627
Views
137
CrossRef citations to date
0
Altmetric
Reviews

Coumarin-based drugs: a patent review (2008 – present)

, &
Pages 437-454 | Published online: 04 Apr 2012

Bibliography

  • Murray RDH, Mendez J, Brown RA. The Natural Coumarins. J. Wiley & Sons; New York: 1982
  • Murray RDH. Progress in the chemistry of organic natural products. In: Herz W, Kirby GW, Steglich W, Tamm C, editors. Coumarins. Volume 58 Springer-Verlag; New York: 1991. p. 84-316
  • Borges F, Roleira F, Milhazes N, Simple coumarins and analogues in medicinal chemistry: occurrence, synthesis and biological activity. Curr Med Chem 2005;12:887-916
  • Fylaktakidou KC, Hadjipavlou-Litina D, Litinas KE, Nicolaides DN. Natural and synthetic coumarin derivatives with antiinflammatory/antioxidant Activities. Curr Pharm Des 2004;10:3813-33
  • He C, Zhang W, Xu X, inventors, The Second Military Medical University, The Chinese People's Liberation Army, Peop. Rep. China, assignee. Application of coumarin compounds in preparing medicine for inducing directional differentiation of neural stem cell. WO040153; 2008
  • Zhang SY, Meng L, Gao WY, Advances in biological activities of coumarins. Chin J Chin Mater Med 2005;30:410-14
  • Kubo H, Nagahori H, Tomigahara Y, inventors, Sumitomo Chemical Co. Ltd Japan, assignee. Coumarin compound and use thereof. WO031706; 2009
  • Luu-The V, Zhang Y, Poirier D, Labrie F. Characteristics of human types 1, 2 and 3 17beta-hydroxysteroid dehydrogenase activities: oxidation/reduction and inhibition. J Steroid Biochem Mol Biol 1995;55:581-7
  • Smith HJ, Nicholls PJ, Simons C, Le Lain R. Inhibitors of steroidogenesis as agents for the treatment of hormone-dependent cancers. Exp Opin Ther Patents 2001;11:789-824
  • Le Lain R, Barrell KJ, Saeed GS, Some coumarins and triphenylethene derivatives as inhibitors of human testes microsomal 17beta-hydroxysteroid dehydrogenase (17beta-HSD type 3): further studies with tamoxifen on the rat testes microsomal enzyme. J Enzyme Inhib Med Chem 2002;17:93-100
  • Borsche W, Lewinsohn M. Constituents of kawa root XIV. Cinnamoylacetic esters. Berichte 1933;66B:1792-801
  • Sova M, Perdih A, Kotnik M, Flavonoids and cinnamic acid esters as inhibitors of fungal 17beta-hydroxysteroid dehydrogenase: a synthesis, QSAR and modelling study. Bioorg Med Chem 2006;14:7404-18
  • Kubo H, Nagahori H, Tomigahara Y, inventors, Sumitomo Chemical Co., Ltd., Japan, assignee. Coumarin compound and use thereof. WO031709; 2009
  • Parmar VS, Raj HG, Prasad AK, Jain SC. inventors, Delhi University, India and Vallabhbhai Patel Chest Institute, assignees. Coumarin compounds for the treatment of cardiovascular diseases and process for preparing the same. WO157020; 2009
  • Heidelbaugh TM, Cappiello JR, Nguyen P, Gomez DG. inventors, Allergan, Inc. USA, assignee. Coumarin compounds as receptors modulators with therapeutic utility. WO050054; 2011
  • Hale JJ, Neway W, Mills SG, Potent S1P receptor agonists replicate the pharmacologic actions of the novel immune modulator FTY720. Bioorg Med Chem Lett 2004;14:3351-5
  • Calvet JP, Blagg BSJ, Sundar SV, Magenheimer BS. inventors, University of Kansas, USA, assignees. Novobiocin analogues and treatment of polycystic kidney disease. US0082098; 2011
  • Yu XM, Shen G, Blagg BSJ. Synthesis of (-)-Noviose from 2,3-O-Isopropylidene-D-erythronolactol. J Org Chem 2004;69:7375-8
  • Madhavan GR, Balraju V, Mallesham B, Novel coumarin derivatives of heterocyclic compounds as lipid-lowering agents. Bioorg Med Chem Lett 2003;13:2547-51
  • Shen G, Yu XM, Blagg BSJ. Syntheses of photolabile novobiocin analogues. Bioorg Med Chem Lett 2004;14:5903-6
  • Yu XM, Shen G, Neckers L, Hsp90 inhibitors identified from a library of novobiocin analogues. J Am Chem Soc 2005;127:12778-9
  • Yamaguchi T, Hempson SJ, Reif GA, Calcium restores a normal proliferation phenotype in human polycystic kidney disease epithelial cells. J Am Soc Nephrol 2006;17:178-87
  • Rao JM, Bhimapaka CR, Pullela VS, inventors, Council of Scientific and Industrial Research New Delhi, India, assignee. Pharmaceutical composition useful as acetylcholinesterase inhibitors. US0009544; 2008
  • Piazzi L, Rampa A, Bisi A, 3-(4-{[Benzyl(methyl)amino]methyl}phenyl)-6,7-dimethoxy-2H-2-chromenone (AP2238) inhibits both Acetylcholinesterase and Acetylcholinesterase-induced beta-Amyloid aggregation: a dual function lead for Alzheimer's disease therapy. J Med Chem 2003;46:2279-82
  • Ellman GL, Courtney KD, Andres V Jr, Featherstone RM. A new and rapid colorimetric determination of acetylcholinesterase activity. Biochem Pharmacol 1961;7:88-95
  • Orlow SJ, Komatsu LN. inventors, New York University, USA, assignee. Compounds, compositions and methods for preventing skin darkening. US0190229; 2011
  • Orlow SJ. The biogenesis of melanosomes. In: The pigmentary system: Physiology and Pathophysiology. Nordlund JJ, Boissy RE, Hearing VJ, editors. Oxford University Press; New York: 1998
  • Liu G, Xue H, Ma T, inventors, Institute of Materia Medica, Chinese Academy of Medical Sciences, Peop. Rep. China, assignee. Tetriacyclodipyranyl coumarins and the anti-HIV and anti-tuberculosis uses thereof. EP2216335; 2010
  • Donglei Y, Madoka S, Lan X, Recent progress in the development of coumarin derivatives as potent anti-HIV agents. Med Res Rev 2003;23:322-45
  • Kashman Y, Gustafson KR, Fuller RW, The Calanolides, a Novel HIV-inhibitory class of coumarin derivatives from the tropical rainforest tree, calophyllum lanigerum. J Med Chem 1992;35:2735-43
  • Xue H, Lu X, Zheng P, Highly Suppressing Wild-Type HIV-1 and Y181C Mutant HIV-1 Strains by 10-Chloromethyl-11-demethyl-12-oxo-calanolide A with druggable profile. J Med Chem 2010;53:1397-401
  • Ma T, Liu L, Xue H, Chemical library and structure–activity relationships of 11-Demethyl-12-oxo Calanolide A analogues as Anti-HIV-1 Agents. J Med Chem 2008;51:1432-46
  • Galinis DL, Fuller RW, McKee TC, Structure-Activity Modifications of the HIV-1 Inhibitors (+)-Calanolide A and (-)-Calanolide B1. J Med Chem 1996;39:4507-10
  • Flavin MT, Rizzo JD, Khilevich A, Synthesis, chromatographic resolution, and anti-human immunodeficiency virus activity of (±)-Calanolide A and its enantiomers. J Med Chem 1996;39:1303-13
  • Xu ZQ, Barrow WW, Suling WJ, Anti-HIV natural product (+)-calanolide A is active against both drug-susceptible and drug-resistant strains of Mycobacterium tuberculosis. Bioorg Med Chem 2004;12:1199-207
  • Chen ZW, Zhou P, Ho DD, Genetically divergent strains of simian immunodeficiency virus use CCR5 as a coreceptor for entry. J Virol 1997;4:2705-14
  • Beckwith J, Dutton R, Boyd D, Berkmen M. inventors, President and Fellows of Harvard College, USA, assignee. Antimicrobial agents that target bacterial vitamin K epoxide reductase. WO045381; 2010
  • Dutton RJ, Wayman A, Wei JR, Inhibition of bacterial disulfide bond formation by the anticoagulant warfarin. Proc Natl Acad Sci 2010;107:297-301
  • Goodstadt L, Ponting CP. Vitamin K epoxide reductase: homology, active site and catalytic mechanism. Trends Biochem Sci 2004;29:289-92
  • Abdelhafez OM, Amin KM, Batran RZ, Synthesis, anticoagulant and PIVKA-II induced by new 4-hydroxycoumarin derivatives. Bioorg Med Chem 2010;18:3371-8
  • Appendino G, Mercalli E, Fuzzati N, Antimycobacterial Coumarins from the Sardinian Giant Fennel (Ferula communis). J Nat Prod 2004;67:2108-10
  • Monti M, Pinotti M, Appendino G, Characterization of anti-coagulant properties of prenylated coumarin ferulenol. Biochim Biophys Acta 2007;1770:1437-40
  • Ansell J, Bargqvist D. Current options in the prevention of thromboembolic disease. Drugs 2004;64:1-5
  • Kulkarni MV, Kulkarni GM, Lin CH, Sun CM. Recent advances in coumarins and 1-azacoumarins as versatile biodynamic agents. Curr Med Chem 2006;13:2795-818
  • Iikura H, Hyoudoh I, Aoki T, inventors, Chugai Seiyaku Kabushiki Kaisha, Japan, assignee. Novel coumarin derivatives having antitumor activity. EP1982982; 2008
  • Sakasai M, Shibuya Y, Nagasawa A. inventors, Kao Corp. Chuo-ku Tokyo, Japan, assignee. NFAT Signal Inhibitor and Hair growing agent. EP2348025A1; 2011
  • Hsieh H-P, Chang J-Y, Kuo C-C, Chao Y-S. inventors, National Health Research Institutes, Taiwan, assignee. Coumarin Compounds and their use for treating cancer. US0312317; 2009
  • Kuo CC, Hsieh HP, Pan WY, BPR0L075, a novel synthetic indole compound with antimitotic activity in human cancer cells, exerts effective antitumoral activity in vivo. Cancer Res 2004;64:4621-8
  • ter Haar E, Kowalski RJ, Hamel E, Discodermolide, a cytotoxic marine agent that stabilizes microtubules more potently than taxol. Biochemistry 1996;9:243-50
  • Smith AB, Shaw SJ, Myles DC. inventors, The Trustees of the University of Pennsylvania & Kosan Biosciences, Inc., assignees. Discodermolide analogues and methods of their use. WO006184; 2009
  • Su G. inventor, Nanjing Zhongrui Pharmaceutical Co., Ltd., Peop. Rep. China, assignee. Coumarin derivatives, preparation processes and used there of. WO036656; 2009
  • Marquez N, Sancho R, Ballero M, Imperatorin inhibits T-cell proliferation by targeting the transcription factor NFAT. Planta Medica 2004;70:1016-21
  • Sakasai M, Shibuya Y, Nagasawa A. Kao Corp., Tokyo, Japan, NFAT signal inhibitor and Hair-growing agent. WO2010047103A1 2010
  • Kawasaki C, Okuyama T, Shibata S, Iitaka Y. Studies on coumarins of a Chinese drug "Qian Hu"; VI. Coumarins of Angelica edulis. Planta Medica 1984;50:492-6
  • Lee K, Min JH, Lee K, inventors, Korea Research Institute of Bioscience and Biotechnology, assignee. Novel Coumarin-based compounds, preparation method thereof and multidrug resistance inhibitory pharmaceutical compositions containing same as active ingredients. WO064817; 2010
  • Selkoe DJ. The cell biology of beta-amyloid precursor protein and presenilin in Alzheimer's disease. Trends Cell Biol 1998;8:447-53
  • Brown MS, Ye J, Rawson RB, Goldstein JL. Regulated intramembrane proteolysis: a control mechanism conserved from bacteria to humans. Cell 2000;18:391-8
  • Zhu L, Djaballah H, Li Y, Shelton CC. inventors, Sloan-Kettering Institute for Cancer Research, New York, USA, assignee. Coumarin-based compounds. WO075280; 2010

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.