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基于菲咯啉的光敏剂的铜(II)配合物通过单线态氧生成的合成、DNA相互作用及抗菌光动力疗法

Synthesis, DNA interactions and antibacterial PDT of Cu(II) complexes of phenanthroline based photosensitizers via singlet oxygen generation.

作者信息

Sudhamani C N, Bhojya Naik H S, Sangeetha Gowda K R, Giridhar M, Girija D, Prashanth Kumar P N

机构信息

Department of Studies and Research in Industrial Chemistry, School of Chemical Sciences, Kuvempu University, Shankaraghatta 577 451, India.

Department of Studies and Research in Industrial Chemistry, School of Chemical Sciences, Kuvempu University, Shankaraghatta 577 451, India.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2015 Mar 5;138:780-8. doi: 10.1016/j.saa.2014.11.085. Epub 2014 Dec 11.

DOI:10.1016/j.saa.2014.11.085
PMID:25544194
Abstract

Cu(II) complexes [Cu(mqt)(B)H2O]ClO4(1-3) of 2-thiol 4-methylquinoline and phenanthroline bases (B), viz 1,10-phenanthroline (phen in 1), Dipyrido[3,2-d:2',3'-f]quinoxaline (dpq in 2) and Dipyrido[3,2-a:2',3'-c]phenazine (dppz in 3) have been prepared and characterized by elemental analysis, IR, UV-Vis, magnetic moment values, EPR spectra and conductivity measurements. The spectral data reveal that all the complexes exhibit square-pyramidal geometry. The DNA-binding behaviors of the three complexes were investigated by absorption spectra, viscosity measurements and thermal denaturation studies. The DNA binding constants for complexes (1), (2) and (3) were determined to 2.2×10(3), 1.3×10(4) and 8.6×10(4)M(-1) respectively. The experimental results suggest that these complexes interact with DNA through groove-binding mode. The photo induced cleavage studies shows that the complexes possess photonuclease property against pUC19 DNA under UV-Visible irradiation via a mechanistic pathway involving formation of singlet oxygen as the reactive species. Antimicrobial photodynamic therapy was studied using photodynamic antimicrobial chemotherapy (PACT) assay against Escherichiacoli and all complexes exhibited significant reduction in bacterial growth on photoirradiation.

摘要

已制备了2-硫醇4-甲基喹啉与菲咯啉碱(B),即1,10-菲咯啉(1中的phen)、二吡啶并[3,2-d:2',3'-f]喹喔啉(2中的dpq)和二吡啶并[3,2-a:2',3'-c]吩嗪(3中的dppz)的铜(II)配合物[Cu(mqt)(B)H2O]ClO4(1 - 3),并通过元素分析、红外光谱、紫外可见光谱、磁矩值、电子顺磁共振光谱和电导率测量对其进行了表征。光谱数据表明所有配合物均呈现四方锥几何构型。通过吸收光谱、粘度测量和热变性研究考察了这三种配合物与DNA的结合行为。配合物(1)、(2)和(3)与DNA的结合常数分别测定为2.2×10(3)、1.3×10(4)和8.6×10(4)M(-1)。实验结果表明这些配合物通过沟槽结合模式与DNA相互作用。光诱导裂解研究表明,这些配合物在紫外可见光照下对pUC19 DNA具有光核酸酶性质,其作用机制涉及形成单线态氧作为活性物种。使用光动力抗菌化疗(PACT)测定法对大肠杆菌进行了抗菌光动力疗法研究,所有配合物在光照下均显示出细菌生长的显著减少。

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