Synthesis and inhibitory activity of novel tri- and tetracyclic quinolines against topoisomerases

被引:55
作者
Sui, ZH [1 ]
Altom, J [1 ]
Nguyen, V [1 ]
Fernandez, J [1 ]
Bernstein, JI [1 ]
Hiliard, JJ [1 ]
Barrett, JF [1 ]
Podlogar, BL [1 ]
Ohemeng, KA [1 ]
机构
[1] RW Johnson Pharmaceut Res Inst, Drug Discovery, Raritan, NJ 08869 USA
关键词
DNA-gyrase; topoisomerase II; isoindolo[2,1-a]-quinolines; pyrrolo[l; 2-a]quinolines;
D O I
10.1016/S0968-0896(98)00030-3
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A series of isoindolo[2,1-a]- and pyrrolo[1,2-a]quinolines were designed and synthesized for DNA-gyrase and topoisomerase-II inhibition studies. Some of the compounds showed significant activity against the enzymes. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:735 / 742
页数:8
相关论文
共 31 条
[1]   STRUCTURE-EPILEPTOGENICITY RELATIONSHIP OF QUINOLONES WITH SPECIAL REFERENCE TO THEIR INTERACTION WITH GAMMA-AMINOBUTYRIC ACID RECEPTOR-SITES [J].
AKAHANE, K ;
SEKIGUCHI, M ;
UNE, T ;
OSADA, Y .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1989, 33 (10) :1704-1708
[2]  
ALKHATHLAN HZ, 1992, J CHEM RES, P260
[3]   USE OF INVITRO TOPOISOMERASE-II ASSAYS FOR STUDYING QUINOLONE ANTIBACTERIAL AGENTS [J].
BARRETT, JF ;
GOOTZ, TD ;
MCGUIRK, PR ;
FARRELL, CA ;
SOKOLOWSKI, SA .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1989, 33 (10) :1697-1703
[4]   CLEAVAGE OF ETHERS [J].
BHATT, MV ;
KULKARNI, SU .
SYNTHESIS-STUTTGART, 1983, (04) :249-282
[5]   BIOLOGY OF BACTERIAL DEOXYRIBONUCLEIC-ACID TOPOISOMERASES [J].
DRLICA, K .
MICROBIOLOGICAL REVIEWS, 1984, 48 (04) :273-289
[6]   DRUG FEATURES THAT CONTRIBUTE TO THE ACTIVITY OF QUINOLONES AGAINST MAMMALIAN TOPOISOMERASE-II AND CULTURED-CELLS - CORRELATION BETWEEN ENHANCEMENT OF ENZYME-MEDIATED DNA CLEAVAGE IN-VITRO AND CYTOTOXIC POTENTIAL [J].
ELSEA, SH ;
MCGUIRK, PR ;
GOOTZ, TD ;
MOYNIHAN, M ;
OSHEROFF, N .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1993, 37 (10) :2179-2186
[7]  
FOSTER R, 1979, CHEM ACID DERIVATI 1, P175
[8]  
GOOTZ TD, 1990, INT S QUIN ANT, P159
[9]   QUINOLONE ARTHROPATHY - ACUTE TOXICITY TO IMMATURE ARTICULAR-CARTILAGE [J].
GOUGH, AW ;
KASALI, OB ;
SIGLER, RE ;
BARAGI, V .
TOXICOLOGIC PATHOLOGY, 1992, 20 (03) :436-449
[10]   SIGNIFICANCE OF THE METHYL-GROUP ON THE OXAZINE RING OF OFLOXACIN DERIVATIVES IN THE INHIBITION OF BACTERIAL AND MAMMALIAN TYPE-II TOPOISOMERASES [J].
HOSHINO, K ;
SATO, K ;
AKAHANE, K ;
YOSHIDA, A ;
HAYAKAWA, I ;
SATO, M ;
UNE, T ;
OSADA, Y .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1991, 35 (02) :309-312