一些新型4H-苯并吡喃-4-酮衍生物作为非甾体抗雌激素的合成及生物学评价

Synthesis and biological evaluation of some novel 4H-benzopyran-4-one derivatives as nonsteroidal antiestrogens.

作者信息

Ismail K A, Abd El Aziem T

机构信息

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Alexandria, Alexandria, Egypt.

出版信息

Eur J Med Chem. 2001 Mar;36(3):243-53. doi: 10.1016/s0223-5234(01)01218-1.

DOI:10.1016/s0223-5234(01)01218-1

PMID:11337103

Abstract

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.

摘要

介绍了一些新型2-和3-取代-7-甲氧基-4H-1-苯并吡喃-4-酮的制备和表征。对合成的化合物在成熟雌性白化大鼠中进行了子宫营养、抗子宫营养和抗着床活性评估。基于子宫干重增加，3-苄基-7-甲氧基-4H-1-苯并吡喃-4-酮（14）表现出最高的子宫营养活性（87%）。通过性交后抗着床活性试验评估，大多数化合物的抗生育活性较弱（14 - 29%）。在这些产物中，2-（4'-甲氧基苯基）-7-甲氧基-4H-1-苯并吡喃-4-酮（19）表现出最高的抗雌激素活性，为65%。它还引发了雌二醇31%的子宫营养活性。