SYNTHETIC STUDIES ON DUOCARMYCIN .1. TOTAL SYNTHESIS OF DL-DUOCARMYCIN-A AND ITS 2-EPIMER

被引：52

作者：

FUKUDA, Y ^{[1
]}

ITOH, Y ^{[1
]}

NAKATANI, K ^{[1
]}

TERASHIMA, S ^{[1
]}

机构：

[1] SAGAMI CHEM RES CTR,SAGAMIHARA,KANAGAWA 229,JAPAN

来源：

TETRAHEDRON | 1994年 / 50卷 / 09期

关键词：

DL-DUOCARMYCIN A; DL-2-EPI-DUOCARMYCIN A; TOTAL SYNTHESIS; ANTITUMOR ANTIBIOTIC; CYTOTOXICITY;

D O I：

10.1016/S0040-4020(01)86993-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The title synthesis was first achieved by employing novel methoxycarbonylation of the C-4-position of the 5-aminoindoline by way of the isatin and subsequent Dieckmann cyclization to the methyl 2-methylindoxyl-2- carboxylate as key steps. In vitro cytotoxicity assay against P388 murine leukemia obviously disclosed that cytotoxicities of the synthesized compounds are comparable and almost half of that of natural (+)-duocarmycin A.

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页码：2793 / 2808

页数：16

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