BIOMIMETIC TRANSFORMATIONS OF PARTHENOLIDE

被引：49

作者：

CASTANEDAACOSTA, J

FISCHER, NH

VARGAS, D

机构：

[1] LOUISIANA STATE UNIV,DEPT CHEM,BATON ROUGE,LA 70803

[2] LOUISIANA STATE UNIV,COLL BASIC SCI,BATON ROUGE,LA 70803

来源：

JOURNAL OF NATURAL PRODUCTS | 1993年 / 56卷 / 01期

关键词：

D O I：

10.1021/np50091a013

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

An investigation of BF3-mediated rearrangements of parthenolide [1] provided micheliolide [5] as a major produCt. Minor reaction products included 10 (14)-dehydro-5alpha-hydroxy-trans-guaianolide [2), 9, 10-dehydro-5alpha-hydroxy-trans-guaianolide [3], the xanthanolide 2-desoxy-6-epi-parthemollin [4], 1,2-dehydro-4alpha-hydroxyguaianolide [6], 11,13-dehydrocompressanolide [7], and bicyclo[6-2.0]dec-10(14)-en-12,6-olide [8]. Their mechanisms of formation were interpreted as rearrangements involving carbocation intermediates.

引用

页码：90 / 98

页数：9

共 26 条

[1] PARTHENOLIDE CONTENT OF FEVERFEW (TANACETUM-PARTHENIUM)ASSESSED BY HPLC AND H-1-NMR SPECTROSCOPY [J].