7-silylcamptothecins (silatecans): A new family of camptothecin antitumor agents

被引:63
作者
Josien, H
Bom, D
Curran, DP [1 ]
Zheng, YH
Chou, TC
机构
[1] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
[2] Mem Sloan Kettering Canc Ctr, Biochem Pharmacol Lab, New York, NY 10021 USA
关键词
D O I
10.1016/S0960-894X(97)10181-0
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The synthesis and biological evaluation of about one dozen 7-silylcamptothecin derivatives are described. Most new compounds show potencies comparable to or better than camptothecin itself. The best compound, 11-fluoro-10-amino-7-trimethylsilylcamptothecin, is more than 20 times more potent than camptothecin in cell assays. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:3189 / 3194
页数:6
相关论文
共 32 条
[1]   Synthesis and antitumor activity of a new class of water soluble camptothecin derivatives. [J].
Bedeschi, A ;
Zarini, F ;
Cabri, W ;
Candiani, I ;
Penco, S ;
Capolongo, L ;
Ciomei, M ;
Farao, M ;
Grandi, M .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (06) :671-674
[2]  
CHOU J, 1987, DOSE EFFECT ANAL MIC
[3]   4+1 RADICAL ANNULATIONS WITH ISONITRILES - A SIMPLE ROUTE TO CYCLOPENTA-FUSED QUINOLINES [J].
CURRAN, DP ;
LIU, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (06) :2127-2132
[4]  
Curran DP, 1995, ANGEW CHEM INT EDIT, V34, P2683
[5]   Tandem radical reactions of isonitriles with 2-pyridonyl and other aryl radicals: Scope and limitations, and a first generation synthesis of (+/-)-camptothecin [J].
Curran, DP ;
Liu, H ;
Josien, H ;
Ko, SB .
TETRAHEDRON, 1996, 52 (35) :11385-11404
[6]   NEW 4+1 RADICAL ANNULATIONS - A FORMAL TOTAL SYNTHESIS OF (+/-)-CAMPTOTHECIN [J].
CURRAN, DP ;
LIU, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (14) :5863-5864
[7]   ANTITUMOR AGENTS .5. SYNTHESIS AND ANTILEUKEMIC ACTIVITY OF E-RING-MODIFIED (RS)-CAMPTOTHECIN ANALOGS [J].
EJIMA, A ;
TERASAWA, H ;
SUGIMORI, M ;
OHSUKI, S ;
MATSUMOTO, K ;
KAWATO, Y ;
YASUOKA, M ;
TAGAWA, H .
CHEMICAL & PHARMACEUTICAL BULLETIN, 1992, 40 (03) :683-688
[8]   MODIFICATION OF THE HYDROXY LACTONE RING OF CAMPTOTHECIN - INHIBITION OF MAMMALIAN TOPOISOMERASE-I AND BIOLOGICAL-ACTIVITY [J].
HERTZBERG, RP ;
CARANFA, MJ ;
HOLDEN, KG ;
JAKAS, DR ;
GALLAGHER, G ;
MATTERN, MR ;
MONG, SM ;
BARTUS, JO ;
JOHNSON, RK ;
KINGSBURY, WD .
JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (03) :715-720
[9]  
HSIANG YH, 1985, J BIOL CHEM, V260, P4873
[10]  
JOSIEN H, IN PRESS CHEM EUR J