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阿皮斯多帕玛吲哚生物碱戈尼米汀的合成进展与策略。

Advances and Strategies towards Synthesis of Aspidosperma Indole Alkaloids Goniomitine.

机构信息

School of Chemistry and Environmental Sciences, Shangrao Normal University, 334001, Shangrao, P. R. China.

出版信息

Chem Biodivers. 2024 Jun;21(6):e202400416. doi: 10.1002/cbdv.202400416. Epub 2024 May 1.

Abstract

Goniomitine is of the aspidosperma alkaloid family, with an angularly fused tetracyclic skeleton housing an all-carbon quaternary carbon chiral center alongside an aminal functional group. This natural product has garnered attention as a synthetic target due to its intriguing molecular architecture and anti-proliferative activity in recent years. Following the first synthesis of (-)-goniomitine by Takano in 1991, synthetic chemists have developed various methods. This review provides an overview of the methodologies used in the synthesis of goniomitine in racemic and enantiopure forms via divergent construction indole framework, indole functionalization, and the integrated oxidation/reduction/cyclization (iORC) sequence from 1991 to 2023.

摘要

钩藤碱属于阿朴菲生物碱家族,具有角并四环骨架,其中包含全碳季碳手性中心和亚胺官能团。近年来,由于其独特的分子结构和抗增殖活性,这种天然产物作为一个合成目标引起了人们的关注。继 1991 年 Takano 首次合成(-)-钩藤碱后,合成化学家已经开发了各种方法。本文综述了 1991 年至 2023 年通过发散构建吲哚骨架、吲哚官能化以及集成氧化/还原/环化(iORC)序列,以外消旋和对映纯形式合成钩藤碱的方法。

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