Synthesis, antimicrobial activity and molecular docking of di ‐ and triorganotin (IV) complexes with thiosemicarbazide derivatives

Six organotin (IV) complexes derived of two thiosemicarbazone ligands have been synthesized. The antimicrobial activity of both the ligands and the complexes was tested. Complexes exhibit excellent antimicrobial activity against a wide range of Gram positive and Gram negative bacteria, yeasts and moulds, specially the complexes bearing triazine ligands. In order to evaluate binding affinities, docking studies with DHPS protein ofS. aureus was also carried out. Six organotin (IV) complexes with two ligands derived from 2,3 ‐butanedione and thiosemicarbazide have been synthesized and fully characterized by several spectroscopic techniques, including119Sn NMR and single crystal X ‐ray diffraction. Reactions of the ligand diacetyl‐2‐(thiosemicarbazone)‐3‐(3‐hydroxy‐2‐naphthohydrazone), L1H2, with SnR2Cl2 (R  = Me, Bu, Ph) lead to the obtaining of complexes1–3 with general formula [SnR2L1] (R  = Me1, R  = Bu2, R  = Ph3), in which the ligand is doubly deprotonated and behaves as a N2SO donor, whereas from the reactions of diacetyl ‐2‐thiosemicarbazone, HATs, with the same organotin precursors any complex could be isolated. By contrast, reaction of HATs with SnR3Cl induces the ligand cyclization to form a 1,2,4 ‐triazine‐3‐thione that binds to the metal as a monoanionic donor in a mono or bidentate manner to form compounds4–6 with formula [SnR3L2] (R  = Me4, R  = Bu5, R  = Ph6). The antimicrobial activity of the ligands and the six compl...

Source: Applied Organometallic Chemistry - November 26, 2018 Category: Chemistry Authors: Claudia Huedo, Franca Zani, Antonia Mendiola, Sayantan Pradhan, Chittaranjan Sinha, Elena L ópez‐Torres Tags: FULL PAPER Source Type: research