ORF 9371类似物的合成及其抗生育活性筛选

Synthesis and Biological Evaluation of ORF 9371 and Its Derivatives

以醋酸去氢表雄酮及表雄酮为原料,合成了ORF 9371的3位酮肟衍生物及17位羟基,5α双氢ORF 9371的酮肟衍生物共16个。经过SD大白鼠抗着床、抗旱孕筛选,发现5α双氢ORF9371的活性较其母体ORF 9371强1倍,酮肟衍生物的活性不增强。

17β-acetoxyl-17α-pregn-4-en-20-yn-3-one oxime (ORF 9371) and its hydrogenated derivative (5α-dihydro ORF 9371) were synthesized by addition of acetylene to dehydro-epiandrosterone and epiandrosterone respectively,Oppenauer Oxidation gave 3-keto compounds which then reacted on hydroxylamine to give oximes.The oxime derivatives were prepared by action of various acid anhydrides on ORF 9371 or 5α-dihydro ORF 9371.16 compounds (including ORF 9371) were prepared and submitted to bioassay for evaluating their anti-implantation and termination of early pregnancy action.The activity of 5α-dihydro ORF 9371(5mg/kg in rat) was greater than that of ORF 9371 (10 rag/kg),whereas that of oxime derivatives proved to be in the same order as their parent compounds.