Synthesis and DNA cleavage studies of novel quinoline oxime esters

被引:49
作者
Bindu, P. J. [1 ]
Mahadevan, K. M. [1 ]
Satyanarayan, N. D. [2 ]
Naik, T. R. Ravikumar [3 ]
机构
[1] Kuvempu Univ, Dept Studies & Res Chem, Shankaraghatt 577451, India
[2] Kuvempu Univ, PG Ctr, Dept Pharmaceut Chem, Kadur 577548, India
[3] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
关键词
Quinoline; Oxime ester; DNA; Photo cleavage; PHOTODYNAMIC THERAPY; N-OXIDES; NITROSATION;
D O I
10.1016/j.bmcl.2011.12.037
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
New 2-chloro-3-formyl quinoline oxime esters were synthesized by the reaction of 2-chloro-3-formyl quinoline oximes with various benzoyl chlorides in the presence of triethyl amine and dichloromethane at 0 degrees C. The DNA photo cleavage studies of some new oxime esters were investigated by neutral agarose gel electrophoresis at different concentrations (40 mu M and 80 mu M). Analysis of the cleavage products in agarose gel indicated that few of quinoline oxime esters (3d-i) converted into supercoiled pUC19 plasmid DNA to its nicked or linear form. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:898 / 900
页数:3
相关论文
共 26 条
[1]  
Abele E., 2005, Chem. Heterocycl. Comp, V41, P137
[2]   Metal complexes as photo- and radiosensitizers [J].
Ali, H ;
van Lier, JE .
CHEMICAL REVIEWS, 1999, 99 (09) :2379-2450
[3]  
[Anonymous], DNA RNA BINDERS
[4]   Photocleavage of nucleic acids [J].
Armitage, B .
CHEMICAL REVIEWS, 1998, 98 (03) :1171-1200
[5]  
Bonnet R, 2000, CHEM ASPECTS PHOTODY
[6]   Photodynamic therapy and the immune system in experimental oncology [J].
Canti, G ;
De Simone, A ;
Korbelik, M .
PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2002, 1 (01) :79-80
[7]   Elimination reactions of (E)- and (Z)-benzaldehyde O-benzoyloximes.: Transition state differences for the syn- and anti-eliminations forming nitriles [J].
Cho, BR ;
Chung, HS ;
Cho, NS .
JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (14) :4685-4690
[8]  
Choay L., Brit. Patent, Patent No. 1221393
[9]  
Cornell C.L., PCT Int. Appl. WO Pat., Patent No. 9707099
[10]   Photodynamic therapy [J].
Dougherty, TJ ;
Gomer, CJ ;
Henderson, BW ;
Jori, G ;
Kessel, D ;
Korbelik, M ;
Moan, J ;
Peng, Q .
JNCI-JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1998, 90 (12) :889-905