Redox-active metal complexes of sterically hindered phenolic ligands: Antibacterial activity and reduction of cytochrome c. Part IV. Silver(I) complexes with hydrazone and thiosemicarbazone derivatives of 4,6-di-tert-butyl-2,3-dihydroxybenzaldehyde

Autor: H. I. Harbatsevich, Y. V. Faletrov, T.V. Koval’chuk, A.V. Hlushko, I.I. Azarko, N.V. Loginova, Anna T. Gres, N.P. Osipovich, G. I. Polozov, Yu.S. Halauko, Yu. V. Bokshits
Rok vydání: 2015
Předmět:
Zdroj: Polyhedron. 88:125-137
ISSN: 0277-5387
Popis: Redox-active Ag(I) complexes of phenolic ligands have been synthesized using 4,6-di- tert -butyl-2,3-dihydroxybenzaldehyde isonicotinoyl hydrazone (L I ) and 4,6-di- tert -butyl-2,3-dihydroxybenzaldehyde thiosemicarbazone (L II ). These novel compounds have been characterized by means of chemical, physico-chemical and pharmacological screening methods. An investigation of the molecular and electronic structures of the Ag(I) complexes has been performed within the density functional theory (DFT) framework. The compounds L I and L II coordinate in their molecular forms and yield [Ag(L) 2 ]NO 3 complexes where the silver cation is coordinated by hydroxyl and ketone (or thione) moieties. The lowest MIC value (0.003 μmol ml −1 ) for the bacteria and fungi tested is characteristic of the complex [Ag(L I ) 2 ]NO 3 . It is comparable with or even lower than the value for some commonly used antibacterial, antifungal and silver-containing pharmaceuticals. The same complex, [Ag(L I ) 2 ]NO 3 , is characterized both by the highest reducing ability (determined electrochemically) and by the highest rate of reduction of bovine heart cytochrome c (determined spectrophotometrically) among the compounds under study.
Databáze: OpenAIRE