3,5-甾二烯化合物的合成及抗早孕活性  

SYNTHESIS OF GONA-3,5-DIENES AND STUDIES ON THEIR ACTIVITY FOR INTERRUPTION OF EARLY PREGNANCY

作　　者：朱莉亚[1] 林紫云[1] 韩广甸[1] 

机构地区：[1]中国医学科学院药物研究所,北京100050

出　　处：《药学学报》1993年第5期347-351,共5页Acta Pharmaceutica Sinica

摘　　要：以18-甲基-17β-羟基-17α-乙炔基-雌甾-4-烯-3-酮（18-甲基炔诺酮）,17β-羟基-17α-乙缺基-雌甾-4-烯-3-酮（炔诺酮）,17β-羟基-17α-乙炔基-雄甾-4-烯-3-酮（妊娠素）和17a-羟基孕甾-4-烯-3,20二酮（17α-羟基黄体酮）为原料,经NaBH,还原、脱水、双键转位和酯化等反应合成一系列3,5-甾二烯化合物,用¹HNMR和MS证明了它们的结构。动物筛选结果表明,17β-丙酰氧基-17α-乙炔基-雌甾-3,5-二烯(IV<sub>b2_</sub>有明显的抗早孕活性。中断早期妊娠的作用似与其雌激素活性有关。A series of gona-3,5-dienes were synthesized from norgestrel, norethisterone 17α-hydroxyprogesterone and ethisterone via reduction of α,β-unsaturated 3-ketones to allylic alcohols and dehydration with concomitant migration of the double bond. The structures of these gona-3,5-dienes were verified by MS and ~1H-NMR spectral data. Pharmacological results showed that compound IV_(b2) in this series gave rise to significant interruption of early pregnancy in mice. The mechanism of the early pregnancy terminating effect of this compound was discussed.

关 键 词：甲基炔诺酮 黄体酮 抗早孕 

分 类 号：R979.21[医药卫生—药品]