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
收藏
页码：585 / 589
页数：5
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