Bifunctional antitumor agents. Derivatives of pyrrolo[9,10-b]phenanthrene - a DNA intercalative delivery template

被引:34
作者
Jones, GB [1 ]
Mathews, JE [1 ]
机构
[1] CLEMSON UNIV,GREENVILLE HOSP SYST,MED CHEM LAB,CLEMSON,SC 29634
关键词
D O I
10.1016/S0040-4020(97)00991-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation and intercalative ability of the pyrrolo[9, 10-b]phenanthrene nucleus is described. Functionalization bf the nucleus was achieved using standard indole chemistry. The utility of this template as a DNA intercalating drug delivery system is demonstrated by synthesis of a derived bis-chloroethylamine alkylating system and a hybrid DNA interactive enediyne system. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:14599 / 14614
页数:16
相关论文
共 40 条
[1]  
Black D. S. C., 1996, COMPREHENSIVE HETERO, V2, P39
[2]   CDPI3-ENEDIYNE AND CDPI3-EDTA CONJUGATES - A NEW CLASS OF DNA CLEAVING AGENTS [J].
BOGER, DL ;
ZHOU, JC .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (11) :3018-3024
[3]  
BOGER DL, 1992, ADV HETEROCYCLIC NAT, V2, P1
[4]   POTENTIAL ANTI-TUMOR AGENTS .36. QUANTITATIVE RELATIONSHIPS BETWEEN EXPERIMENTAL ANTI-TUMOR ACTIVITY, TOXICITY, AND STRUCTURE FOR THE GENERAL-CLASS OF 9-ANILINOACRIDINE ANTI-TUMOR AGENTS [J].
DENNY, WA ;
CAIN, BF ;
ATWELL, GJ ;
HANSCH, C ;
PANTHANANICKAL, A ;
LEO, A .
JOURNAL OF MEDICINAL CHEMISTRY, 1982, 25 (03) :276-315
[5]   INHIBITORS OF DNA TOPOISOMERASE-I ISOLATED FROM THE ROOTS OF ZANTHOXYLUM-NITIDUM [J].
FANG, SD ;
WANG, LK ;
HECHT, SM .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (19) :5025-5027
[6]  
GATTO B, 1997, IN PRESS ADV DNA SEQ, V3
[7]   The chemistry of enediynes, enyne allenes and related compounds [J].
Grissom, JW ;
Gunawardena, GU ;
Klingberg, D ;
Huang, DH .
TETRAHEDRON, 1996, 52 (19) :6453-6518
[8]  
HENRY DW, 1979, CANCER TREAT REP, V63, P845
[9]  
HSAING YH, 1989, CANCER RES, V49, P4385
[10]  
HURLEY LH, 1992, ADV DNA SEQUENCE SPE, V1, P1