Copper(II/I) complexes of 5-pyridin-2-yl-[1,3]dioxolo[4,5-g] isoquinoline: Synthesis, crystal structure, antitumor activity and DNA interaction

被引：32
作者：
Huang, Ke-Bin [1 ,2 ]
Chen, Zhen-Feng [1 ]
Liu, Yan-Cheng [1 ]
Wang, Meng [1 ]
Wei, Jian-Hua [1 ]
Xie, Xiao-Li [1 ]
Zhang, Jian-Lian [1 ]
Hu, Kun [1 ]
Liang, Hong [1 ,2 ]
机构：
[1] Guangxi Normal Univ, Sch Pharm & Chem, Guangxi Key Lab Chem & Mol Engn Med Resources, Guilin 541004, Peoples R China
[2] Nankai Univ, Sch Chem, Tianjin 300071, Peoples R China
来源：
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2013年 / 70卷
基金：
中国国家自然科学基金;
关键词：
Isoquinoline; Copper(II) complexes; Synthesis; Crystal structure; Cytotoxicity; PLATINUM COMPOUNDS; IN-VITRO; BINDING; CYTOTOXICITY; ENHANCEMENT; INHIBITOR; RUTHENIUM; CLEAVAGE; BASE;
D O I：
10.1016/j.ejmech.2013.10.031
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Three new copper(II) complexes of 5-pyridin-2-yl-[1,3]dioxolo[4,5-g]isoquinoline (PYP), i.e. [Cu-2(PYP)(2)Cl-4] (1), [Cu-4(PYP)(4)(ClO4)(2)(H2O)(2)](ClO4)(2)center dot 2H(2)O (2), and [Cu-2(PYP)(2)Cl-4](n) (3), were synthesized and fully characterized. In comparison to free PYP, complexes 1-3 exhibited enhanced cytotoxicity against tested human tumor cell lines BEL-7404, SK-OV-3, A549, A375, MGC-803 and NCI-H460, with IC50 values ranging from 0.31 to 30.76 mu M. Complexes 1-3 exhibited lower cytotoxicity to HL-7702 than them to cancer cells. Complex 1 induced apoptotic death of BEL-7404, which involved mitochondria in the process. Caspase-3 activation assay indicated that 1 could be an efficient activator of caspase-3. DNA binding studies by UV-vis, DNA-melting, competitive binding, CD, viscosity measurement and agarose gel electrophoresis, revealed that intercalation might be the most likely binding mode of 1 with DNA. (C) 2013 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码：640 / 648
页数：9
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