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Erythrocentaurin, Biosynthesis Postulation and Biomimetic Synthesis
作者姓名:LEI  Jun  YUAN  Xiang-Hui  LIU  Zhu-Lan  LIU  Jian-Li
作者单位:LEI,Jun(Department of Chinese Material Medica, Northwest University, Xi'an 710069)  YUAN,Xiang-Hui(Department of Chinese Material Medica, Northwest University, Xi'an 710069)  LIU,Zhu-Lan(Department of Chinese Material Medica, Northwest University, Xi'an 710069)  LIU,Jian-Li(Department of Chinese Material Medica, Northwest University, Xi'an 710069)
摘    要:Erythrocentaurin is a relatively simple nature product isolated from the root of Gentiana macrophylla Pall.1] The co-existed of gentiopicroside from the same species led to speculation that erythrocentaurin is a biosynthesis product of gentiopicroside. The transformation of secologanin to carbocyclic aglycone under biomimetic condition has already known (Scheme 1).2,3] The postulated biosynthesis pathway of erythrocentaurin may be in the same way. In the process the cyclic hemiacetal of the aglycone opened to the dialdehyde which then undergoes a vinylogous aldol reaction, and then dehydroxylation and double bond migration to the title compound (Scheme 2).


Erythrocentaurin, Biosynthesis Postulation and Biomimetic Synthesis
LEI,Jun,YUAN,Xiang-Hui,LIU,Zhu-Lan,LIU,Jian-Li.Erythrocentaurin, Biosynthesis Postulation and Biomimetic Synthesis[J].Chinese Journal of Organic Chemistry,2004,24(Z1):300-301.
Authors:LEI  Jun  YUAN  Xiang-Hui  LIU  Zhu-Lan  LIU  Jian-Li
Abstract:Erythrocentaurin is a relatively simple nature product isolated from the root of Gentiana macrophylla Pall.1] The co-existed of gentiopicroside from the same species led to speculation that erythrocentaurin is a biosynthesis product of gentiopicroside. The transformation of secologanin to carbocyclic aglycone under biomimetic condition has already known (Scheme 1).2,3] The postulated biosynthesis pathway of erythrocentaurin may be in the same way. In the process the cyclic hemiacetal of the aglycone opened to the dialdehyde which then undergoes a vinylogous aldol reaction, and then dehydroxylation and double bond migration to the title compound (Scheme 2).
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