SYNTHETIC ANTHRACYCLINES - REGIOSPECIFIC TOTAL SYNTHESIS OF A D-RING INDOLE ANALOG OF DAUNOMYCIN

被引：12

作者：

KITA, Y ^{[1
]}

KIRIHARA, M ^{[1
]}

SASHO, M ^{[1
]}

FUJII, Y ^{[1
]}

SEKIHACHI, J ^{[1
]}

OKUNAKA, R ^{[1
]}

TAMURA, Y ^{[1
]}

SHIMOOKA, K ^{[1
]}

机构：

[1] PFIZER PHARMACEUT INC LTD, CTR NEW PROD DEV, AICHI 47023, JAPAN

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1990年 / 38卷 / 03期

关键词：

antitumor agent; cycloaddition; D-ring indole analogue; daunomycin analogue; heteroanthracycline;

D O I：

10.1248/cpb.38.585

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The 4-methoxy-5-methylpyrano[4, 3-£]indole-1, 3(4H, 5H)-dione (9), prepared from methyl 3-methoxycarbony1-1-acetate (6), underwent a strong base-induced cycloaddition reaction with 2-chloro-6, 6-ethylenedioxy-5, 6, 7, 8-tetrahydro-1, 4-naphthoquinone (11) to give the tetrahydronaphtho[2, 3-b]carbazole-7, 12-dione (10), regioselectively. The cycloadduct (10) was successfully converted to a D-ring indole analogue of daunomycin (la). © 1990, The Pharmaceutical Society of Japan. All rights reserved.

引用

页码：585 / 589

页数：5

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