Triphenyltin derivatives of sulfanylcarboxylic esters

Abstract

The reaction of 3-(aryl)-2-sulfanylpropenoic acids [H₂xspa; x: p=3-phenyl-, f=3-(2-furyl)-, t=3-(2-thienyl)-] with methanol or ethanol gave the corresponding methyl (Hxspme) or ethyl (Hxspee) esters. The reaction of these esters (HL) with triphenyltin(IV) hydroxide gave compounds of the type [SnPh₃L], which were isolated and characterized as solids by elemental analysis, IR spectroscopy and mass spectrometry and in solution by multinuclear (¹H, ¹³C and ¹¹⁹Sn) NMR spectroscopy. The structures of [SnPh₃(pspme)], [SnPh₃(fspme)] and [SnPh₃(fspee)] were determined by X-ray diffractometry and the antimicrobial activity against E. coli, S. aureus, B. subtilis, P. aeruginosa, Resistant P. aeruginosa (a strain resistant to 'carbapenem'), and C. albicans was tested and the in vitro cytotoxic activity against the HeLa-229, A2780 and A2780cis cell lines was determined for all compounds.

Keywords: Antibacterial activity; Cytotoxic activity; Sulfanylcarboxylato; Triphenyltin(IV); X-ray structures.