DIMERIC MURRAYAFOLINE-A, A POTENTIAL BIS-CARBAZOLE ALKALOID - BIOMIMETIC SYNTHESIS, ATROPOISOMER SEPARATION, AND ANTIMALARIAL ACTIVITY

被引：42

作者：

BRINGMANN, G ^{[1
]}

LEDERMANN, A ^{[1
]}

FRANCOIS, G ^{[1
]}

机构：

[1] INST TROP GENEESKUNDE,PROTOZOOL LAB,B-2000 ANTWERP,BELGIUM

来源：

HETEROCYCLES | 1995年 / 40卷 / 01期

关键词：

D O I：

10.3987/COM-94-S30

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first total synthesis of a (potential) dimeric carbazole alkaloid is described. After an improved preparation of the monomeric building block, ''biomimetic dimerization'' by oxidative phenolic coupling was best achieved with di-terf-butyl peroxide in chlorobenzene, leading to a highly selective formation of the 2,2'-coupled ''dimer'', the parent framework of several naturally occurring dimeric carbazole alkaloids. For the atropo-enantiomer analysis, a chromatographic procedure on a chiral phase was developed. Both the mono- and the dimeric phenolic carbazoles displayed in vitro antimalarial activity against Plasmodium falciparum.

引用

页码：293 / 300

页数：8

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