Synthesis, structure, toxicological and pharmacological investigations of 4-hydroxycoumarin derivatives

European Journal of Medicinal Chemistry
Ilia ManolovNicolay Danchev

Abstract

Twenty 4-hydroxycoumarin derivatives were synthesized. Five of them are described for the first time. The X-ray crystal structure analysis of 3,3'-(2,3,4-trimethoxyphenylmethylene)bis-(4-hydroxy-2H-1-benzopyran-2-one) (7) and 3,3'-(3,5-dimethoxy-4-hydroxyphenylmethylene)bis-(4-hydroxy-2H-1-benzopyran-2-one) (9) confirmed the structure of these compounds. A comparative pharmacological study of the anticoagulant effect with respect to Warfarin showed that the synthesized compounds have different anticoagulant activities. The most prospective compound is 3,3'-(4-chlorophenylmethylene)bis-(4-hydroxy-2H-1-benzopyran-2-one) (12) with low toxicity, very good index of absorption and dose dependent anticoagulant activity.

References

Apr 1, 1974·Archiv der Pharmazie·F Eiden, W Luft
Jan 1, 1967·Journal of Medicinal Chemistry·R B AroraB R Sharma
Jun 1, 1969·Tetrahedron·D W Hutchinson, J A Tomlinson
Jan 1, 1969·Clinical Pharmacology and Therapeutics·R NagashimaG Levy
May 10, 1996·Journal of Medicinal Chemistry·S WangW G Rice
Apr 1, 1996·Clinical Pharmacokinetics·G Palareti, C Legnani
Jan 17, 1997·Journal of Medicinal Chemistry·H ZhaoT R Burke
Mar 14, 1997·Journal of Medicinal Chemistry·H HongG W Milne
Feb 12, 2000·Journal of Medicinal Chemistry·E PerolaY P Pang
Jun 8, 2000·Journal of Medicinal Chemistry·H A CarlsonJ A McCammon
Feb 15, 2002·Bioorganic & Medicinal Chemistry Letters·Renate GriffithPaul A Keller
Nov 5, 2002·Bioorganic & Medicinal Chemistry·Hongbin Yuan, Abby L Parrill
Jan 25, 2003·Journal of Molecular Graphics & Modelling·Paul A KellerRenate Griffith
Mar 31, 2004·Bioorganic & Medicinal Chemistry·Khalid Mohammed KhanShahnaz Perveen
Jul 10, 2004·Trends in Molecular Medicine·Reidar Wallin, Susan M Hutson
Nov 24, 2004·Journal of Enzyme Inhibition and Medicinal Chemistry·Khalid M KhanClaudiu T Supuran
Jan 27, 2005·Journal of Molecular Graphics & Modelling·Hongbin Yuan, Abby Parrill

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Citations

Sep 24, 2015·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jing LiMing-Kai Li
May 29, 2015·Pharmaceutical Biology·Ramin MiriOmidreza Firuzi
Jul 11, 2012·Journal of Biochemical and Molecular Toxicology·Sanja MatićVladimir Mihailović
Sep 22, 2012·Biochimie·Kateřina MacákováLuciano Saso
Jan 26, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Antigoni KotaliDimitra J Hadjipavlou-Litina
Aug 15, 2009·European Journal of Mass Spectrometry·Juri TimonenPirjo Vaomoptalo
Nov 9, 2018·World Journal of Microbiology & Biotechnology·Tapas DasUtpal Ch De
Jan 11, 2011·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Valentina StefanouJohn Markopoulos
Mar 21, 2020·Organic & Biomolecular Chemistry·Chandra Sekhar TekuriMahendra Nath
Jun 21, 2014·Organic & Biomolecular Chemistry·Jing LiXiao-Xing Luo
Oct 7, 2017·Journal of Chromatographic Science·Aicha KraimiHassan Y Aboul-Enein
May 17, 2018·Acta Crystallographica. Section E, Crystallographic Communications·Muhammad IkramCarola Schulzke
Dec 6, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Cyprian M ChunkangTakashiro Akitsu
Aug 6, 2021·Fitoterapia·Leilei GaoDong Liu
Dec 3, 2021·Organic & Biomolecular Chemistry·Manashi SarmahPranjal Gogoi

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