:1277-82. 2006
    ....
  40. ncbi request reprint Identification of novel electrophilic metabolites of piper methysticum Forst (Kava)
    Benjamin M Johnson
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 16:733-40. 2003
    ..g., because of a drug interaction, genetic difference in enzyme expression, etc.) or if conjugation pathways become saturated...
  41. ncbi request reprint Inhibition of cellular enzymes by equine catechol estrogens in human breast cancer cells: specificity for glutathione S-transferase P1-1
    Jiaqin Yao
    Department of Medicinal Chemistry and Pharmacognosy M C 781, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, Chicago, Illinois 60612, USA
    Chem Res Toxicol 15:935-42. 2002
    ..These data suggest that GST P1-1 may be a preferred protein target for equine catechol estrogens in vivo...
  42. ncbi request reprint Nitrosation, nitration, and autoxidation of the selective estrogen receptor modulator raloxifene by nitric oxide, peroxynitrite, and reactive nitrogen/oxygen species
    Violeta Toader
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 Wood Street, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 16:1264-76. 2003
    ..The ready autoxidation of raloxifene, observed in the presence of NO, is the first such observation on the reactivity of SERMs and is potentially a general phenomenon of significance to SERM chemical toxicology...
  43. ncbi request reprint Effect of halogenated substituents on the metabolism and estrogenic effects of the equine estrogen, equilenin
    Xuemei Liu
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street M C 877, Chicago, Illinois 60612 7231, USA
    Chem Res Toxicol 16:741-9. 2003
    ..These data suggest that the 4-fluoroequilenin derivatives have promise as alternatives to traditional estrogen replacement therapy due to their similar estrogenic properties with less overall toxicity...
  44. pmc Structural modulation of oxidative metabolism in design of improved benzothiophene selective estrogen receptor modulators
    Zhihui Qin
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, IL 60612, USA
    Drug Metab Dispos 37:161-9. 2009
    ..The predicted extensive metabolism of DMA was confirmed in vivo and compared with the relatively stable arzoxifene and F-DMA...
  45. ncbi request reprint Equine catechol estrogen 4-hydroxyequilenin is a more potent inhibitor of the variant form of catechol-O-methyltransferase
    Yan Li
    Department of Medicinal Chemistry and Pharmacognosy M C 781, College of Pharmacy, University of Illinois at Chicago, 833 South Wood Street, Chicago, Illinois 60612, USA
    Chem Res Toxicol 17:512-20. 2004
    ....
  46. pmc In vitro serotonergic activity of black cohosh and identification of N(omega)-methylserotonin as a potential active constituent
    SHARLA L POWELL
    Department of Medicinal Chemistry and Pharmacognosy and UIC NIH Center for Botanical Dietary Supplements Research, College of Pharmacy, 833 South Wood Street, M C 781, University of Illinois at Chicago, Chicago, Illinois 60612 7231, USA
    J Agric Food Chem 56:11718-26. 2008
    ..These data suggest N(omega)-methylserotonin may be responsible for the serotonergic activity of black cohosh...
  47. pmc Response of human mammary epithelial cells to DNA damage induced by 4-hydroxyequilenin: Lack of p53-mediated G1 arrest
    Muriel Cuendet
    Department of Medicinal Chemistry and Pharmacognosy M C 781, College of Pharmacy, University of Illinois at Chicago, 833 S Wood Street, Chicago, IL 60612, USA
    Chem Biol Interact 161:271-8. 2006
    ..However, 4-OHEN did not induce a G1 checkpoint and cells with damaged DNA accumulated in the S phase. This S phase delay could be beneficial for the survival of the damaged cells which could contribute to the carcinogenic process...
  48. pmc Phytochemistry of cimicifugic acids and associated bases in Cimicifuga racemosa root extracts
    Tanja Gödecke
    UIC NIH Center for Botanical Dietary Supplements Research, Department of Medicinal Chemistry and Pharmacognosy and PCRPS, College of Pharmacy, University of Illinois at Chicago, Chicago, IL 60612, USA
    Phytochem Anal 20:120-33. 2009
    ..The discovery of strongly basic alkaloids, cimipronidines, from the active extract partition and evaluation of previously employed work-up procedures has led to the hypothesis of strong acid/base association in the extract...
  49. ncbi request reprint Screening drugs for metabolic stability using pulsed ultrafiltration mass spectrometry
    Young Geun Shin
    Department of Medicinal Chemistry and Pharmacognosy, University of Illinois at Chicago, 833 South Wood St, Chicago, IL 60612 7231, USA
    Comb Chem High Throughput Screen 5:59-64. 2002
    ..This approach might be particularly useful for the ranking of a directed library of drug leads with respect to metabolic stability and then the selection of lead compounds for further drug development...
  50. ncbi request reprint Estrogens and congeners from spent hops (Humulus lupulus)
    Lucas R Chadwick
    UIC NIH Center for Botanical Dietary Supplements Research, Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, Illinois 60612, USA
    J Nat Prod 67:2024-32. 2004
    ..The principle estrogen 8-prenylnaringenin (15) from hops is an artifact formed along with its positional isomer 6-prenylnaringenin (16) through the spontaneous isomerization of the pro-estrogenic chalcone DMX (7)...
  51. pmc Serotonergic activity-guided phytochemical investigation of the roots of Angelica sinensis
    Shixin Deng
    UIC NIH Center for Botanical Dietary Supplements Research, Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, IL 60612, USA
    J Nat Prod 69:536-41. 2006
    ..Biosynthetic pathways for dimeric phthalides 3 and 4 are proposed. Compounds 5, 7, 11, 12, 15, and imperatorin exhibited affinity toward 5-HT(7) receptors in a competitive binding assay...
  52. ncbi request reprint Structure-activity relationships for a family of benzothiophene selective estrogen receptor modulators including raloxifene and arzoxifene
    Cassia R Overk
    Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 833 S Wood St, Chicago, IL 60612, USA
    ChemMedChem 2:1520-6. 2007
    ..The in vitro studies were extended to the juvenile rat model, in which the desired antiestrogenic profile and putative cardiovascular benefits of SERMs were observed...
  53. pmc Botanical dietary supplements gone bad
    Birgit Dietz
    Department of Medicinal Chemistry and Pharmacognosy, University of Illinois at Chicago, 833 South Wood Street, Chicago, Illinois 60612, USA
    Chem Res Toxicol 20:586-90. 2007
  54. ncbi request reprint Functional and structural comparisons of cysteine residues in the Val108 wild type and Met108 variant of human soluble catechol O-methyltransferase
    Yan Li
    Department of Medicinal Chemistry and Pharmacognosy M C 781, College of Pharmacy, University of Illinois at Chicago, 833 South Wood St, Chicago, IL 60612 7231, USA
    Chem Biol Interact 152:151-63. 2005
    ....

Research Grants20

  1. CARCINOGENIC METABOLITES FORMED FROM ANTIESTROGENS
    JUDY BOLTON; Fiscal Year: 2006
    ..abstract_text> ..
  2. CARCINOGENIC METABOLITES FORMED FROM ANTIESTROGENS
    JUDY BOLTON; Fiscal Year: 2007
    ..1 2- 2 Description, ..
  3. Role of electrophilic/redox active quinoids in estrogen carcinogenesis
    JUDY BOLTON; Fiscal Year: 2007
    ..These data will be correlated with the DNA damage experiments described in Aim 1 and the protein targets identified in Aim 2 in order to give an overall picture of the involvement of ERs in estrogen carcinogenesis. ..
  4. Carcinogenic Metabolites Formed from Antiestrogen
    Judy L Bolton; Fiscal Year: 2010
    ..It is the focus of this proposal to investigate these potentially carcinogenic reactive compounds in an effort to provide crucial information leading to the development of the "perfect" SERM. ..
  5. Biotransformation of Estrogens to Carcinogenic Quinoids
    JUDY BOLTON; Fiscal Year: 2005
    ..These data will determine the role of quinoids in the carcinogenic effects of estrogens and provide a basis for the development of estrogen replacement drugs devoid of carcinogenic activity. ..
  6. CARCINOGENIC METABOLITES FORMED FROM ANTIESTROGENS
    JUDY BOLTON; Fiscal Year: 2002
    ..These studies will greatly assist in the design of estrogen antagonists that maintain beneficial properties without generating genotoxic metabolites. ..
  7. CARCINOGENIC METABOLITES FORMED FROM ANTIESTROGENS
    JUDY BOLTON; Fiscal Year: 2003
    ....
  8. Role of electrophilic/redox active quinoids in estrogen carcinogenesis
    Judy L Bolton; Fiscal Year: 2010
    ..These data will be correlated with the DNA damage experiments described in Aim 1 and the protein targets identified in Aim 2 in order to give an overall picture of the involvement of ERs in estrogen carcinogenesis. ..