NEW VARIANTS IN THE TOTAL SYNTHESIS OF 14-BETA-HYDROXY-17-ALPHA,R-8-ALPHA,9-BETA-ESTRADIOL DERIVATIVES

被引：0

作者：

KARAMYAN, SK ^{[1
]}

ANANCHENKO, SN ^{[1
]}

DZHAFAROV, MK ^{[1
]}

机构：

[1] MM SHEMYAKIN INST BIOORGAN CHEM,MOSCOW 117871,RUSSIA

来源：

RUSSIAN CHEMICAL BULLETIN | 1993年 / 42卷 / 01期

关键词：

TOTAL SYNTHESIS; ESTRADIOL DERIVATIVES; PHOTOSENSITIZED OXIDATION; BUILDING OF 17-SIDE CHAIN; GRIGNARD REACTION;

D O I：

10.1007/BF00700007

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Two procedures were developed for the synthesis of 17alpha-alkyl-8alpha,9beta-estra-1,3,5(10)-triene-3,14beta,17beta-triols from 3-methoxy-estra-1,3,5(10),8(9),14(15)-pentaene-17-one (1) using photosensitized oxidation by atmospheric oxygen or ionic hydrogenation in the presence of oxygen. It was shown that 17alpha-hexynyl-8alpha,9beta-estra-1,3,5(10)-triene-3,14beta,17beta-triol (23) and its 3-methoxy derivative (26) inhibit K+,Na+-ATPase, with inhibition degree increasing on introduction of an oxygen-containing substituent into position 17. For the first time steroids were found with alpha2-adrenoblocking action.

引用

页码：189 / 193

页数：5

共 12 条

[1] METABOLITES OF BIRDS NEST FUNGI .6. SYNTHESIS OF (+/-)-CYBULLOL AND A NEW SYNTHESIS OF (+/-)-GEOSMIN [J].