2-(反式-3-羟基-1-辛烯基)-3-吲哚庚酸的合成及类前列腺素活性

Synthesis and prostaglandin-like activity of 2-(trans-3-hydroxy-1-octenyl)-3-indoleheptanoic acid.

作者信息

Barco A, Benetti S, Pollini G P, Baraldi P G, Guarneri M, Simoni D, Vicentini C B, Borasio P G, Capuzzo A

出版信息

J Med Chem. 1978 Sep;21(9):988-90. doi: 10.1021/jm00207a027.

Abstract

The synthesis of 2-(trans-3-hydroxy-1-octenyl)-3-indoleheptanoic acid (1) is described. The title compound appeared to show a weak prostaglandin-like activity in two different systems. It contracted rat stomach fundus strips and guinea-pig ileum preparations only at concentrations about 10(3)- and 10(2)-fold higher, respectively, than PGE1. Moreover, it stimulated adenylate cyclase from rat liver plasma membrane, but the relative potency was 4--5 X 10(2)-fold lower than the natural compound. The title compound showed also a certain degree of PGE1 antagonism.

摘要

描述了2-(反式-3-羟基-1-辛烯基)-3-吲哚庚酸(1)的合成。该标题化合物在两种不同体系中似乎显示出较弱的类前列腺素活性。它使大鼠胃底条收缩和豚鼠回肠制剂收缩，但其浓度分别比PGE1高约10³倍和10²倍。此外，它刺激大鼠肝质膜腺苷酸环化酶，但相对效力比天然化合物低4-5×10²倍。该标题化合物还表现出一定程度的PGE1拮抗作用。