The novel cyclopropapyrroloindole(CPI) bisalkylators bearing methoxycarbonyl and trifluoromethyl groups

被引:10
作者
Fukuda, Y [1 ]
Furuta, H
Kusama, Y
Ebisu, H
Oomori, Y
Terashima, S
机构
[1] Kyorin Pharmaceut Co Ltd, Cent Res Labs, Nogi, Tochigi 3290114, Japan
[2] Sagami Chem Res Ctr, Sagamihara, Kanagawa 2290012, Japan
关键词
D O I
10.1016/S0960-894X(98)00235-2
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The novel 3-methoxycarbonyl-2-trifluoromethylcyclopropapyrroloindole (MCTFCPI) bisalkylators were synthesized and their antitumor activity was evaluated. Among these derivatives, 7f in which two MCTFCPI moieties are connected with a 5,5'-bis(2-carbonyl-1 H-indole) group, was found to exhibit more prominent cytotoxicity and antitumor activity than U-77,779 (bizelesin) (2). (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1387 / 1390
页数:4
相关论文
共 15 条
[1]   SYNTHESIS OF 3-ARYLPYRROLES AND 3-PYRROLYLACETYLENES BY PALLADIUM-CATALYZED COUPLING REACTIONS [J].
ALVAREZ, A ;
GUZMAN, A ;
RUIZ, A ;
VELARDE, E ;
MUCHOWSKI, JM .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (06) :1653-1656
[2]   A NOVEL PROPERTY OF DUOCARMYCIN AND ITS ANALOGS FOR COVALENT REACTION WITH DNA [J].
ASAI, A ;
NAGAMURA, S ;
SAITO, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (10) :4171-4177
[3]  
CHESHMARITASHVILI MG, 1984, KHIM GETEROTSIKL+, P73
[4]   Synthesis and antitumor activity of novel cyclopropapyrroloindole (CPI) derivatives bearing methoxycarbonyl and trifluoromethyl groups [J].
Fukuda, Y ;
Furuta, H ;
Shiga, F ;
Oomori, Y ;
Kusama, Y ;
Ebisu, H ;
Terashima, S .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (13) :1683-1688
[5]   Novel syntheses of optically active CC-1065, U-73,975 (adozelesin), U-80,244 (carzelesin), U-77,779 (bizelesin), KW-2189, and DU-86 [J].
Fukuda, Y ;
Furuta, H ;
Shiga, F ;
Asahina, Y ;
Terashima, S .
HETEROCYCLES, 1997, 45 (12) :2303-2308
[6]  
FUKUDA Y, UNPUB
[7]  
LI LH, 1992, CANCER RES, V52, P4904
[8]   INTERSTRAND DNA CROSS-LINKING WITH DIMERS OF THE SPIROCYCLOPROPYL ALKYLATING MOIETY OF CC-1065 [J].
MITCHELL, MA ;
JOHNSON, PD ;
WILLIAMS, MG ;
ARISTOFF, PA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (16) :6428-6429
[9]   SYNTHESIS AND DNA CROSS-LINKING BY A RIGID CPI DIMER [J].
MITCHELL, MA ;
KELLY, RC ;
WICNIENSKI, NA ;
HATZENBUHLER, NT ;
WILLIAMS, MG ;
PETZOLD, GL ;
SLIGHTOM, JL ;
SIEMIENIAK, DR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (23) :8994-8995
[10]  
SAMSONIYA SA, 1981, KHIM GETEROTSIKL+, P57