fatty alcohols

Summary

Summary: Usually high-molecular-weight, straight-chain primary alcohols, but can also range from as few as 4 carbons, derived from natural fats and oils, including lauryl, stearyl, oleyl, and linoleyl alcohols. They are used in pharmaceuticals, cosmetics, detergents, plastics, and lube oils and in textile manufacture. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed)

Top Publications

  1. doi Photosynthesis driven conversion of carbon dioxide to fatty alcohols and hydrocarbons in cyanobacteria
    Xiaoming Tan
    Key Laboratory of Biofuels, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, China
    Metab Eng 13:169-76. 2011
  2. ncbi Molecular mechanisms of chemopreventive effects of selected dietary and medicinal phenolic substances
    Y Surh
    Laboratory of Biochemistry and Molecular Toxicology, College of Pharmacy, Seoul National University, Shinlim Dong, Kwanak gu, Seoul, South Korea
    Mutat Res 428:305-27. 1999
  3. pmc Three Arabidopsis fatty acyl-coenzyme A reductases, FAR1, FAR4, and FAR5, generate primary fatty alcohols associated with suberin deposition
    Frederic Domergue
    Laboratoire de Biogenese Membranaire, Universite Victor Segalen Bordeaux 2, CNRS, UMR 5200, 33076 Bordeaux Cedex, France
    Plant Physiol 153:1539-54. 2010
  4. doi Update on the chemopreventive effects of ginger and its phytochemicals
    Manjeshwar Shrinath Baliga
    Research and Development, Father Muller Medical College, Father Muller Hospital Road, Kankanady, Mangalore, 575002, Karnataka, India
    Crit Rev Food Sci Nutr 51:499-523. 2011
  5. doi [6]-Gingerol attenuates β-amyloid-induced oxidative cell death via fortifying cellular antioxidant defense system
    Chan Lee
    College of Oriental Medicine, Daegu Haany University, Daegu 706 828, South Korea
    Food Chem Toxicol 49:1261-9. 2011
  6. doi Induction of apoptosis by [6]-gingerol associated with the modulation of p53 and involvement of mitochondrial signaling pathway in B[a]P-induced mouse skin tumorigenesis
    Nidhi Nigam
    Proteomics Laboratory, Indian Institute of Toxicology Research CSIR, M G Marg, P O Box 80, Lucknow 226001, India
    Cancer Chemother Pharmacol 65:687-96. 2010
  7. ncbi In vitro and in vivo modulation of testosterone mediated alterations in apoptosis related proteins by [6]-gingerol
    Yogeshwer Shukla
    Proteomics Laboratory, Industrial Toxicology Research Centre, Mahatma Gandhi Marg, Lucknow, India
    Mol Nutr Food Res 51:1492-502. 2007
  8. doi Effects of a nutraceutical combination (berberine, red yeast rice and policosanols) on lipid levels and endothelial function randomized, double-blind, placebo-controlled study
    F Affuso
    Department of Internal Medicine, Cardiovascular and Immunologic Sciences, University of Naples Federico II, Naples, Italy
    Nutr Metab Cardiovasc Dis 20:656-61. 2010
  9. ncbi A pheromone-binding protein mediates the bombykol-induced activation of a pheromone receptor in vitro
    Ewald Grosse-Wilde
    Institute of Physiology 230, University of Hohenheim, Garbenstrasse 30, 70599 Stuttgart, Germany
    Chem Senses 31:547-55. 2006
  10. ncbi Molecular mechanisms underlying sex pheromone production in the silkmoth, Bombyx mori: characterization of the molecular components involved in bombykol biosynthesis
    Shogo Matsumoto
    Molecular Entomology Laboratory, RIKEN The Institute of Physical and Chemical Research, Hirosawa 2 1, Wako, Saitama 351 0198, Japan
    J Insect Physiol 53:752-9. 2007

Research Grants

  1. 9 CIS RETINOL DEHYDROGENASE--PROPERTIES AND PHYSIOLOGY
    WILLIAM BLANER; Fiscal Year: 2004
  2. Ichthyosis in Sjogren-Larsson Syndrome
    WILLIAM RIZZO; Fiscal Year: 2005
  3. ICHTHYOSIS IN SJOGREN/LARSSON SYNDROME
    WILLIAM RIZZO; Fiscal Year: 2000
  4. Ichthyosis in Sjogren-Larsson Syndrome
    WILLIAM RIZZO; Fiscal Year: 2007
  5. Ichthyosis in Sjogren-Larsson Syndrome
    WILLIAM RIZZO; Fiscal Year: 2007
  6. Ichthyosis in Sjogren-Larsson Syndrome
    William B Rizzo; Fiscal Year: 2010
  7. Synthesis of Tumor Inhibitory Marine Natural Products
    James Marshall; Fiscal Year: 2004
  8. SYNTHESIS OF ANNONACEOUS ACETOGENINS AND ANALOGUES
    James Marshall; Fiscal Year: 2001
  9. Purchase of a 600 MHz NMR Spectrometer with Cryoprobe
    DENNIS CURRAN; Fiscal Year: 2007
  10. Docosanol and Acyclovir for Treating Genital Herpes
    LAURA POPE; Fiscal Year: 2003

Detail Information

Publications213 found, 100 shown here

  1. doi Photosynthesis driven conversion of carbon dioxide to fatty alcohols and hydrocarbons in cyanobacteria
    Xiaoming Tan
    Key Laboratory of Biofuels, Qingdao Institute of Bioenergy and Bioprocess Technology, Chinese Academy of Sciences, Qingdao, China
    Metab Eng 13:169-76. 2011
    ..Here we describe the biosynthesis of fatty alcohols in a genetically engineered cyanobacterial system through heterologously expressing fatty acyl-CoA reductase ..
  2. ncbi Molecular mechanisms of chemopreventive effects of selected dietary and medicinal phenolic substances
    Y Surh
    Laboratory of Biochemistry and Molecular Toxicology, College of Pharmacy, Seoul National University, Shinlim Dong, Kwanak gu, Seoul, South Korea
    Mutat Res 428:305-27. 1999
    ..In addition, these compounds have ability to suppress proliferation of human cancer cells via induction of apoptosis...
  3. pmc Three Arabidopsis fatty acyl-coenzyme A reductases, FAR1, FAR4, and FAR5, generate primary fatty alcohols associated with suberin deposition
    Frederic Domergue
    Laboratoire de Biogenese Membranaire, Universite Victor Segalen Bordeaux 2, CNRS, UMR 5200, 33076 Bordeaux Cedex, France
    Plant Physiol 153:1539-54. 2010
    ..consisting of phenolics, glycerol, and a variety of fatty acid derivatives, including C18:0-C22:0 primary fatty alcohols. An eight-member gene family encoding alcohol-forming fatty acyl-coenzyme A reductases (FARs) has been ..
  4. doi Update on the chemopreventive effects of ginger and its phytochemicals
    Manjeshwar Shrinath Baliga
    Research and Development, Father Muller Medical College, Father Muller Hospital Road, Kankanady, Mangalore, 575002, Karnataka, India
    Crit Rev Food Sci Nutr 51:499-523. 2011
    ..The above-mentioned mechanisms of ginger seem to be promising for cancer prevention; however, further clinical studies are warranted to assess the efficacy and safety of ginger...
  5. doi [6]-Gingerol attenuates β-amyloid-induced oxidative cell death via fortifying cellular antioxidant defense system
    Chan Lee
    College of Oriental Medicine, Daegu Haany University, Daegu 706 828, South Korea
    Food Chem Toxicol 49:1261-9. 2011
    ..These results suggest that [6]-gingerol exhibits preventive and/or therapeutic potential for the management of AD via augmentation of antioxidant capacity...
  6. doi Induction of apoptosis by [6]-gingerol associated with the modulation of p53 and involvement of mitochondrial signaling pathway in B[a]P-induced mouse skin tumorigenesis
    Nidhi Nigam
    Proteomics Laboratory, Indian Institute of Toxicology Research CSIR, M G Marg, P O Box 80, Lucknow 226001, India
    Cancer Chemother Pharmacol 65:687-96. 2010
    ....
  7. ncbi In vitro and in vivo modulation of testosterone mediated alterations in apoptosis related proteins by [6]-gingerol
    Yogeshwer Shukla
    Proteomics Laboratory, Industrial Toxicology Research Centre, Mahatma Gandhi Marg, Lucknow, India
    Mol Nutr Food Res 51:1492-502. 2007
    ..Thus, [6]-gingerol shows its protective effects in both in vivo and in vitro prostate cancer models by modulation of proteins involved in apoptosis pathway...
  8. doi Effects of a nutraceutical combination (berberine, red yeast rice and policosanols) on lipid levels and endothelial function randomized, double-blind, placebo-controlled study
    F Affuso
    Department of Internal Medicine, Cardiovascular and Immunologic Sciences, University of Naples Federico II, Naples, Italy
    Nutr Metab Cardiovasc Dis 20:656-61. 2010
    ..We evaluated the effects of a nutraceutical combination (NC), consisting of 500 mg berberine, 200mg red yeast rice and 10mg policosanols, on cholesterol levels and endothelial function in patients with hypercholesterolemia...
  9. ncbi A pheromone-binding protein mediates the bombykol-induced activation of a pheromone receptor in vitro
    Ewald Grosse-Wilde
    Institute of Physiology 230, University of Hohenheim, Garbenstrasse 30, 70599 Stuttgart, Germany
    Chem Senses 31:547-55. 2006
    ..This study provides evidence that both distinct pheromone receptors and PBPs play an important role in insect pheromone recognition...
  10. ncbi Molecular mechanisms underlying sex pheromone production in the silkmoth, Bombyx mori: characterization of the molecular components involved in bombykol biosynthesis
    Shogo Matsumoto
    Molecular Entomology Laboratory, RIKEN The Institute of Physical and Chemical Research, Hirosawa 2 1, Wako, Saitama 351 0198, Japan
    J Insect Physiol 53:752-9. 2007
    ..Characterization of these, and other, key molecules will facilitate our understanding of the precise mechanisms underlying lepidopteran sex pheromone production...
  11. ncbi In vitro synthesis of curcuminoids by type III polyketide synthase from Oryza sativa
    Yohei Katsuyama
    Department of Biotechnology, Graduate School of Agriculture and Life Sciences, The University of Tokyo, Tokyo, Japan
    J Biol Chem 282:37702-9. 2007
    ....
  12. ncbi [6]-Gingerol inhibits COX-2 expression by blocking the activation of p38 MAP kinase and NF-kappaB in phorbol ester-stimulated mouse skin
    Sue Ok Kim
    College of Pharmacy, Seoul National University, Seoul 151 742, South Korea
    Oncogene 24:2558-67. 2005
    ..Taken together, our data suggest that [6]-gingerol inhibits TPA-induced COX-2 expression in mouse skin in vivo by blocking the p38 MAP kinase-NF-kappaB signaling pathway...
  13. ncbi Cancer preventive properties of ginger: a brief review
    Yogeshwer Shukla
    Environmental Carcinogenesis Division, Industrial Toxicology Research Centre, P O Box 80, M G Marg, Lucknow 226 001, Uttar Pradesh, India
    Food Chem Toxicol 45:683-90. 2007
    ..A number of mechanisms that may be involved in the chemopreventive effects of ginger and its components have been reported from the laboratory studies in a wide range of experimental models...
  14. ncbi Instrument dependence of electrospray ionization and tandem mass spectrometric fragmentation of the gingerols
    Hongliang Jiang
    Department of Plant Sciences, University of Arizona, Tucson, AZ 85721, USA
    Rapid Commun Mass Spectrom 20:3089-100. 2006
    ....
  15. doi Long-term effects of nutraceuticals (berberine, red yeast rice, policosanol) in elderly hypercholesterolemic patients
    Giuseppe Marazzi
    Department of Medical Sciences, IRCCS San Raffaele, Rome, Italy
    Adv Ther 28:1105-13. 2011
    ..The purpose of this study was to examine the efficacy, safety, and tolerability of a nutraceutical-based protocol in elderly hypercholesterolemic patients previously intolerant to statins...
  16. doi Polyhydroxylated fatty alcohols derived from avocado suppress inflammatory response and provide non-sunscreen protection against UV-induced damage in skin cells
    Gennady Rosenblat
    Polyol Biotech Ltd, Granot Initiative Center, D N Hefer, Israel
    Arch Dermatol Res 303:239-46. 2011
    ..The present study tested the ability of unique lipid molecules, polyhydroxylated fatty alcohols (PFA), extracted from avocado, to reduce UVB-induced damage and inflammation in skin...
  17. ncbi Tocopherol long chain fatty alcohols decrease the production of TNF-alpha and NO radicals by activated microglial cells
    Thierry Muller
    Laboratoire de Chimie Organique des Substances Naturelles, Centre de Neurochimie, UMR 7123 CNRS, Universite Louis Pasteur, 67084 Strasbourg, France
    Bioorg Med Chem Lett 14:6023-6. 2004
    The synthesis of a series of Tocopherol long chain Fatty Alcohols (TFA) and their biological activities on the modulation of microglial activation are described...
  18. doi Long-chain fatty alcohols from pomace olive oil modulate the release of proinflammatory mediators
    Angeles Fernandez-Arche
    Department of Pharmacology, University of Seville, Spain
    J Nutr Biochem 20:155-62. 2009
    ..The nonglyceride matter of this oil is a good source of interesting minor compounds, like long-chain fatty alcohols, which are present free or as part of waxes...
  19. doi A prokaryotic acyl-CoA reductase performing reduction of fatty acyl-CoA to fatty alcohol
    Per Hofvander
    Department of Plant Breeding and Biotechnology, Swedish University of Agricultural Sciences, Alnarp, Sweden
    FEBS Lett 585:3538-43. 2011
    ..The Marinobacter fatty acyl reductase studied has a wide substrate range in comparison to what can be found among enzymes so far studied in eukaryotes...
  20. doi Modified-policosanol does not reduce plasma lipoproteins in hyperlipidemic patients when used alone or in combination with statin therapy
    James M Backes
    Schools of Pharmacy and Medicine, The University of Kansas Medical Center, Kansas, USA
    Lipids 46:923-9. 2011
    ..Consistent with recent clinical trial data, MP demonstrated an excellent safety profile but produced no significant effects on major lipoproteins when used as monotherapy or when given with concomitant statin therapy...
  21. ncbi Release studies on niosomes containing fatty alcohols as bilayer stabilizers instead of cholesterol
    Gopi N Devaraj
    University College of Pharmaceutical Sciences, Kakatiya University, Warangal, 506 009, India
    J Colloid Interface Sci 251:360-5. 2002
    ..We have substituted cholesterol with fatty alcohols in niosomes containing polyglyceryl-3-di-isostearate (PGDS) and polysorbate-80 (PS-80) to explore their ..
  22. ncbi The antimycobacterial constituents of dill (Anethum graveolens)
    Michael Stavri
    Centre for Pharmacognosy and Phytotherapy, The School of Pharmacy, University of London, 29 39 Brunswick Square, UK
    Phytother Res 19:938-41. 2005
    ..The three known compounds exhibited antibacterial activity against a panel of rapidly growing mycobacteria with minimum inhibitory concentration (MIC) values in the range 2-128 microg/mL...
  23. ncbi Gingerol content of diploid and tetraploid clones of ginger (Zingiber officinale Roscoe)
    Hans Wohlmuth
    School of Natural and Complementary Medicine, Southern Cross University, PO Box 157, Lismore, NSW 2480, Australia
    J Agric Food Chem 53:5772-8. 2005
    ..In contrast to previous findings, this study did not find significant differences in gingerol concentrations between the tetraploid clones and their parent diploid cultivar...
  24. doi Characterization of a fatty acyl-CoA reductase from Marinobacter aquaeolei VT8: a bacterial enzyme catalyzing the reduction of fatty acyl-CoA to fatty alcohol
    Robert M Willis
    Department of Chemistry and Biochemistry, Utah State University, Logan, Utah 84322, United States
    Biochemistry 50:10550-8. 2011
    b>Fatty alcohols are of interest as a renewable feedstock to replace petroleum compounds used as fuels, in cosmetics, and in pharmaceuticals...
  25. ncbi Dietary diacetylene falcarindiol induces phase 2 drug-metabolizing enzymes and blocks carbon tetrachloride-induced hepatotoxicity in mice through suppression of lipid peroxidation
    Tomokazu Ohnuma
    Department of Drug Metabolism and Molecular Toxicology, School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, Hachioji, Tokyo 192 0392, Japan
    Biol Pharm Bull 34:371-8. 2011
    ..These results suggest that the protective effects of falcarindiol against CCl(4) toxicity might, in part, be explained by anti-lipid peroxidation activity associated with the induction of the GSTs including GSTA4...
  26. ncbi Skin permeation enhancement effect and skin irritation of saturated fatty alcohols
    N Kanikkannan
    College of Pharmacy and Pharm Science, Florida A and M University, Tallahassee 32307, USA
    Int J Pharm 248:219-28. 2002
    ..of this study was to evaluate the skin permeation enhancement effect and skin irritation of saturated fatty alcohols using melatonin as a model compound...
  27. ncbi [6]-Gingerol, a pungent ingredient of ginger, inhibits angiogenesis in vitro and in vivo
    Eok Cheon Kim
    Department of Biochemistry, College of Natural Sciences, Yonsei University, Seoul, Republic of Korea
    Biochem Biophys Res Commun 335:300-8. 2005
    ..Taken together, these results demonstrate that [6]-gingerol inhibits angiogenesis and may be useful in the treatment of tumors and other angiogenesis-dependent diseases...
  28. ncbi Eulipidemic effects of berberine administered alone or in combination with other natural cholesterol-lowering agents. A single-blind clinical investigation
    Arrigo F G Cicero
    G Descovich Atherosclerosis and Dysmetabolic Disease Research Center, D Campanacci Clinical Medicine and Applied Biotechnology Department, University of Bologna, Bologna, Italy
    Arzneimittelforschung 57:26-30. 2007
    ....
  29. ncbi Nutritional significance and metabolism of very long chain fatty alcohols and acids from dietary waxes
    James L Hargrove
    Department of Foods and Nutrition, University of Georgia, Athens, Georgia 30602, USA
    Exp Biol Med (Maywood) 229:215-26. 2004
    Very long chain fatty alcohols obtained from plant waxes and beeswax have been reported to lower plasma cholesterol in humans...
  30. ncbi Effect of 6-gingerol on pro-inflammatory cytokine production and costimulatory molecule expression in murine peritoneal macrophages
    Sudipta Tripathi
    Department of Surgery, SUNY Upstate Medical University, Syracuse, New York 13210, USA
    J Surg Res 138:209-13. 2007
    ....
  31. doi Gqalpha-linked phospholipase Cbeta1 and phospholipase Cgamma are essential components of the pheromone biosynthesis activating neuropeptide (PBAN) signal transduction cascade
    J J Hull
    Molecular Entomology Laboratory, RIKEN Advanced Science Institute, Wako, Saitama, Japan
    Insect Mol Biol 19:553-66. 2010
    ..In vivo RNA interference-mediated knockdown analyses revealed that BmPLCbeta1, BmGq1, and unexpectedly, BmPLCgamma, are part of the PBAN signal transduction cascade...
  32. ncbi Dual bioactivity of resveratrol fatty alcohols: differentiation of neural stem cells and modulation of neuroinflammation
    Frédérique Hauss
    Laboratoire de Chimie Organique des Substances Naturelles, UMR 7177 CNRS, Universite Louis Pasteur, 67084 Strasbourg Cedex, France
    Bioorg Med Chem Lett 17:4218-22. 2007
    The synthesis of resveratrol fatty alcohols (RFAs), a new class of small molecules presenting strong potential for the treatment of neurological diseases, is described...
  33. ncbi Effects of policosanols and phytosterols on lipid levels and cholesterol biosynthesis in hamsters
    Y W Wang
    School of Dietetics and Human Nutrition, McGill University, Macdonald Campus, Ste Anne de Bellevue, QC, Canada H9X 3V9
    Lipids 38:165-70. 2003
    ..Results suggest that, although phytosterols reduce T-C and HDL-C levels, policosanols have no significant favorable effect in changing lipid levels in hamsters...
  34. ncbi Inhibition of epidermal growth factor-induced cell transformation and activator protein 1 activation by [6]-gingerol
    A M Bode
    The Hormel Institute, University of Minnesota, Austin 55912, USA
    Cancer Res 61:850-3. 2001
    ..Our results provide the first evidence that both block EGF-induced cell transformation but act by different mechanisms...
  35. ncbi Inhibitory effects of feeding with carrots or (-)-falcarinol on development of azoxymethane-induced preneoplastic lesions in the rat colon
    Morten Kobaek-Larsen
    Biomedical Laboratory, University of Southern Denmark, Winsloewparken 23, DK 5000 Odense C, Denmark
    J Agric Food Chem 53:1823-7. 2005
    ..The present study provides a new perspective on the known epidemiological associations between high intake of carrots and reduced incidence of cancers...
  36. ncbi Policosanol is ineffective in the treatment of hypercholesterolemia: a randomized controlled trial
    Michael F Dulin
    Carolinas Medical Center Department of Family Medicine, Charlotte, NC, USA
    Am J Clin Nutr 84:1543-8. 2006
    ..Recent studies have challenged these findings, but there have been no trials conducted in North America that have examined the ability of sugar cane-derived policosanol to lower cholesterol...
  37. ncbi Biphasic effect of falcarinol on caco-2 cell proliferation, DNA damage, and apoptosis
    Jette F Young
    Danish Institute of Agricultural Sciences, Department of Food Science, Research Centre Foulum, P O Box 50, DK 8830 Tjele, Denmark
    J Agric Food Chem 55:618-23. 2007
    ..Thus, the effects of falcarinol on CaCo-2 cells appear to be biphasic, inducing pro-proliferative and apoptotic characteristics at low and high concentrations of falcarinol, respectively...
  38. ncbi Antibacterial activity of long-chain fatty alcohols against Staphylococcus aureus
    Naoko Togashi
    Department of Microbiology, Showa Pharmaceutical University, Machida, 194 8543 Tokyo, Japan
    Molecules 12:139-48. 2007
    The antibacterial activity against Staphylococcus aureus of long-chain fatty alcohols was investigated, with a focus on normal alcohols...
  39. ncbi Inhibitory effects of [6]-gingerol on PMA-induced COX-2 expression and activation of NF-kappaB and p38 MAPK in mouse skin
    Sue Ok Kim
    College of Pharmacy, Seoul National University, Seoul 151 742, South Korea
    Biofactors 21:27-31. 2004
    ..In addition, [6]-gingerol inhibited the phoshorylation of p38 mitogen-activated protein kinase which may account for its inactivation of NF-kappaB and suppression of COX-2 expression...
  40. ncbi Analgesic and anti-inflammatory activities of [6]-gingerol
    Haw Yaw Young
    TzuHui Institute of Technology, 926 Ping Tung, Taiwan, ROC
    J Ethnopharmacol 96:207-10. 2005
    ..6]-Gingerol (50 mg/kg-100 mg/kg) also produced an inhibition of paw edema induced by carrageenin. These results suggested that [6]-gingerol possessed analgesic and anti-inflammatory activities...
  41. ncbi Effects of policosanol and ticlopidine in patients with intermittent claudication: a double-blinded pilot comparative study
    Gladys Castaño
    Medical Surgical Research Center, Havana City, Cuba
    Angiology 55:361-71. 2004
    ..This study is, however, just a pilot comparison, so that further studies in larger sample sizes are needed for definitive conclusions of the comparative effects of both drugs on patients with IC...
  42. ncbi Very long chain fatty acids (policosanols) and phytosterols affect plasma lipid levels and cholesterol biosynthesis in hamsters
    Yanwen Wang
    School of Dietetics and Human Nutrition, GcGill University, Ste Anne de Bellevue, Quebec, Canada
    Metabolism 54:508-14. 2005
    ..05) in animals fed VLCFA25 and VLCFA50 than those fed control or VLCFA25/LT or VLCFA25/PS. Results suggest that PSs can decrease total and non-HDL-C cholesterol, whereas VLCFA may increase HDL-C in hamsters...
  43. ncbi Wheat germ policosanol failed to lower plasma cholesterol in subjects with normal to mildly elevated cholesterol concentrations
    Yuguang Lin
    Unilever Health Institute, Unilever R and D, Vlaardingen, The Netherlands
    Metabolism 53:1309-14. 2004
    ..In conclusion, WGP at 20 mg/d had no beneficial effects on blood lipid profiles. It therefore seems unlikely that the long chain (C24-34) alcohols have any cholesterol-lowering activity...
  44. pmc Kinetics and molecular properties of pheromone binding and release
    Walter S Leal
    Maeda Duffey Laboratory, Department of Entomology, University of California, Davis, CA 95616, USA
    Proc Natl Acad Sci U S A 102:5386-91. 2005
    ..Fluorescence studies shed light on the contributions of Trp-37 and Trp-127 emissions to the overall fluorescence...
  45. ncbi Comparison of composition and absorption of sugarcane policosanols
    Christopher P F Marinangeli
    School of Dietetics and Human Nutrition, McGill University, Ste Anne de Bellevue, Quebec, H9X 3V9 Canada
    Br J Nutr 97:381-8. 2007
    ..05) than hamsters receiving APC1. If the cholesterol-lowering efficacy of PC mixtures is dependent on their purity and composition, then sugarcane-derived APC products should possess similar therapeutic properties as the OPC supplement...
  46. ncbi Virucidal activities of medium- and long-chain fatty alcohols and lipids against respiratory syncytial virus and parainfluenza virus type 2: comparison at different pH levels
    H Hilmarsson
    Institute of Biology, University of Iceland, Reykjavik, Iceland
    Arch Virol 152:2225-36. 2007
    Recent studies have shown that some lipids and fatty alcohols have microbicidal activities against a broad variety of pathogens...
  47. ncbi In vitro and in vivo study of octacosanol metabolism
    Roberto Menendez
    Center of Natural Products, National Center for Scientific Research, Havana City, Cuba
    Arch Med Res 36:113-9. 2005
    ..Scarce data about the metabolism of octacosanol and the other fatty alcohols composing policosanol have been published.
  48. ncbi Effects of a policosanol supplement on serum lipid concentrations in hypercholesterolaemic and heterozygous familial hypercholesterolaemic subjects
    A Greyling
    School of Physiology, Nutrition and Consumer Sciences, North West University Potchefstroom Campus, South Africa
    Br J Nutr 95:968-75. 2006
    ..An intake of 20 mg/d policosanol for 12 weeks had no significant effect on serum lipid levels in hypercholesterolaemic and heterozygous familial hypercholesterolaemic patients when compared with placebo intake...
  49. ncbi Comparison of the efficacy, safety and tolerability of original policosanol versus other mixtures of higher aliphatic primary alcohols in patients with type II hypercholesterolemia
    G Castano
    Medical and Surgical Research Center, National Center for Scientific Research, Havana, Cuba
    Int J Clin Pharmacol Res 22:55-66. 2002
    ..Thus, policosanol reached the efficacy criterion for LDL-C reduction in both steps, while Octa-60 failed to reach this goal. In addition, policosanol was better tolerated than Octa-60...
  50. ncbi Olefin cross-metathesis as a tool in natural product degradation. The stereochemistry of (+)-falcarindiol
    Anokha S Ratnayake
    Department of Chemistry, University of Hawaii, 2545 McCarthy Mall, Honolulu, Hawaii 96822, USA
    Org Lett 4:4667-9. 2002
    ..Degradation of (+)-falcarindiol from Tetraplasandra hawaiiensis yields a meso product as shown by chiral HPLC. Hence, (+)-falcarindiol from this source has a (3R,8S)-configuration...
  51. ncbi Male gametophyte development in bread wheat (Triticum aestivum L.): molecular, cellular, and biochemical analyses of a sporophytic contribution to pollen wall ontogeny
    Aiming Wang
    Plant Biotechnology Institute, National Research Council of Canada, 110 Gymnasium Place, Saskatoon, Saskatchewan, Canada S7N 0W9
    Plant J 30:613-23. 2002
    ..the assembly of wall-impregnated sporopollenin, a phenylpropanoid-lipid polymer containing very long chain fatty alcohols (VLCFAlc), described in the literature...
  52. ncbi Policosanol inhibits cholesterol synthesis in hepatoma cells by activation of AMP-kinase
    Dev K Singh
    College of Pharmacy, University of Kentucky, Lexington, KY 40536 0082, USA
    J Pharmacol Exp Ther 318:1020-6. 2006
    ..Because AMP-kinase is activated by phosphorylation and is well established to suppress HMG-CoA reductase activity, these results suggest that policosanol or a metabolite decreases HMG-CoA reductase activity by activating AMP-kinase...
  53. doi Functional expression of five Arabidopsis fatty acyl-CoA reductase genes in Escherichia coli
    Thuy T P Doan
    Department of Plant Breeding and Biotechnology, Swedish University of Agricultural Sciences, P O Box 101, 23053 Alnarp, Sweden
    J Plant Physiol 166:787-96. 2009
    ..The five functional FAR enzymes yielded distinctly different compositions of fatty alcohols when expressed in E...
  54. ncbi Gingerol metabolite and a synthetic analogue Capsarol inhibit macrophage NF-kappaB-mediated iNOS gene expression and enzyme activity
    Fugen Aktan
    Faculty of Pharmacy, University of Sydney, New South Wales, Australia
    Planta Med 72:727-34. 2006
    ....
  55. ncbi Policosanol modulates HMG-CoA reductase activity in cultured fibroblasts
    R Menendez
    Laboratorio de Bioquimica, Centro de Productos Naturales, Centro Nacional de Investigación Científica, Havana, Cuba
    Arch Med Res 32:8-12. 2001
    ..Cholesterol biosynthesis is strictly controlled by 3-hydroxy-3-methylglutaryl Coenzyme A (HMG-CoA) reductase...
  56. ncbi Effects of indole fatty alcohols on the differentiation of neural stem cell derived neurospheres
    Djalil Coowar
    Laboratoire de Chimie Organique des Substances Naturelles, UMR 7123 CNRS, Universite Louis Pasteur, 5 rue Blaise Pascal, 67084 Strasbourg, France
    J Med Chem 47:6270-82. 2004
    ..neuronal differentiation to treat neurodegenerative diseases such as Alzheimer's disease, a series of indole fatty alcohols (IFAs) were prepared...
  57. ncbi Isolation of novel glucosides related to gingerdiol from ginger and their antioxidative activities
    Y Sekiwa
    Graduate School of Humanities and Sciences, Laboratory of Food Chemistry, Department of Nutrition and Food Science, Ochanomizu University, 2 1 1 Ohtsuka, Bunkyo ku, Tokyo 112 8610, Japan
    J Agric Food Chem 48:373-7. 2000
    ..Although 1 did not indicate any activity, 2 had as strong activity as the aglycon in both measurements...
  58. ncbi Sexual attraction in the silkworm moth. Nature of binding of bombykol in pheromone binding protein--an ab initio study
    Vojtech Klusák
    Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, and Center for Complex Molecular Systems and Biomolecules, Flemingovo nam 2, Praha 6, 166 10, Czech Republic
    Chem Biol 10:331-40. 2003
    ..All of these interactions are well defined and cannot be considered as nonspecific hydrophobic interactions, one of the major conclusions of this work...
  59. ncbi Structural and sensory characterization of compounds contributing to the bitter off-taste of carrots (Daucus carota L.) and carrot puree
    Andreas Czepa
    Deutsche Forschungsanstalt fur Lebensmittelchemie, Lichtenbergstrasse 4, D 85748 Garching, Germany
    J Agric Food Chem 51:3865-73. 2003
    ..04 mmol/kg, thus demonstrating that this acetylenic diol significantly contributes to the bitter taste of the carrot products investigated...
  60. ncbi The metabolism of fatty alcohols in lipid nanoparticles by alcohol dehydrogenase
    X Dong
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Kentucky, Lexington, Kentucky 40536 0082, USA
    Drug Dev Ind Pharm 32:973-80. 2006
    b>Fatty alcohols are commonly used in lipid-based drug delivery systems including parenteral emulsions and solid lipid nanoparticles (NPs)...
  61. ncbi Suppressive effects of mioga ginger and ginger constituents on reactive oxygen and nitrogen species generation, and the expression of inducible pro-inflammatory genes in macrophages
    Ha Won Kim
    Division of Food Science and Biotechnology, Graduate School of Agriculture, Kyoto University, Kyoto 606 8501, Japan
    Antioxid Redox Signal 7:1621-9. 2005
    ..Taken together, these results suggest that aframodial has potent antioxidative and anti-inflammatory potentials, and may be a promising candidate in prevention and/or therapy for chronic inflammationassociated carcinogenesis...
  62. ncbi Lack of cholesterol-lowering efficacy of Cuban sugar cane policosanols in hypercholesterolemic persons
    Amira N Kassis
    School of Dietetics and Human Nutrition, McGill University, Ste Anne de Bellevue, Montreal, Quebec, Canada
    Am J Clin Nutr 84:1003-8. 2006
    ..However, several animal and human trials conducted outside of Cuba that used non-Cuban mixtures have failed to reproduce the efficacy of policosanols observed in earlier studies...
  63. ncbi Comparative lipid-lowering effects of policosanol and atorvastatin: a randomized, parallel, double-blind, placebo-controlled trial
    Luigi X Cubeddu
    Division of Cardiology and Department of Internal Medicine, Mount Sinai Medical Center, Miami Beach, FL 33140, USA
    Am Heart J 152:982.e1-5. 2006
    ..This trial was designed to rigorously establish the lipid-lowering efficacy of policosanol as monotherapy and its potential additive and possibly synergistic effects when added to statin therapy...
  64. pmc Pheromone reception in fruit flies expressing a moth's odorant receptor
    Zainulabeuddin Syed
    Department of Entomology, University of California, Davis, CA 95616, USA
    Proc Natl Acad Sci U S A 103:16538-43. 2006
    ..We also found an endogenous receptor in one of the sensillum types on Drosophila antenna that responds to bombykol and bombykal with sensitivity comparable to the pheromone-detecting sensilla on B. mori male antennae...
  65. pmc Ginger (Zingiber officinale Roscoe) and the gingerols inhibit the growth of Cag A+ strains of Helicobacter pylori
    Gail B Mahady
    Department of Pharmacy Practice, UIC NIH Center for Botanical Dietary Supplements Research, PAHO WHO Collaborating Centre for Traditional Medicine, University of Illinois at Chicago, 833 S Wood St, MC 877, Chicago, IL 60612, USA
    Anticancer Res 23:3699-702. 2003
    ..Since Helicobacter pylori (HP) is the primary etiological agent associated with dyspepsia, peptic ulcer disease and the development of gastric and colon cancer, the anti-HP effects of ginger and its constituents were tested in vitro...
  66. ncbi Pheromone discrimination by the pheromone-binding protein of Bombyx mori
    Frauke Gräter
    Department of Theoretical and Computational Biophysics, Max Planck Institute for Biophysical Chemistry, Am Fassberg 11, 37077 Gottingen, Germany
    Structure 14:1577-86. 2006
    ..While BmorPBP might filter out other physiologically irrelevant compounds hitting the sensillar lymph, discrimination between the natural pheromone compounds must be achieved by molecular interactions with their cognate receptors...
  67. ncbi Dietary ginger constituents, galanals A and B, are potent apoptosis inducers in Human T lymphoma Jurkat cells
    Noriyuki Miyoshi
    Laboratory of Food and Biodynamics, Nagoya University Graduate School of Bioagricultural Sciences, Nagoya 464 8601, Japan
    Cancer Lett 199:113-9. 2003
    ..In conclusion, the results from this study provide biological evidence that ginger-specific constituents other than curcuminoids are potential anticancer agents...
  68. doi Molecular switches for pheromone release from a moth pheromone-binding protein
    Wei Xu
    Maeda Duffey Laboratory, Department of Entomology, University of California, 1 Shields Avenue, Davis, CA 95616, USA
    Biochem Biophys Res Commun 372:559-64. 2008
    ..The former leads to the formation of a new alpha-helix, which competes with pheromone for the binding pocket, whereas positive charge repulsion of the histidines opens the opposite side of the binding pocket...
  69. ncbi Effects of policosanol and lovastatin on lipid profile and lipid peroxidation in patients with dyslipidemia associated with type 2 diabetes mellitus
    G Castano
    Medical Surgical Research Center, Havana City, Cuba
    Int J Clin Pharmacol Res 22:89-99. 2002
    ..Nevertheless, since this was a pilot study, further clinical studies performed in larger sample sizes of diabetic patients are needed for definitive conclusions...
  70. ncbi Sexual attraction in the silkworm moth: structure of the pheromone-binding-protein-bombykol complex
    B H Sandler
    Department of Chemistry and Chemical Biology, Cornell University, Ithaca, NY 14853 1301, USA
    Chem Biol 7:143-51. 2000
    ..The structure of the pheromone-binding protein, its binding and recognition of bombykol, and its full role in signal transduction are not known...
  71. ncbi Insect sex-pheromone signals mediated by specific combinations of olfactory receptors
    Takao Nakagawa
    Department of Integrated Biosciences, Graduate School of Frontier Sciences, The University of Tokyo, Chiba 277 8562, Japan
    Science 307:1638-42. 2005
    ..The same effects were also observed for general ORs. Both odorant and pheromone signaling pathways are mediated by means of a common mechanism in insects...
  72. doi Topical vehicles based on natural surfactant/fatty alcohols mixed emulsifier: The influence of two polyols on the colloidal structure and in vitro/in vivo skin performance
    Snezana Savic
    Faculty of Pharmacy, Institute of Pharmaceutical Technology and Cosmetology, Belgrade Vojvode Stepe 450, 11221 Belgrade, Serbia
    J Pharm Sci 98:2073-90. 2009
    ..Contrary to the effect of PG, the results obtained with GL suggest that it may have a permeation-retarding rather than a permeation-enhancing effect in topical vehicles of this type...
  73. ncbi Synthesis of pyragonicin
    Daniel Strand
    KTH Chemistry, Organic Chemistry, SE 100 44 Stockholm, Sweden
    Org Lett 7:2779-81. 2005
    ..A reagent controlled zinc-mediated stereoselective coupling, joining the two highly functionalized intermediates 3 and 4, then provided the core structure...
  74. ncbi Synthesis of the proposed structure of mucoxin via regio- and stereoselective tetrahydrofuran ring-forming strategies
    Radha S Narayan
    Department of Chemistry, Michigan State University, East Lansing, Michigan 48824, USA
    J Org Chem 71:1416-29. 2006
    ..On the basis of detailed spectroscopic analysis of the synthesized molecule, we reason that the spectral discrepancies are due to stereochemical misassignment of the natural product...
  75. ncbi Total synthesis of jimenezin via an intramolecular allylboration
    Nina G Bandur
    Fachbereich Chemie, Philipps Universitat Marburg, Hans Meerwein Strasse, 35032 Marburg, Germany
    Org Lett 8:3829-31. 2006
    ..The key steps used were a highly stereoselective intramolecular allylboration to establish the tetrahydropyran ring and an intramolecular Williamson reaction to close the tetrahydrofuran ring...
  76. ncbi On the proof and disproof of natural product stereostructures: characterization and analysis of a twenty-eight member stereoisomer library of murisolins and their Mosher ester derivatives
    Dennis P Curran
    Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
    J Am Chem Soc 128:9943-56. 2006
    ..The structure of murisolin was proved to be the 4R,15R,16R,19R,20R,34S isomer, whereas the assignment of 16,19-cis-murisolin as RRRSSS was changed to the RSSRRS diastereomer and murisolin A is suggested to be RSRRRS...
  77. ncbi New strategy for the construction of a monotetrahydrofuran ring in Annonaceous acetogenin based on a ruthenium ring-closing metathesis: application to the synthesis of Solamin
    Guillaume Prestat
    CEA, CE Saclay, Service de Marquage Moleculaire et de Chimie Bioorganique, Bat 547, Departement de Biologie Joliot Curie, 91191 Gif sur Yvette, France
    J Org Chem 69:5770-3. 2004
    ..The flexibility of the strategy should be useful in preparing various natural and unnatural annonaceous acetogenins...
  78. ncbi Total synthesis of the nonadjacently linked bis-tetrahydrofuran acetogenin bullatanocin (squamostatin C)
    Lei Zhu
    Department of Chemistry, Hunter College CUNY, 695 Park Avenue, New York, New York 10021, USA
    J Org Chem 69:3154-7. 2004
    ..The synthesis confirms the structure of the natural product, and its convergent design makes it especially attractive for analogue synthesis...
  79. ncbi Total synthesis of the proposed structure for pyragonicin
    Shunya Takahashi
    RIKEN The Institute of Physical and Chemical Research, Wako, Saitama 351 0198, Japan
    Org Lett 7:2783-6. 2005
    ..Compound 1 had spectroscopic data consistent with that of natural pyragonicin, but a different optical rotation...
  80. ncbi Total synthesis of (+)-muconin
    Takehiko Yoshimitsu
    Meiji Pharmaceutical University, 2 522 1 Noshio, Kiyose, Tokyo 204 8588, Japan
    J Org Chem 69:1993-8. 2004
    ..In this study, a new route was established for obtaining (+)-muconin (1) starting with (-)-muricatacin (2), a compound recently synthesized via the novel alpha-C-H hydroxyalkylation and alpha'-C-H oxidation of tetrahydrofuran...
  81. ncbi Function of the alkyl side chains of Deltalac-acetogenins in the inhibitory effect on mitochondrial complex I (NADH-ubiquinone oxidoreductase)
    Naoya Ichimaru
    Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Kyoto 606 8502, Japan
    Bioorg Med Chem Lett 16:3555-8. 2006
    ..This is probably because such properties decide the precise location of the hydrophilic bis-THF ring moiety in the enzyme embedded in the inner mitochondrial membrane...
  82. ncbi Zooxanthellamide B, a novel large polyhydroxy metabolite from a marine dinoflagellate of Symbiodinium sp
    Ken ichi Onodera
    Graduate School of Bioagricultural Sciences, Nagoya University, Japan
    Biosci Biotechnol Biochem 68:955-8. 2004
    ....
  83. ncbi In vitro antitumor structure-activity relationships of threo/trans/threo mono-tetrahydrofuranic acetogenins: correlations with their inhibition of mitochondrial complex I
    José R Tormo
    CIBE Merck Research Laboratories, Merck, SHARP and DOHME de ESPANA S A, C Josefa Valcárcel, 38, Madrid 28027, Spain
    Oncol Res 14:147-54. 2003
    ....
  84. ncbi Essential structural features of acetogenins: role of hydroxy groups adjacent to the bis-THF rings
    Masato Abe
    Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Sakyo ku, Kyoto 606 8502, Japan
    Bioorg Med Chem Lett 14:779-82. 2004
    ..Our results indicate that the presence of either of the two hydroxy groups sufficiently sustains a potent inhibitory effect...
  85. ncbi Cytotoxic monotetrahydrofuran acetogenins from Disepalum plagioneurum
    Véronique Eparvier
    Institut de Chimie des Substances Naturelles, Centre National de la Recherche Scientifique, 1 Avenue de la Terrasse, 91198 Gif sur Yvette Cedex, France
    J Nat Prod 69:1289-94. 2006
    ..The new monotetrahydrofuran (mono-THF) acetogenins exhibited significant in vitro cytotoxicity against the KB cancer cell line, with IC(50) values in the nanomolar range...
  86. ncbi Polyporolide, a new acetogenin from the mycelial culture of a Polyporus fungus
    Zhihui Chen
    South China Botanical Garden, Chinese Academy of Sciences, Leyiju, Guangzhou 510650, China
    Nat Prod Res 20:1145-9. 2006
    ..Its structure was elucidated as 4-hydroxy-5-(1-hydroxyhexyl)-dihydrofuran-2-one by spectroscopic methods. Its toxicity to brine shrimps was assessed...
  87. ncbi ABC synthesis and antitumor activity of a series of Annonaceous acetogenin analogs with a threo, trans, threo, trans, threo-bis-tetrahydrofuran core unit
    James A Marshall
    Department of Chemistry, University of Virginia, Charlottesville, VA 22904, USA
    Bioorg Med Chem Lett 17:2434-7. 2007
    ..Side-chain analogs of Annonaceous acetogenins with a threo, trans, threo, trans, threo-bis-tetrahydrofuran core unit have been prepared and tested for cytotoxicity against HCT-116 human colon cancer cells...
  88. ncbi Synthesis and mitochondrial complex I inhibition of dihydroxy-cohibin A, non-THF annonaceous acetogenin analogue
    Hiroyuki Konno
    Department of Biological Science and Technology, Faculty of Engineering, University of Tokushima, 2 1Minamijosanjima cho, Tokushima 770 8506, Japan
    Bioorg Med Chem Lett 14:629-32. 2004
    ..Our results indicate that these hydroxy groups are an essential structural factor though it is not effective as bis-THF hydroxy groups combination...
  89. ncbi [Determination of annonaceous acetogenins in annonaceae plants by HPLC]
    L Sun
    Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100094, China
    Yao Xue Xue Bao 36:683-5. 2001
    ..3% and 100.0%, respectively. CONCLUSION: This method was developed for the analysis of acetogenins by HPLC for the first time. The method is rapid, accurate and suitable for the analysis of the antitumor acetogenins in Annonaceae plants...
  90. ncbi Biogenetic relationships between Annonaceous acetogenins: squamocin is not a precursor of chamuvarinin based on a semisynthetic study
    Séverine Derbré
    Laboratoire de Pharmacognosie Associé au CNRS BioCIS, UMR 8076, Universite Paris Sud 11, Faculte de Pharmacie, 5 Rue Jean Baptiste Clement, 92296 Chatenay Malabry Cedex, France
    J Nat Prod 70:300-3. 2007
    ..Based on this, a plausible relative configuration was proposed for 2, demonstrating the absence of any biogenetic link between 1 and 2. The new analogues 3, 4, and 7 were also tested for their ability to induce apoptosis...
  91. ncbi Novel cytotoxic monotetrahydrofuranic Annonaceous acetogenins from Annona montana
    Chih Chuang Liaw
    Graduate Institute of Natural Products, Kaohsiung Medical University, 100, Shih Chuan 1st Road, Kaohsiung, Taiwan
    Bioorg Med Chem 13:4767-76. 2005
    ..The absolute stereochemical structures of new isolates were elucidated and characterized by spectral and chemical methods. Interestingly, these compounds show special cytotoxicity against human hepatoma cells, Hep G2...
  92. doi Synthesis of pyranicin and its inhibitory action with bovine heart mitochondrial complex I
    Yasunao Hattori
    Interdisciplinary Graduate School of Science and Technology, Shinshu University, 8304 Minaniminowa Kami ina, Nagano 399 4598, Japan
    Org Lett 10:717-20. 2008
    ..The inhibitory activity of this compound for mitochondrial NADH-ubiquinone oxidoreductase (complex I) was slightly poorer than that of ordinary mono-THF acetogenins such as cis-solamin...
  93. ncbi An outside-in approach to adjacent bistetrahydrofuran annonaceous acetogenins with C2 core symmetry. Total synthesis of asimicin and a C32 analogue
    James A Marshall
    Department of Chemistry, P O Box 400319, University of Virginia, Charlottesville, Virginia 22904, USA
    Org Lett 8:3557-60. 2006
    ..reaction: see text] A synthesis of the Annonaceous acetogenin asimicin and a side-chain analogue has been achieved by a highly convergent route in which Grubbs cross-metathesis plays a key role...
  94. ncbi In vitro antitumor structure-activity relationships of threo/trans/threo/trans/erythro bis-tetrahydrofuranic acetogenins: correlations with their inhibition of mitochondrial complex I
    José R Tormo
    CIBE Merck Research Laboratories, Merck, SHARP and DOHME de ESPANA S A, C Josefa Valcdrcel, 38, Madrid 28027, Spain
    Oncol Res 15:129-38. 2005
    ..For example, some of the guanacone derivatives prepared were two orders of magnitude more potent than the parent compound for specific cell lines...
  95. ncbi A bidirectional approach to the synthesis of a complete library of adjacent-bis-THF annonaceous acetogenins
    Sanjib Das
    The Skaggs Institute for Chemical Biology and the Department of Molecular Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA
    J Org Chem 70:5922-31. 2005
    ..Using the nonsymmetrical bis-THF lactones, syntheses of two nonnatural acetogenins were achieved...
  96. ncbi Stereochemically general approach to adjacent bis(tetrahydrofuran) cores of annonaceous acetogenins
    Laura M Wysocki
    Department of Chemistry, University of Wisconsin Madison, Madison, Wisconsin 53706, USA
    Org Lett 8:5637-40. 2006
    ..The stereochemistry of four of these isomers has been found in the biologically active annonaceous acetogenin natural products. [reaction: see text]...
  97. ncbi Divergence en route to nonclassical annonaceous acetogenins. Synthesis of pyranicin and pyragonicin
    Daniel Strand
    KTH Chemical Science and Engineering, Organic Chemistry, SE 100 44 Stockholm, Sweden
    J Org Chem 71:1879-91. 2006
    ..The methodology is further expanded by a divergent synthesis of all stereoisomers of the 2,3,6-trisubstituted tetrahydropyran subunit...
  98. ncbi Solution-phase parallel synthesis with oligoethylene glycol sorting tags. Preparation of all four stereoisomers of the hydroxybutenolide fragment of murisolin and related acetogenins
    Venugopal Gudipati
    Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA
    J Org Chem 71:3599-607. 2006
    ..The experimental features (reaction, analysis, separation, and characterization) of OEG mixture synthesis are detailed and are compared to and contrasted with those of fluorous mixture synthesis...
  99. ncbi Induction of cell death of gastric cancer cells by a modified compound of the annonaceous acetogenin family
    Guo Rui Huang
    Laboratory of Molecular Cell Biology, Institute of Biochemistry and Cell Biology, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, 320 Yue Yang Road, Shanghai 200031, China
    Chembiochem 4:1216-21. 2003
    ..These results show for the first time that the polyether mimic AA005 acts on the same biological target as the natural annonaceous acetogenins...
  100. ncbi Structure-antiemetic-activity of some diarylheptanoids and their analogues
    Y Yang
    Department of Pharmacognosy and Phytochemistry, Meiji Pharmaceutical University, Tokyo, Japan
    Phytomedicine 9:146-52. 2002
    ..Among them, two types of essential functional structure of diarylheptanoids and their analogues showed the inhibitory effects against emesis...
  101. ncbi Stability of [6]-gingerol and [6]-shogaol in simulated gastric and intestinal fluids
    Sushila Bhattarai
    Faculty of Pharmacy, University of Sydney, NSW 2006, Australia
    J Pharm Biomed Anal 45:648-53. 2007
    ..The degradation profile of [6]-gingerol and [6]-shogaol under simulated physiological conditions reported in this study will provide insight into the stability of these compounds when administered orally...

Research Grants88

  1. 9 CIS RETINOL DEHYDROGENASE--PROPERTIES AND PHYSIOLOGY
    WILLIAM BLANER; Fiscal Year: 2004
    ..13-cis- and all-trans-retinol but not other retinoids or long chain fatty acids, short chain fatty acids or fatty alcohols. For the mouse, this protein is 54 percent identical at the amino acid level to cellular retinol-binding ..
  2. Ichthyosis in Sjogren-Larsson Syndrome
    WILLIAM RIZZO; Fiscal Year: 2005
    ..These studies will provide fundamental information about the role of FALDH in epidermal lipid metabolism and promise to reveal new mechanisms for fatty aldehyde toxicity in SLS. ..
  3. ICHTHYOSIS IN SJOGREN/LARSSON SYNDROME
    WILLIAM RIZZO; Fiscal Year: 2000
    ..This knowledge is critical for developing effective therapeutic approaches to this disease. ..
  4. Ichthyosis in Sjogren-Larsson Syndrome
    WILLIAM RIZZO; Fiscal Year: 2007
    ..and are hypothesized to arise from the deranged metabolism of fatty aldehydes and precursor lipids such as fatty alcohols, which cannot be metabolized by FALDH...
  5. Ichthyosis in Sjogren-Larsson Syndrome
    WILLIAM RIZZO; Fiscal Year: 2007
    ..and are hypothesized to arise from the deranged metabolism of fatty aldehydes and precursor lipids such as fatty alcohols, which cannot be metabolized by FALDH...
  6. Ichthyosis in Sjogren-Larsson Syndrome
    William B Rizzo; Fiscal Year: 2010
    ..and are hypothesized to arise from the deranged metabolism of fatty aldehydes and precursor lipids such as fatty alcohols, which cannot be metabolized by FALDH...
  7. Synthesis of Tumor Inhibitory Marine Natural Products
    James Marshall; Fiscal Year: 2004
    ..The main chemical issues to be addressed include the control of stereochemistry by means of chiral organometal chemistry and the design of new and efficient routes to structurally novel natural products. ..
  8. SYNTHESIS OF ANNONACEOUS ACETOGENINS AND ANALOGUES
    James Marshall; Fiscal Year: 2001
    ..The synthetic approach will employ chiral allylic and allenic organometal reagents to introduce stereogenic centers with concurrent formation of carbon-carbon bonds. ..
  9. Purchase of a 600 MHz NMR Spectrometer with Cryoprobe
    DENNIS CURRAN; Fiscal Year: 2007
    ..This research often requires sophisticated NMR experiments on small samples, and the requested 600 MHz spectrometer will greatly expedite ongoing and planned work. ..
  10. Docosanol and Acyclovir for Treating Genital Herpes
    LAURA POPE; Fiscal Year: 2003
    ..If proven safe and effective, it would provide a new single agent treatment as well as allow concurrent use with acyclovir. PROPOSED COMMERCIAL APPLICATION: Topical treatment for recurrent genital herpes infections. ..
  11. DESIGN AND SYNTHESIS OF NONPEPTIDE PROTEASE INHIBITORS
    Arun Ghosh; Fiscal Year: 2009
    ..This research integrates organic synthesis, protein-ligand x-ray crystallography, molecular modeling and in-depth virus and cell-biological studies to design the next generation of HIV-1 protease inhibitors. ..
  12. A Transdisciplinary Approach to the Evaluation of Social Determinants of Health s
    Michael F Dulin; Fiscal Year: 2010
    ....
  13. Efficacy of Turmeric Extract in Prevention of Post-menopausal Osteoporosis
    Janet Funk; Fiscal Year: 2007
    ....
  14. BACCALAUREATE BRIDGE TO THE BIOMEDICAL SCIENCES PROGRAM
    PHIL CREWS; Fiscal Year: 2007
    ..The structure of our program continues to build on concepts introduced in the original proposal. ..
  15. Discovery of novel cytotoxic natural products from marine sponges and fungi
    PHIL CREWS; Fiscal Year: 2010
    ..of California Santa Cruz (UCSC) lead by Prof. Crews and the Experimental Therapeutics Program at the Henry Ford Cancer Center (HFCC) lead by Prof. Valeriote. ..
  16. Fluorous Mixture Synthesis of Natural Product Libraries
    DENNIS CURRAN; Fiscal Year: 2007
    ..To prove the concept, first eight diastereomers and later all sixteen isomers of passifloricin A will be synthesized. ..
  17. Acquisition of a Varian 600 MHz High-Resolution NMR
    PHIL CREWS; Fiscal Year: 2004
    ..The instrument and its complement of probes will be essential for maintaining modern research with competitive throughput and the training of our students in a modern research environment. ..
  18. Botanicals for Chlamydia pneumonia infections-Revision 1
    Gail Mahady; Fiscal Year: 2005
    ..Data and active standardized extracts developed during this work will be used as the basis for future clinical trials. ..
  19. MATHEMATICAL MODELING IN NUTRITION
    James Hargrove; Fiscal Year: 2003
    ..Lastly, a panel will discuss the use of modeling in undergraduate and graduate education, and will make recommendations for appropriate activities of a new Research Interest Section on Mathematical Modeling. ..
  20. Anti-Trypanosomal Agents from a Neotropical Cloudforest
    WILLIAM SETZER; Fiscal Year: 2004
    ..The long-term benefit of this research project is the development of new medicines to treat patients with Chagas disease. ..
  21. ASYMMETRIC THERMAL ADDITION AND CYCLOADDITION REACTIONS
    DENNIS CURRAN; Fiscal Year: 1993
    ..However, exciting preliminary results indicate that these goals are realistic, and that original and powerful solutions to important problems in the synthesis of biomedically active compounds will be forthcoming...
  22. NOVEL CYTOTOXIC NATURAL PRODUCTS FROM MARINE SPONGES
    Phillip Crews; Fiscal Year: 1993
    ..Corresponding attention will be given to isolating analogs and preparing semisynthetic derivatives of these active lead compounds...
  23. NOVEL CYTOTOXIC NATURAL PRODUCTS FROM MARINE SPONGES
    Phillip Crews; Fiscal Year: 2002
    ..An adjunct to the HFCC in vitro mammalian cell assays will be "bench-top assays" carried out at UCSC. ..
  24. Biochemistry and Biophysics of the Preocular Tear Film
    Igor A Butovich; Fiscal Year: 2010
    ....
  25. RADICAL REACTIONS FOR NATURAL PRODUCTS
    DENNIS CURRAN; Fiscal Year: 2002
    ....
  26. FLUOROUS REAGENTS IN TRADITIONAL/COMBINATORIAL SYNTHESIS
    DENNIS CURRAN; Fiscal Year: 1999
    ....
  27. SYNTHESIS VIA SEQUENTIAL FREE RADICAL REACTIONS
    DENNIS CURRAN; Fiscal Year: 1991
    ..The chemistry outlined int his proposal will contribute both to the understanding of free radical reactions and to the ability to prepare important cyclopentanoid natural products...
  28. FLUOROUS METHODS FOR TRADITIONAL AND PARALLEL SYNTHESIS
    DENNIS CURRAN; Fiscal Year: 2003
    ..In short, the work will help to move the very young field of fluorous chemistry from infancy into childhood. ..