Design and synthesis of an antitubercular compound, 24-ketoarguesterol

马婷; 徐长荣; 周向东

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Design and synthesis of an antitubercular compound, 24-ketoarguesterol

更新时间：2026-01-09

- Design and synthesis of an antitubercular compound, 24-ketoarguesterol
- Journal of Army Medical University Vol. 31, Issue 10, Pages: 902-905(2009)
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  CLC： R914.5;R978.3
- Published：2009
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马婷,徐长荣,周向东.抗结核化合物24-酮帕格甾醇的设计合成[J].陆军军医大学学报(原第三军医大学学报),2009,31(10):902-905.

　MA Ting,XU Chang-rong,ZHOU Xiang-dong.Design and synthesis of an antitubercular compound, 24-ketoarguesterol[J].J Amry Med Univ (J Third Mil Med Univ),2009,31(10):902-905.
马婷,徐长荣,周向东.抗结核化合物24-酮帕格甾醇的设计合成[J].陆军军医大学学报(原第三军医大学学报),2009,31(10):902-905. DOI：

　MA Ting,XU Chang-rong,ZHOU Xiang-dong.Design and synthesis of an antitubercular compound, 24-ketoarguesterol[J].J Amry Med Univ (J Third Mil Med Univ),2009,31(10):902-905. DOI：

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、

HNMR、

CNMR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。

Abstract

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-norcholanate 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 (

HNMR)

carbon magnetic resonance spectroscopy

(

CNMR) 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.

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