Organotin(IV) esters of 4-maleimido-benzoic acid: synthesis, characterization and in vitro anti-leishmanial effects

Journal of the Brazilian Chemical Society

M. I. Khan²  Musa Kaleem Baloch¹  Muhammad Ashfaq¹  Saima Gul² 

[1] ,Kohat University of Science & Technology Department of Chemistry ,Pakistan

关键词: organotin(IV);    anti-leishmanial;    SAR;   

DOI  :  10.1590/S0103-50532009000200020

来源: SciELO

【 摘 要 】

Six new diorganotin(IV) esters with the general composition R2SnL2 (where R: Me(1), Et(2), Pr(3), Bu(4), Ph(5), Bz(6) and L(7): p-N-maleimido-benzoic acid) have been synthesized. Solid state FTIR and 119mSn Mössbauer spectra revealed bidentate behavior of L towards the diorganotin(IV) centre in the distorted octahedral products. ¹H, 13C and 119Sn NMR spectra in CDCl3 indicated hexacoordination in 1-4, penta-coordination of 5 in skew-trapezoidal geometry, and absence of hypercoordination in tetrahedral 6. Elemental analyses data have been found to corroborate the stoichiometry of the title organotin(IV) compounds. In vitro anti-leishmanial screenings have been conducted on five leishmanial strains of L. major, L. tropica, L. infantum, L. mex. mex. and L. donovani. Promising results have been observed and, on the basis of the data obtained during these assays, a structure-activity relationship has been suggested. The increasing size of the R groups in the {R2SnIV}2+ moieties increased the lipophilicity of organotin(IV) complexes, which thereby enhanced the anti-leishmanial activity.

【 授权许可】

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