Literature DB >> 22277048

Cytotoxic activities and DNA binding properties of 1-methyl-7H-indeno[1,2-b]quinolinium-7-(4-dimethylamino) benzylidene triflate.

Wen Li1, Yuan Yuan Ji, Jian Wen Wang, Yong Ming Zhu.   

Abstract

The interaction of calf thymus DNA (ct-DNA) with a novel synthesized pyrazolo[1,5-a]indole compound 1-methyl-7H-indeno[1,2-b]quinolinium-7-(4-dimethylamino) benzylidene triflate (MIDBT) was extensively studied by various spectroscopic techniques, viscosity measurements, and gel electrophoresis. The UV-visible observation implied that the compound interacted with ct-DNA by two binding modes, intercalating into the DNA base pairs and attaching to the helix exterior of DNA. The results of the fluorescent quenching and viscosity measurements showed that MIDBT could intercalate into DNA base pairs deeply in a classical intercalative mode. Circular dichroism results showed that the binding of MIDBT shifted ct-DNA conformation from B to A at low concentrations. In the gel electrophoresis, the compound was found to promote the cleavage of plasmid pBR 322 DNA effectively. Furthermore, cytotoxic studies of this compound against eleven selected tumor cell lines have been done. The values of 50% cytotoxic concentration (IC(50)) were in the range of 1.09-18.84 μM, exhibiting the potent cytotoxic properties.

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Year:  2012        PMID: 22277048      PMCID: PMC3378967          DOI: 10.1089/dna.2011.1432

Source DB:  PubMed          Journal:  DNA Cell Biol        ISSN: 1044-5498            Impact factor:   3.311


  34 in total

1.  Anti-cancer activities of pyrazolo[1,5-a]indole derivatives.

Authors:  H Katayama; Y Kiryu; K Kaneko; R Ohshima
Journal:  Chem Pharm Bull (Tokyo)       Date:  2000-11       Impact factor: 1.645

Review 2.  Molecular recognition of DNA by small molecules.

Authors:  P B Dervan
Journal:  Bioorg Med Chem       Date:  2001-09       Impact factor: 3.641

3.  A temperature-dependent interaction of neutral red with calf thymus DNA.

Authors:  Zhenxin Wang; Zheling Zhang; Dianjun Liu; Shaojun Dong
Journal:  Spectrochim Acta A Mol Biomol Spectrosc       Date:  2003-03-15       Impact factor: 4.098

4.  Inhibition of DNA topoisomerases II and/or I by pyrazolo[1,5-a]indole derivatives and their growth inhibitory activities.

Authors:  Ken Umemura; Tomoko Mizushima; Hajime Katayama; Yoshimitsu Kiryu; Takao Yamori; Toshiwo Andoh
Journal:  Mol Pharmacol       Date:  2002-10       Impact factor: 4.436

Review 5.  DNA binding mode of ruthenium complexes and relationship to tumor cell toxicity.

Authors:  Viktor Brabec; Olga Nováková
Journal:  Drug Resist Updat       Date:  2006-06-21       Impact factor: 18.500

6.  Determination of the base composition of deoxyribonucleic acid from its thermal denaturation temperature.

Authors:  J MARMUR; P DOTY
Journal:  J Mol Biol       Date:  1962-07       Impact factor: 5.469

7.  Evaluation of anti-HIV activity of 5-(2-phenyl-3'-indolal)-2-thiohydantoin.

Authors:  S Suzen; E Buyukbingol
Journal:  Farmaco       Date:  1998-07-30

8.  Heterocyclic analogues of quinone methide: preparation and cytotoxicity of 3-oxo-3H-pyrazolo[1,5-a]indole derivatives.

Authors:  H Katayama; N Tagawa; Y Kawada; K Shiobara; K Kaneko; Y Honda; N Kondo; Y Ikeda
Journal:  Chem Pharm Bull (Tokyo)       Date:  1997-01       Impact factor: 1.645

9.  Synthesis, characterization and biological activity of lanthanum(III) complexes containing 2-methylene-1,10-phenanthroline units bridged by aliphatic diamines.

Authors:  Feng-Hua Li; Guang-Hua Zhao; Hong-Xing Wu; Hai Lin; Xiang-Xia Wu; Shou-Rong Zhu; Hua-Kuan Lin
Journal:  J Inorg Biochem       Date:  2005-11-09       Impact factor: 4.155

10.  DNA-binding and cleavage studies of macrocyclic copper(II) complexes.

Authors:  Jie Liu; Tixiang Zhang; Tongbu Lu; Lianghu Qu; Hui Zhou; Qianling Zhang; Liangnian Ji
Journal:  J Inorg Biochem       Date:  2002-07-25       Impact factor: 4.155

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