抗结核化合物24-酮帕格甾醇的设计合成  

Design and synthesis of an antitubercular compound,24-ketoarguesterol

作　　者：马婷[1] 徐长荣[1] 周向东[1] 

机构地区：[1]第三军医大学医学检验系暨药学院药物化学教研室,重庆400038

出　　处：《第三军医大学学报》2009年第10期902-905,共4页Journal of Third Military Medical University

基　　金：重庆市自然科学基金(2007BB5053)~~

摘　　要：目的设计合成新型抗结核化合物24-酮帕格甾醇。方法以猪去氧胆酸为原料,3β-叔丁基二甲基硅基-5β-羟基-6β-二甲氧基甲基-24-酮-B-失碳胆甾烷为关键中间体,经甲酯化、格氏异丙基化、去保护等8步化学反应合成目标化合物,其中异丙基化为关键步骤。结果以42%的总收率合成了目标化合物,其结构为MS、1HNMR、13CNMR和IR所证实。结论所设计的路线经济合理,收率高,高效合成了目标化合物。Objective To design and synthesize an antitubercular compound, 24-ketoarguesterol. Methods The target compound was synthesized via 8 steps, including methyl esterification, grignard isopropylation, deportation, etc. , using hyodeoxycholic acid as the starting material. 3β-tert-butyldimethylsilyoxyl-5β-hydroxyl-6β-di-me-thoxylmethyl-24-keto-B-noreholanate was the key intermediate and grignard isopropylation as the key step. Results The target compound was synthesized in a total yield of 42% and identified by mass spectrometry （MS）, proton magnetic resonance spectroscopy （^1HNMR）, carbon magnetic resonance spectroscopy, （^13CNMR） and infrared spectroscopy （IR）- Conclusion The synthetic route is characterized by atomic economy and high efficiency and laid the foundation for development of novel antituberculous drugs.

关 键 词：猪去氧胆酸 24-酮帕格甾醇 异丙基化 抗结核药物 

分 类 号：R914.5[医药卫生—药物化学] R978.3[医药卫生—药学]