Synthesis and biological evaluation of some novel 4H-benzopyran-4-one derivatives as nonsteroidal antiestrogens.
The preparation and characterization of some novel 2- and 3-substituted-7-methoxy-4H-1-benzopyran-4-one are presented. The synthesized compounds were evaluated for their uterotrophic, antiuterotrophic and antiimplantation activities in mature female albino rats. 3-Benzyl-7-methoxy-4H-1-benzopyran-4-one (14) showed the highest uterotrophic activity (87%) based on dry uterine weight gain. The antifertility activity, as assessed by the post-coital antiimplantation activity test, was of weak potency for most compounds (14-29%). Among the products, the 2-(4'-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one (19) exhibited the highest antiestrogenic activity of 65%. It also elicited 31% of the uterotrophic activity of estradiol.
Ismail
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KA
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Alexandria, Alexandria, Egypt. kadiga99@yahoo.com
Abd El Aziem
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D000818:Animals; D003271:Contraceptive Agents, Female / Q000138:chemical synthesis / Q000494:pharmacology; D004353:Drug Evaluation, Preclinical / Q000379:methods; D010064:Embryo Implantation / Q000187:drug effects; D020847:Estrogen Receptor Modulators / Q000138:chemical synthesis* / Q000494:pharmacology*; D005260:Female; D010052:Ovariectomy; D051381:Rats; D013329:Structure-Activity Relationship; D014599:Uterus / Q000187:drug effects
D003271:Contraceptive Agents, Female; D020847:Estrogen Receptor Modulators