醋炔诺酮肟顺、反式异构体的分离、鉴别与其抗生育活性的比较  

STUDIES ON THE SEPARATION AND IDENTIFICATION OF ANTI-AND SYN-ISOMERS OF NORETHISTERONE ACETATE OXIME AND COMPARISON OF THEIR ANTIFERTILITY ACTIVITY

作　　者：沈文照 韩锦文[1] 林毓颖 石其贤[1] 张寅恭[1] 林芳[1] 朱家惠 沈正荣[1] 陶倩萍 锺翠玲 

机构地区：[1]浙江省医学科学院计划生育研究所

出　　处：《生殖与避孕》1989年第1期46-51,共6页Reproduction and Contraception

摘　　要：醋炔诺酮肟通过LFZ—1型旋转薄层仪分离,吸附剂采用硅胶GF_(254),以石油醚:醋酸乙酯(7:3)为溶剂系统,分别得到顺、反式异构体,重结晶后得纯品,测得其各理化参数。从H-NMR图谱分析,顺、反异构体特征吸收峰分别为δ6.54与δ5.84。醋炔诺酮肟在干燥条件下贮藏,或经C_0^(60)2.5×10~4Gy辐照,其中顺、反异构体比例不变。醋炔诺酮肟、顺、反异构体三者配成不同浓度混悬剂,经皮下注射后,比较其抑制Wistar大鼠动情周期天数,实验结果表明,小剂量时三者无区别;剂量8mg/只时,混合体与顺式异构体分别为45.7±2.6天与34.2±6.9天;16mg/时顺式为46.0±2.6天,反式为39.0±4.0天(P<0.01)。抗着床实验结果,顺式、混合体、反式的ED_(50)分别为0.53(0.40～0.64)、0.75(0.69～0.87)与0.97(0.73～1.16)Norethisterone Acetate Oxime (NAO) was separated into syn- and anti-isomers by rotable TLC, with silica gel GF254 as absorkent and a mixture solvent of petroleum ether and ethyl acetate (7:3) as solvent. Their physicochemical parameters were determined as well. It was seen that on the H-NMR spectra the vinyl proton of the anti-isomer is relatively shielded by the OH-proton and resonated at higher filed (δ5.84) than the synisomer did (δ6.54). Moreover, it was found the ratio of syn- and anti- isomers of NAOwas kept constant when the samples were exposed to 2.5×10~4Gy Co^(60) irradiation source.We studied the biological activities of the above chemicals in suspension. The duration of estrus suppression of syn- and anti-isomers were 46.0±2.6 and 39.0±4.0 days(P<0.01) respectively at the dose of 16 mg per rat. The anti-implantation effect of NAO, syn- and anti- ismoers are effective, with their ED_(50) relatively at 0.78 (0.69～0.87), 0.53 (0.42～0.64) and 0.95 (0.73～1.16) mg/kg.

关 键 词：醋炔诺酮肟 抗生育活性 

分 类 号：R979.21[医药卫生—药品]