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Antibacterial thiamine inspired silver (I) and gold (I) N-heterocyclic carbene compounds

Orhi Esarte Palomero, Ashley L. Cunningham, Bryan W. Davies, Richard A. Jones

2020Inorganica Chimica Acta19 citationsDOIOpen Access PDF

Abstract

Three new coinage metal carbene complexes of silver and gold were synthesized from a thiamine inspired proligand. The compounds were characterized by HRMS, NMR spectroscopy (1H, 19F, 31P and 13C), FT-IR and elemental analysis. The coordination environment around the metal centers was correlated to the diffusion coefficients obtained from DOSY-NMR experiments and was in agreement with the nuclearity observed in the solid-state by single crystal X-ray crystallography. The silver and gold carbene compounds were subjected to MIC studies against a panel of pathogenic bacteria, including multidrug resistant strains, with the gold carbene derivative showing the most potent antimicrobial activity against Gram-positive methicillin-resistant Staphylococcus aureus (MRSA).

Topics & Concepts

CarbeneChemistryMetalAntimicrobialNuclear magnetic resonance spectroscopyThiamineSingle crystalAntibacterial activityNuclear chemistryStereochemistryOrganic chemistryBacteriaCrystallographyCatalysisBiologyGeneticsN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling ReactionsCyclopropane Reaction Mechanisms
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