IMPROVED METHOD FOR PURIFICATION OF EPIDITHIODIOXOPIPERAZINES FROM FUNGAL EXTRACTS - PURIFICATION OF SPORIDESMIN-A

被引：6

作者：

MILES, CO ^{[1
]}

MUNDAY, SC ^{[1
]}

WILKINS, AL ^{[1
]}

机构：

[1] UNIV WAIKATO,DEPT CHEM,HAMILTON,NEW ZEALAND

来源：

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY | 1992年 / 40卷 / 12期

关键词：

D O I：

10.1021/jf00024a023

中图分类号：

S [农业科学];

学科分类号：

09 ;

摘要：

A simple and convenient method for purification of the epidithiodioxopiperazine mycotoxin sporidesmin A from crude extracts of Pithomyces chartarum has been developed. The method involves reduction of sporidesmin to the water-soluble dithiol using NaBH4, followed by removal of lipophilic contaminants by liquid-liquid partition. The dithiol is then oxidized back to the lipophilic sporidesmin A, which is then extracted, purified by flash chromatography, and crystallized from CHCl3 to give the pure material as the chloroform solvate in overall yields of 44-63 %. The method may be applicable to purification of other dithiodioxopiperazines by judicious choice of reducing and oxidizing agents. The published C-13 NMR assignments of some of the quaternary resonances of sporidesmin A are revised as a result of a series of one- and two-dimensional NMR experiments which allowed unambiguous assignment of the H-1 and C-13 resonances.

引用

页码：2458 / 2460

页数：3

共 12 条

[1]

Capozzi G., 1974, CHEM THIOL GROUP

[2] PEPTIDE COUPLING REACTIONS OF THE MYCOTOXIN SPORIDESMIN - SYNTHESIS OF SPORIDESMIN HEMISUCCINATES, X-RAY CRYSTAL-STRUCTURE OF SPORIDESMIN-A 11-HEMISUCCINATE, AND ITS COUPLING WITH N-ALPHA-TERT-BOC-L-LYSINE METHYL-ESTER [J].