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Synthesis,Characterization, and Antimicrobial Activity of Silver(I) and Copper(II) Complexes of Phosphate Derivatives of Pyridine And Benzimidazole
Authors:Dr. Urszula Kalinowska‐Lis  Prof. Eligia M. Szewczyk  Dr. Lilianna Chęcińska  Dr. Jakub M. Wojciechowski  Prof. Wojciech M. Wolf  Prof. Justyn Ochocki
Affiliation:1. Department of Bioinorganic Chemistry, Medical University of ?ód?, Muszyńskiego 1, 90‐151 ?ód? (Poland);2. Department of Pharmaceutical Microbiology, Medical University of ?ód?, Pomorska 137, 90‐235 ?ód? (Poland);3. Structural Chemistry and Crystallography Group, University of ?ód?, Pomorska 163/165, 90‐236 ?ód? (Poland);4. Institute of General and Ecological Chemistry, ?ód? University of Technology, ?eromskiego 116, 90‐924 ?ód? (Poland)
Abstract:Two silver(I) complexes—{[Ag(4‐pmOpe)]NO3}n and [Ag(2‐bimOpe)2]NO3—and three copper(II) complexes—[Cu4Cl6O(2‐bimOpe)4], [CuCl2(4‐pmOpe)2], and [CuCl2(2‐bis(pm)Ope]—were synthesized by reaction of silver(I) nitrate or copper(II) chloride with phosphate derivatives of pyridine and benzimidazole, namely diethyl (pyridin‐4‐ylmethyl)phosphate (4‐pmOpe), 1H‐benzimidazol‐2‐ylmethyl diethyl phosphate (2‐bimOpe), and ethyl bis(pyridin‐2‐ylmethyl)phosphate (2‐bis(pm)Ope). These compounds were characterized by 1H, 13C, and 31P NMR as well as IR spectroscopy, elemental analysis, and ESIMS spectrometry. Additionally, molecular and crystal structures of {[Ag(4‐pmOpe)]NO3}n and [Cu4Cl6O(2‐bimOpe)4] were determined by single‐crystal X‐ray diffraction analysis. The antimicrobial profiles of synthesized complexes and free ligands against test organisms from the ATCC and clinical sources were determined. Silver(I) complexes showed good antimicrobial activities against Candida albicans strains (MIC values of ~19 μM ). [Ag(2‐bimOpe)2]NO3 was particularly active against Pseudomonas aeruginosa and methicillin‐resistant Staphylococcus epidermidis, with MIC values of ~5 and ~10 μM , respectively. Neither copper(II) complexes nor the free ligands inhibited the growth of test organisms at concentrations below 500 μg mL?1.
Keywords:antimicrobial activity  copper(II) complexes  N,O ligands  silver(I) complexes  X‐ray diffraction
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