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Rocaglamide的合成进展
引用本文:蔡小华,谢兵.Rocaglamide的合成进展[J].中国新药杂志,2012(2):151-155,174.
作者姓名:蔡小华  谢兵
作者单位:怀化医学高等专科学校药学系;贵州民族学院化学与环境科学学院
基金项目:国家自然科学基金(20962006)
摘    要:Rocaglamide是第一个从楝科米仔兰属植物分离得到的环戊烷并苯并呋喃类化合物,有很好的杀虫活性,也是一种极具潜力的抗癌治疗药物。rocaglamide复杂的化学结构和显著的生理活性使其成为极具吸引力的合成靶标。然而,由于环戊烷上有5个相邻的手性中心使得立体选择性合成rocaglamide仍然是具有挑战性的难题。过去几十年,仅有少数完成有关rocaglamide全合成的报道,显示出合成具有rocaglate结构天然产物的难度。本文从分子内环合反应和仿生环加成反应方面综述了rocaglamide的合成方法。

关 键 词:楝科植物  环戊烷并苯并呋喃  rocaglamide  抗肿瘤活性  合成

Advance on synthesis of rocaglamide
CAI Xiao-hua,XIE Bing.Advance on synthesis of rocaglamide[J].Chinese Journal of New Drugs,2012(2):151-155,174.
Authors:CAI Xiao-hua  XIE Bing
Affiliation:1 Department of Pharmacy,Huaihua Medical College,Huaihua 418000,China;2 College of Chemistry and Environmental Science,Guizhou University for Nationalites,Guiyang 550025,China)
Abstract:Rocaglamide,the first cyclopentab]benzofuran derivative from Aglaia elliptifolia,was found to exhibit considerably insecticidal activities and excellent potential as therapeutic candidates in cancer chemotherapy.Both the structural complexity of rocaglamide and its significant activity make it an attractive synthetic target.Stereoselective synthesis of the dense substitution pattern of these targets is a formidable synthetic challenge: the molecules bear five contiguous stereocenters and cis aryl groups on adjacent carbons.In past years of effort,only a handful of completed total syntheses have been reported,evidence of the difficulties associated with the synthesis of rocaglate natural products.This review summarized the progress in the synthesis of rocaglamide from intramolecular cyclizations and biomimetic cycloaddition reaction.
Keywords:meliaceae  cyclopenta[b]benzofuran  rocaglamide  anti-cancer activity  synthesis
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