Synthesis, structure and cytotoxicity of diorganotin(IV) complexes of 2,6-lutidine-α 2,3-diol (Lu): The crystal structures of Lu and [SnMe 2(H 2O)(Lu-2H)

Abstract

The reaction of dimethyl-, diethyl- and dibutyltin(IV) oxide with 2,6-lutidine-α 2,3-diol (Lu) [2-(hydroxymethyl)-3-hydroxy-6-methylpyridine] in toluene/ethanol has been investigated. The compounds were isolated and characterized by IR, Raman and Mössbauer spectroscopy, EI and FAB mass spectrometry and 1H and 119Sn NMR spectroscopy. The structures of Lu and [SnMe 2(H 2O)(Lu-2H)] were determined by X-ray diffraction. The crystal of [SnMe 2(H 2O)(Lu-2H)] contains dimeric [SnMe 2(H 2O)(Lu-2H)] 2 units, in which the tin atom is coordinated to the O atoms of the two deprotonated hydroxymethyl groups and one deprotonated phenolic hydroxyl group. The distorted octahedral coordination polyhedron of each tin atom is completed by a water molecule and two methyl C atoms. The butyl derivative exhibited significant in vitro antitumor activity against the human carcinoma cell lines HeLa-229, A2780 and A2780cis, although minor than that of the pyridoxine derivative prepared previously.