Abstract

A series of mono-, di- and triorganotin compounds with general formulae [RSnL(2)Cl], R = Bu (compound 3), [R(2)SnL(2)], where R = Me, Et, Bu, Oct (compounds 1, 2, 4 and 6) and [R(3)SnL], where R = Bu, Cy and Ph (compounds 5, 7 and 8) and where L = 3,4-methylenedioxy-6-nitrophenylpropenoic acid have been prepared and characterized by elemental analysis, multinuclear ((1)H-, (13)C- and (119)Sn-) NMR and mass spectrometry. The ligand and its respective organotin complexes were screened for cytotoxicity using the brine shrimp lethality assay and for antitumor activity using the crown gall tumor inhibition (potato disc) assay. The bioassay results support the conclusion that the biological activities of these synthetic compounds are in the following order: [RSnL(2)Cl] < [R(2)SnL(2)] < [R(3)SnL].

Highlights

  • Organotin (IV) complexes are extensively used as catalysts, stabilizers, biocides, antifouling agents and as wood preservatives [1,2,3,4,5]

  • The ligand L and its organotin (IV) derivatives have been screened for cytotoxicity using the brine shrimp lethality assay and for antitumor activity with the crown gall tumor inhibition assay

  • Mono, di- and triorganotin complexes were synthesized by refluxing stoichiometric amounts of the ligand acid, R'COOH, with the corresponding oxides/hydroxides (Procedure I) or its sodium salt with the corresponding organotin chlorides in toluene (Procedure II), as summarized in equations I-V

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Summary

Introduction

Organotin (IV) complexes are extensively used as catalysts, stabilizers, biocides, antifouling agents and as wood preservatives [1,2,3,4,5]. The ligand L and its organotin (IV) derivatives have been screened for cytotoxicity using the brine shrimp lethality assay and for antitumor activity with the crown gall tumor inhibition assay (potato disc assay).

Results
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