雄甾-3β,5α,6β-三醇衍生物的合成与抗癌活性

发布时间：2018-02-03 01:15

本文关键词： β α β-三羟基雄甾-β-衍生物 -二甲基胆-β α β -四醇合成抗癌活性 MTT活细胞染色法　出处：《中国新药杂志》2017年04期 　论文类型：期刊论文

【摘要】：目的:合成3β,5α,6β-三羟基雄甾-17β-衍生物并考察其体外抗癌活性,探讨17β-侧链对抗癌活性的影响。方法:以孕烯醇酮为原料经乙酰化、溴仿反应、甲酯化、过氧化氢氧化、水解、再分别进行乙酯化和丁酯化等步骤合成了4个目标化合物;以孕烯醇酮、醋酸去氢表雄酮和薯蓣皂素为原料经过氧化氢氧化等步骤合成了3个目标化合物;3β,5α,6β-三羟基孕甾-20-酮经格式反应等步骤合成2个目标化合物。采用MTT活细胞染色法,对目标化合物进行BEL-7402人肝癌细胞体外增殖抑制实验。结果:合成了9个目标化合物并经元素分析、IR和~1HNMR确证了结构。结论:L7,L11和L12对BEL-7402人肝癌细胞有一定的抗癌活性,L12抗癌活性最好。
[Abstract]:Objective: to synthesize 3 尾 -5 伪 -trihydroxyandroster-17 尾 -derivative and to investigate its anticancer activity in vitro. The effects of 17 尾-side chain on anticancer activity were investigated. Methods: the reaction of acetylation, bromoform reaction, methyl esterification, oxidation of hydrogen peroxide and hydrolysis of pregnenolone were carried out. Four target compounds were synthesized by ethyl esterification and butyl esterification respectively. Three target compounds were synthesized by hydrogen peroxide oxidation from pregnenolone, dehydroepiandrosterone acetate and diosgenin. Two target compounds were synthesized from 3 尾 -5 伪 -trihydroxy-6 尾 -trihydroxypregnane-20-one by formalization reaction. MTT living cell staining method was used for the synthesis of two target compounds. Results: nine target compounds were synthesized and analyzed by elemental analysis. Conclusion the structure of BEL-7402 human hepatoma cells was confirmed by IR and 1H NMR. Conclusion: 1) L7, L11 and L12 have the best anticancer activity against BEL-7402 human hepatoma cells.
【作者单位】：沈阳化工大学制药与生物工程学院;江苏豪森药业股份有限公司;
【分类号】：R914;R96
【正文快照】： 甾体广泛存在于生物体尤其是海洋生物中,如孙见凡等[1]从海绵Halichondria sp.中分离得到胆甾-3β,5α,6β-三醇等9个氧代固醇类化合物;Wang等[2]从柳珊瑚Menella kanisa中得到胆甾-3β,5α,6β-三醇、麦角甾-3β,5α,6β-三醇等27个氧代固醇类化合物,它们对人肺癌A549和人膀

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