Add time:10/01/2019         Source:infona.pl

The reaction of oxythiamine chloride hydrochloride (HOxTCl·HCl) with ZnCl 2 , CdCl 2 and HgCl 2 in ethanol yielded the complexes [ZnCl 3 (HOxT)], [CdCl 3 (HOxT)] and [HgCl 3 (HOxT)]. In water, the reaction with CdCl 2 afforded [CdCl 2 (OxT)], but reaction with ZnCl 2 or HgCl 2 yielded unidentified products. The four new complexes were characterized by mass spectrometry and IR spectroscopy in the solid state and by 1 H, 13 C and 15 N nuclear magnetic resonance (NMR) spectroscopy in hexadeuterated dimethylsulfoxide (DMSO-d 6 ), and three were also studied by X-ray diffractometry. In [ZnCl 3 (HOxT)] and [HgCl 3 (HOxT)] the oxythiamine ligand is bound to the metal via N(1′) and adopts the V conformation exhibited by thiamine in biological contexts. The infrared (IR) spectrum of [CdCl 3 (HOxT)] suggests a similar coordination mode. In [CdCl 2 (OxT)] each OxT zwitterion coordinates to one Cd(II) ion via its N(1′) atom and to another via its N(3′) and O atoms, giving rise to a polymeric chain along the x-axis. The coordination number of the metal is made up to six by Cd⋯Cl interactions, two of which link the polymeric chains in pairs. This seems to be the first metal complex containing the oxythiamine ligand as a zwitterion, with the N(3′)–H/O(4′α)–H group deprotonated. Neither HOxTCl nor its zinc(II) complex showed any significant activity in vitro against HeLa cells.

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