Tin(IV) complexes of pyrrolidinedithiocarbamate:: synthesis, characterisation and antifungal activity

The reaction of ammonium pyrrolidinedithiocarbamate, [NH4{S2CN(CH2)(4)}], with SnCl2, [Sn(C6H5)(2)Cl-2], [Sn(C6H5)(3)Cl], [Sn(C4H9)(2)Cl-2] and [Sn(C6H11)(3)Cl] produced in good yield the compounds [Sn{S2CN(CH2)(4)}(2)Cl-2] (1), [Sn(S2CN(CH2)(4)}(2)Ph-2] (2), [Sn(S2CN(CH2)(4)}Ph-3] (3), [Sn{S2CN(CH2)(4)}(2)n-Bu-2] (4) and [Sn{S2CN(CH2)(4)}Cy-3] (5). The complexes were characterised by infrared, multinuclear NMR (H-1, C-13{H-1} and Sn-119{H-1}) and Sn-119 Mossbauer spectroscopies. In addition, the crystal structure of 4 was determined by X-ray crystallography. The in vitro antifungal activity of the tin(IV) complexes as well of the ligand was performed on human pathogenic fungi, Candida albicans, in concentrations of 0.025; 0.050; 0.100; 0.200; 0.400; 0.800; 1.600 and 3.200 mM. The microorganism presented resistance to the dithiocarbamate ligand and all tin(IV) complexes tested were actives. The highest activity was found for compounds 1 and 4. (c) 2005 Elsevier SAS. All rights reserved.