SYNTHESIS AND ANTIAGGREGATOR ACTIVITY OF SOME NEW DERIVATIVES OF 4H-1-BENZOPYRAN-4-ONE

GÖKER A. H., AYHAN G., TUNCBILEK M., ERTAN R., LEONCINI G., GARZOGLIO R., ...More

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, vol.30, no.7-8, pp.561-567, 1995 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 30 Issue: 7-8
  • Publication Date: 1995
  • Doi Number: 10.1016/0223-5234(96)88270-5
  • Journal Name: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Page Numbers: pp.561-567
  • Keywords: 4H-1-BENZOPYRAN-4-ONE, BENZODIOXANE, BENZIMIDAZOLE, HUMAN PLATELET, AGGREGATION, BENZIMIDAZOLES
  • Ankara University Affiliated: Yes

Abstract

A series of 2-[2-alkyl-1H-benzimidazol-5(6)-yl]-4H-1 analogues 7a-7e was synthesized by the reaction with 3',4'-diaminoflavone and aliphatic carboxylic acids. 3',4'-Diaminoflavone 6 was prepared via the reduction of 2-(4-amino-3-nitrophenyl)-4H-1-benzopyran-4-one 5a. The compounds 7a-e and 14a-f were tested in vitro for their inhibitory activities against human platelet aggregation induced by collagen, ADP and A23187. The compound with a COOR group as a side chain, 2-(2-alkyloxycarbonyl-2,3-dihydro-1,4-benzodioxin-6-yl)-4H-1-benzopyran-4-one 14a-f, has potent activity, and so compound 13 was also prepared as an analogue of series 14 and tested for its antiaggregator activity.