Abstract

Organotin(IV) complexes with o- or p-hydroxybenzoic acids (o-H2BZA or p-H2BZA) of formulae [R2Sn(HL)2] (where H2L = o-H2BZA and R = Me- (1), n-Bu- (2)); [R3Sn(HL)] (where H2L = o-H2BZA and R = n-Bu- (3), Ph- (4) or H2L = p-H2BZA and R = n-Bu- (5), Ph- (6)) were synthesized by reacting a methanolic solution of di- and triorganotin(IV) compounds with an aqueous solution of the ligand (o-H2BZA or p-H2BZA) containing equimolar amounts of potassium hydroxide. The complexes were characterized by elemental analysis, FT-IR, Far-IR, TGA-DTA, FT-Raman, Mössbauer spectroscopy, 1H, 119Sn-NMR, UV/Vis spectroscopy, and Mass spectroscopy. The X-ray crystal structures of complexes 1 and 2 have also been determined. Finally, the influence of these complexes 1–6 upon the catalytic peroxidation of linoleic acid to hydroperoxylinoleic acid by the enzyme lipoxygenase (LOX) was kinetically studied and the results showed that triorganotin(IV) complex 6 has the lowest IC50 value. Also complexes 1–6 were studied for their in vitro cytotoxicity against sarcoma cancer cells (mesenchymal tissue) from the Wistar rat, and the results showed that the complexes have high activity against these cell lines with triphenyltin((IV) complex 4 to be the most active one.

Highlights

  • Organotin compounds have many important applications and uses [1, 2]

  • Complexes 1–6 were studied for their in vitro cytotoxicity against sarcoma cancer cells from the Wistar rat, and the results showed that the complexes have high activity against these cell lines with triphenyltin((IV) complex 4 to be the most active one

  • Hubert et al concluded that antitumor active tin compounds possess available coordination positions around tin atom and have relatively stable ligand-tin bonds with low hydrolytic decomposition [12]

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Summary

Introduction

Organotin compounds have many important applications and uses [1, 2]. Organotin compounds are used as industrial and agricultural biocides because they have high antifungal properties [3, 4]. The fluoro-substituted carboxylate ligands with di- and triorganotins produced several antitumor active compounds [11]. Thioamides-organotin complexes, on the other hand, have shown high antitumor activity, which is rather related to the ligand type and not to the geometry of the compounds [13,14,15,16,17]. Given that the antitumor action of Sn(IV) compounds may not be due Bioinorganic Chemistry and Applications b a OH b a HO

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