摘 要:天然產物Maoecrystal V是云南昆明植物所的孫漢董院士研究小組從香茶菜屬植物疏花毛萼香茶菜中分離得到的二萜化合物,它具有獨特的五環骨架,含有6個手性中心,其中包括4個連續手性中心,3個全碳季碳中心。天然產物Maoecrystal V具有重要的生理活性,體外實驗表明它對HeLa細胞系有顯著的選擇性抑制作用。由于其復雜的結構和重要的生物活性,在全世界范圍內有多個著名有機合成研究小組開展了對Maoecrystal V的全合成研究。該研究于2010年完成了對該天然產物的首次全合成。 該論文對Maoecrystal V全合成的研究工作主要包括以下兩個方面:(1)以Wessely氧化去芳構化和分子內Diels-Alder反應為關鍵反應構建了Maoecrystal V的四環結構模型;(2)在模型研究的基礎上,嘗試了多種合成策略,最終完成了天然產物Maoecrystal V的首次全合成研究。
關鍵詞:疏花毛萼香茶菜 Maoecrystal V 天然產物 全合成
Abstract:Maoecrystal V is a novel diterpenoid which was isolated from the leaves of a Chinese medicinal herb called Isodon eriocalyx by Sun and co-workers. It has noval pentacyclic ring system and six chiral centers, including 4 continuous chiral centers,3 allcarbon quaternary centers. It shows potent selective inhibitory activity against HeLa cells. Because of the complexity of the structure and importance of its bio-acitivity, many synthetic groups carry out the total synthesis toward maoecrystal V. The first total synthesis was completed by our group in 2010. Our synthetic study towards this natural product mainly focuses on two aspects:(1)Using Wessly oxidative dearomatization and intramolecular Diels-Alder to construct the tetracyclic model system of Maoecrystal V;(2)Based on the model study, we accomplished the first total synthesis of natural product Maoecrystal V.
Key Words:Isodon eriocalyx; Maoecrystal V; Nature product; Total synthesis
閱讀全文鏈接(需實名注冊):http://www.nstrs.cn/xiangxiBG.aspx?id=49006flag=1