Novel phenanthroline-based ruthenium complex as a promising antimicrobial agent.

IF 2.7 3区 化学 Q3 BIOCHEMISTRY & MOLECULAR BIOLOGY
Pedro L N Teixeira, Ana C S Gondim, Tercio F Paulo, Eduardo H S Sousa, Luiz G F Lopes, Alejandro P Ayala, Ellen A Malveira, Edson H Teixeira, Mayron A Vasconcelos, Alda K M Holanda
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引用次数: 0

Abstract

A novel ruthenium(II) compound, cis-[Ru(phen)2(4-bzpy)(Cl)](PF6) (complex I), where phen = 1,10-phenanthroline and 4-bzpy = 4-benzoylpyridine, was synthesized and fully characterized using electrochemical and spectroscopic methods, and its structure was determined by single-crystal X-ray diffraction. Density functional theory (DFT) and time-dependent DFT calculations were performed to shed light on the electronic structure and nature of the vibrational and electronic transitions. The photochemical behavior of complex I in aqueous solution showed that irradiation with blue light (453 nm) promoted the release of the coordinated 4-bzpy ligand originating cis-[Ru(phen)2(H2O)(Cl)]+ ion, as identified by NMR and electronic spectroscopy. Moreover, complex I exhibited a great ability to cleave DNA molecules upon blue light irradiation, which was associated with the production of reactive oxygen species (singlet oxygen and superoxide anion). In this study, we also investigated the antimicrobial activity of complex I along with a similar compound, cis-[Ru(bpy)2(4-bzpy)(Cl)](PF6) (complex II), their precursors [Ru(bpy)2Cl2] and [Ru(phen)2Cl2], and the free ligand 4-bzpy. These two ruthenium complexes I and II have a common auxiliary ligand 4-bzpy, but distinct chelating ligands (phenanthroline or 2,2'-bipyridine, bpy). Notably, both complexes showed promising antibacterial activity against Gram-positive bacterial strains of Staphylococcus aureus and Staphylococcus epidermidis. However, complex I showed a superior antibacterial effect compared with complex II, supporting the important role of the phen ligand, likely providing greater lipophilicity to this compound.

新型菲罗啉钌配合物作为一种有前景的抗菌剂。
合成了一种新型钌(II)化合物顺式-[Ru(phen)2(4-bzpy)(Cl)](PF6)(配合物I),其中phen = 1,10-菲罗啉,4-bzpy = 4-苯甲酰基吡啶,并用电化学和光谱方法对其进行了表征,并通过单晶x射线衍射对其结构进行了表征。密度泛函理论(DFT)和时变DFT计算揭示了电子结构和性质的振动和电子跃迁。配合物I在水溶液中的光化学行为表明,蓝光(453nm)照射可促进4-bzpy配体释放顺式[Ru(phen)2(H2O)(Cl)]+离子。此外,配合物I在蓝光照射下表现出很强的切割DNA分子的能力,这与活性氧(单线态氧和超氧阴离子)的产生有关。在这项研究中,我们还研究了配合物I与类似的化合物顺式-[Ru(bpy)2(4-bzpy)(Cl)](PF6)(配合物II),它们的前体[Ru(bpy)2Cl2]和[Ru(phen)2Cl2]以及游离配体4-bzpy的抗菌活性。这两个钌配合物I和II有一个共同的辅助配体4-bzpy,但不同的螯合配体(菲罗啉或2,2'-联吡啶,bpy)。值得注意的是,这两种复合物对金黄色葡萄球菌和表皮葡萄球菌的革兰氏阳性菌株均显示出良好的抗菌活性。然而,与配合物II相比,配合物I显示出更好的抗菌效果,支持了苯配体的重要作用,可能为该化合物提供了更大的亲脂性。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Journal of Biological Inorganic Chemistry
Journal of Biological Inorganic Chemistry 化学-生化与分子生物学
CiteScore
5.90
自引率
3.30%
发文量
49
审稿时长
3 months
期刊介绍: Biological inorganic chemistry is a growing field of science that embraces the principles of biology and inorganic chemistry and impacts other fields ranging from medicine to the environment. JBIC (Journal of Biological Inorganic Chemistry) seeks to promote this field internationally. The Journal is primarily concerned with advances in understanding the role of metal ions within a biological matrix—be it a protein, DNA/RNA, or a cell, as well as appropriate model studies. Manuscripts describing high-quality original research on the above topics in English are invited for submission to this Journal. The Journal publishes original articles, minireviews, and commentaries on debated issues.
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