Synthesis and anticoagulant activities of substituted 2,4-diketochromans, biscoumarins, and chromanocoumarins

Archiv der Pharmazie
Ilia ManolovNicolay D Danchev

Abstract

Different substituted 2,4-diketochromans, biscoumarins, and chromanocoumarins are the final products when 4-hydroxycoumarin and aromatic aldehydes containing hydroxyl group in o-, m,- or p-position condense in boiling ethanol. We synthesized 14 compounds. Three of them are described for the first time. The X-ray crystal structure analysis of 3-[6-oxo-(6H, 7H)-benzopyrano[4,3-b]benzopyran-7-yl]-4-hydroxy-2H-1-benzopyran-2-one 1 confirmed the structure of this compound. Acute toxicity studies of the compounds were performed on mice by oral and intraperitoneal administration. A comparative pharmacological study of the in vivo anticoagulant effect of the derivatives with respect to warfarin showed that the synthesized compounds have different anticoagulant activities. The most prospective compounds are 3-(3'-hydroxybenzylidene)-2,4-diketochroman 4 and 3,3'-(2-pyridylmethylene)-bis-4-hydroxy-2H-1-benzopyran-2-one 11 with low toxicity and dose-dependent anticoagulant activity in vivo.

References

Jan 1, 1967·Journal of Medicinal Chemistry·R B AroraB R Sharma
Apr 1, 1996·Clinical Pharmacokinetics·G Palareti, C Legnani
Jan 17, 1997·Journal of Medicinal Chemistry·H ZhaoT R Burke
Mar 12, 2002·Bioorganic & Medicinal Chemistry·Mahindra T Makhija, Vithal M Kulkarni
May 7, 2002·Journal of Computer-aided Molecular Design·M T Makhija, V M Kulkarni
Nov 5, 2002·Bioorganic & Medicinal Chemistry·Hongbin Yuan, Abby L Parrill
May 23, 2003·Archiv der Pharmazie·Ilia Manolov, Nicolay D Danchev
Jan 1, 1955·Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft·J KLOSA
May 18, 1961·Journal of Medicinal and Pharmaceutical Chemistry·M GUMINSKA, M ECKSTEIN
Mar 10, 2004·Bioorganic & Medicinal Chemistry Letters·Gabriela Iurcu MustataJames M Briggs
Jul 10, 2004·Trends in Molecular Medicine·Reidar Wallin, Susan M Hutson
Sep 1, 2004·European Journal of Medicinal Chemistry·Irena KostovaGeorgi Momekov
Nov 24, 2004·Journal of Enzyme Inhibition and Medicinal Chemistry·Khalid M KhanClaudiu T Supuran
Jun 1, 2005·European Journal of Medicinal Chemistry·Irena KostovaMargarita Karaivanova

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Citations

Apr 2, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Maha S AlmutairiMohamed I Attia
Oct 31, 2012·The Journal of Physical Chemistry. a·Carlo Maria CarbonaroMichela Cubeddu

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