Sm(III)nitrate-catalyzed one-pot synthesis of furano[3,2c]-1,2,3,4-tetrahydroquinolines and DNA photocleavage studies

被引:14
作者
Bindu, P. J. [1 ]
Mahadevan, K. M. [1 ]
Naik, T. R. Ravikumar [2 ]
机构
[1] Kuvempu Univ, Dept Studies & Res Chem, Shankaraghatta 577451, India
[2] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
关键词
Sm(III)nitrate; Furano[3,2-c]-1,2,3,4-tetrahydroquinolines; DNA; Photocleavage; EFFICIENT SYNTHESIS; CONVENIENT SYNTHESIS; ALPHA-HALOKETONES; FACILE SYNTHESIS; AROMATIC-AMINES; DOMINO REACTION; DISCORHABDIN-C; WATER; 3,4-DIHYDRO-2H-PYRAN; ANTAGONISTS;
D O I
10.1016/j.molstruc.2012.03.064
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The synthesis and DNA photocleavage studies of furano[3,2-c]-1,2,3,4-tetrahydroquinolines have been reported. Sm(III)nitrate was found to be an efficient for the Diels-Alder reaction of aryl amines with 2,3-dihydrofuran to offer the corresponding furano[3,2-c]-1,2,3,4-tetrahydroquinolines derivatives as a mixture of cis/trans stereoisomers in moderate yields. The aqueous solubility of acid catalyst can be recycled without significant loss of activity. The DNA photocleavage studies shows that, the cis/trans stereoisomers are good DNA cleavage mimic in terms of molecular structure. (C) 2012 Elsevier B.V. All rights reserved.
引用
收藏
页码:142 / 147
页数:6
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