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一种与二吡啶并[3,2 - a:2',4' - c](6,7,8,9 - 四氢)吩嗪形成的表面活性剂钴(III)配合物的合成、胶束化行为、DNA/RNA结合及生物学研究

Synthesis, micellization behaviour, DNA/RNA binding and biological studies of a surfactant cobalt(III) complex with dipyrido[3,2-a:2',4'-c](6,7,8,9-tetrahydro)phenazine.

作者信息

Nagaraj Karuppiah, Senthil Murugan Krishnan, Thangamuniyandi Pilavadi, Sakthinathan Subramanian

机构信息

School of Chemistry, Bharathidasan University, Tiruchirapalli, 620024, Tamilnadu, India,

出版信息

J Fluoresc. 2014 Nov;24(6):1701-14. doi: 10.1007/s10895-014-1457-1. Epub 2014 Sep 27.

Abstract

A new surfactant cobalt(III) complex, cis-Co(dpqc)2(DA)23, where dpqc = dipyrido3,2-a:2',4'-cphenazine and DA = dodecylamine, has been synthesized and characterized by elemental analysis, UV-Visible, IR and NMR spectra. The critical micelle concentration (CMC) value of this surfactant cobalt(III) complex in aqueous solution was obtained from conductance measurements. The conductivity data (at 303, 308, 313, 318 and 323 K) were used for the evaluation of the temperature-dependent CMC and the thermodynamics of micellization (ΔG(0) m, ΔH(0) m and ΔS(0) m). Absorption, fluorescence, cyclic voltammetry, circular dichroism and viscosity experiments have been carried out to study the interaction of the surfactant cobalt(III) complex with DNA and RNA. The results suggest that the complex can bind to nucleic acids by intercalation via both the dpqc ligand and the long aliphatic chain of the complex into the base pairs of DNA/RNA. In vitro cytotoxicity experiments show that the surfactant cobalt(III) complex exhibits cytotoxic activity against the HepG2 (human hepatocellular liver carcinoma) tumor cell lines and found to be active.

摘要

一种新型表面活性剂钴(III)配合物,顺式-Co(dpqc)₂(DA)₂₃,其中dpqc = 二吡啶并3,2-a:2',4'-c吩嗪,DA = 十二烷基胺,已通过元素分析、紫外可见光谱、红外光谱和核磁共振光谱进行了合成与表征。该表面活性剂钴(III)配合物在水溶液中的临界胶束浓度(CMC)值通过电导率测量获得。利用电导率数据(在303、308、313、318和323 K)评估了温度依赖性CMC和胶束化热力学(ΔG(0) m、ΔH(0) m和ΔS(0) m)。进行了吸收、荧光、循环伏安法、圆二色性和粘度实验,以研究表面活性剂钴(III)配合物与DNA和RNA的相互作用。结果表明,该配合物可通过dpqc配体和配合物的长脂肪链插入DNA/RNA的碱基对,从而与核酸结合。体外细胞毒性实验表明,表面活性剂钴(III)配合物对HepG2(人肝细胞肝癌)肿瘤细胞系表现出细胞毒性活性,且具有活性。

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