C-去甲-D-高甾烷甾体生物碱ABC环的合成:环巴胺的全合成研究(英文)  

Synthesis of A B C-ring subunit of C-nor-D-homo-steroidal alkaloids: towards the total synthesis of cyclopamine

作　　者：张学丽[1,2] 廖雨琦[1,2] 蔡鹏俊[1,2] 姚和权[2] 孔令义[2] 孙宏斌[1,2] 

机构地区：[1]中国药科大学新药研究中心,210009 [2]中国药科大学"天然药物活性组分与药效"国家重点实验室,210009

出　　处：《中国天然药物》2013年第3期277-283,共7页

基　　金：financially supported by the"111 Project"from the Ministry of Education of China and the State Administration of Foreign Expert Affairs of China(No.111-2-07);the program for Changjiang Scholars and Innovative Research Team in University(No.IRT1193);the program for research innovation to postgraduates of Jiangsu Province(No.02705181)~~

摘　　要：本研究工作建立了一种合成环巴胺ABC环的有效方法。该方法的亮点在于扁桃酸缩醛介导的稠环酮(±)-4的拆分及IBX-介导的化合物12的多位点同步氧化。所建立的光学纯关键中间体(+)-4和2的简便合成方法为进一步合成具有生物活性的各种C-去甲-D-高甾烷甾体生物碱(如环巴胺)提供了可行性。A practical approach to the synthesis of the A, B and C-ring subunit of cyclopamine has been developed. This synthetic tactic highlights the utility of mandelate acetal-mediated resolution of the fused ring ketone （±）-4 and IBX-mediated oxidation cascades from 12 to 9. The availability of advanced intermediates from enantiomerically pure （＋）-4 and 2 could provide efficient access to bio- logically active and structurally diverse C-nor-D-homo-steroidal alkaloids such as cyclopamine.

关 键 词：C-去甲-D-高甾烷甾体生物碱 环巴胺 合成 

分 类 号：R284.3[医药卫生—中药学]