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

Journal of the Brazilian Chemical Society

Islamia University, Bahawalpur, Pakistan¹  Khan, M. I.¹  Ashfaq, Muhammad¹  Baloch, Musa Kaleem¹  Kohat University of Science & Technology, Pakistan¹  Gul, Saima¹  Gomal University, Dera Ismail Khan, Pakistan¹ 

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

DOI  :  10.1590/S0103-50532009000200020

学科分类：化学（综合）

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】

Unknown