Availability of π–Cation Radical in the Oxidative Products of Oxidovanadium Porphyrin: Significance for DNA Binding and Antibacterial Activity

IF 3.7 2区化学 Q2 CHEMISTRY, APPLIED

Applied Organometallic Chemistry Pub Date : 2024-08-29 DOI:10.1002/aoc.7722

Ijaz Ullah Muzaddadi, Arumugam Murugan, Shankhadeep Saha, Natarajan Raman, Freeda Selva Sheela Selvaraj, Arumugam Manohar, Antonysamy Kulandaisamy, Pradeep Kumar, Rituraj Borah, Muthaiah Shellaiah, C. R. Ravikumar, Mohammad Farid Hussain

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Abstract

Oxidovanadium meso-tetrakis(3,4,5-trimethoxyphenyl) porphyrin [VO(T(OMe)3PP)] (Complex 1) was prepared. The oxidation product of Complex 1 has been characterized by cyclic voltammetry (CV), UV–visible spectrophotometer, electron paramagnetic resonance (EPR) and nuclear magnetic resonance (NMR) by the addition of SbCl₅ to Complex 1. There is a one-electron oxidation product in Complex 1 that creates π–cation radicals in CV data. This is supported by an IR spectrophotometer. Subsequent EPR spectra verified the initiation of the π–cation monoradical, which subsequently transforms into a triplet state where S = 1. DNA binding and antibacterial analysis with Complex 1 have also been analysed. In the DNA-binding analysis, the CV data confirm the interaction between Complex 1 and DNA. Furthermore, the fact that Complex 1 is more effective at killing bacteria shows that the metal ion's chelation with the porphyrin ligand makes it more lipophilic.

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氧化钒卟啉氧化产物中的π阳离子自由基：对 DNA 结合和抗菌活性的意义

制备了氧化钒介-四(3,4,5-三甲氧基苯基)卟啉[VO(T(OMe)3PP)]（络合物 1）。通过在络合物 1 中加入 SbCl5，用循环伏安法（CV）、紫外-可见分光光度计、电子顺磁共振（EPR）和核磁共振（NMR）对络合物 1 的氧化产物进行了表征。在 CV 数据中，络合物 1 中存在一个单电子氧化产物，该产物会产生 π-阳离子自由基。红外分光光度计证实了这一点。随后的 EPR 光谱验证了 π-阳离子单二价的启动，随后转变为 S = 1 的三重态。还对复合物 1 进行了 DNA 结合和抗菌分析。在 DNA 结合分析中，CV 数据证实了复合物 1 与 DNA 之间的相互作用。此外，复合物 1 能更有效地杀死细菌这一事实表明，金属离子与卟啉配体的螯合作用使其更具亲脂性。

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来源期刊

Applied Organometallic Chemistry 化学-无机化学与核化学

CiteScore

7.80

自引率

10.30%

发文量

408

审稿时长

2.2 months

期刊介绍： All new compounds should be satisfactorily identified and proof of their structure given according to generally accepted standards. Structural reports, such as papers exclusively dealing with synthesis and characterization, analytical techniques, or X-ray diffraction studies of metal-organic or organometallic compounds will not be considered. The editors reserve the right to refuse without peer review any manuscript that does not comply with the aims and scope of the journal. Applied Organometallic Chemistry publishes Full Papers, Reviews, Mini Reviews and Communications of scientific research in all areas of organometallic and metal-organic chemistry involving main group metals, transition metals, lanthanides and actinides. All contributions should contain an explicit application of novel compounds, for instance in materials science, nano science, catalysis, chemical vapour deposition, metal-mediated organic synthesis, polymers, bio-organometallics, metallo-therapy, metallo-diagnostics and medicine. Reviews of books covering aspects of the fields of focus are also published.