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1,10-菲咯啉与 2,4,6-三硝基苯酚氢键质子转移配合物的合成、单晶结构表征、抗菌活性及体外 DNA 作用研究

Synthesis, single-crystal characterization, antimicrobial activity and remarkable in vitro DNA interaction of hydrogen-bonded proton-transfer complex of 1,10-phenanthroline with 2,4,6-trinitrophenol.

机构信息

Department of Chemistry, Faculty of Science, Aligarh Muslim University, Aligarh 202 002, India.

出版信息

J Photochem Photobiol B. 2011 Oct 5;105(1):6-13. doi: 10.1016/j.jphotobiol.2011.06.004. Epub 2011 Jun 12.

DOI:10.1016/j.jphotobiol.2011.06.004
PMID:21767962
Abstract

A new charge transfer complex as a result of interaction between 1,10-phenanthroline (donor) with 2,4,6-trinitrophenol (picric acid), acceptor, was synthesized and characterized by FTIR, (1)H NMR, (13)C NMR, mass spectroscopy, single-crystal X-ray diffraction and elemental analysis. The single crystal structure indicates that the cation and anion are joined together by strong N(+)H⋯O(-) type hydrogen bonds. This has been attributed to the formation of 1:1 CT complex via hydrogen bonding interaction. The binding of CT complex with in vitro calf thymus DNA was investigated by the fluorescence spectroscopy. To determine the DNA binding ability of the compound, fluorescence intensity data were analyzed by the Stern-Volmer equation and remarkable DNA interaction with CT complex is found. The CT complex was also screened for its antimicrobial activity. The CT complex exhibited inhibitory results against E. coli and Pseudomonas arenginosa, and the marked enhancement in the potency as antifungal agent.

摘要

一种新的荷移络合物是由 1,10-菲啰啉(供体)与 2,4,6-三硝基苯酚(苦味酸),受体之间相互作用合成的,并通过傅里叶变换红外光谱(FTIR)、(1)H NMR、(13)C NMR、质谱、单晶 X 射线衍射和元素分析进行了表征。单晶结构表明,阳离子和阴离子通过强 N(+)H⋯O(-) 氢键结合在一起。这归因于通过氢键相互作用形成 1:1 CT 络合物。通过荧光光谱法研究了 CT 络合物与体外小牛胸腺 DNA 的结合。为了确定化合物的 DNA 结合能力,通过 Stern-Volmer 方程分析了荧光强度数据,并发现 CT 络合物与 DNA 有显著的相互作用。还对 CT 络合物进行了抗菌活性筛选。CT 络合物对大肠杆菌和铜绿假单胞菌表现出抑制作用,并且作为抗真菌剂的效力显著增强。

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