Theoretical and Experimental in vitro Antifungal and Antitumor Activities of Organotin(IV) Derivatives of 3-(4-nitrophenyl)-2-methylacrylic acid

Di- and triorganotin(IV) derivatives of 3-(4-nitrophenyl)-2-methylacrylic acid (HL), i.e., [ n -Bu 2 SnL 2 ] ( 1 ), [Me 2 SnL 2 ] ( 2 ), [ n -Bu 3 SnL] n ( 3 ) [Me 3 SnL] n ( 4 ) and [Ph 3 SnL] n ( 5 ) were synthesized and characterized by the elemental analysis, FT-IR and multinuclear ( 1 H and 13 C) NMR. The IR analysis showed a chelating/bridging bidentate coordination of the ligand in diorganotin(IV)/triorganotin(IV) derivatives resulting in the formation of 6/5 coordinated tin centers, respectively, in the solid state. The NMR study indicated a decrease in the coordination number of tin in the complexes in solution form. The triorganotin(IV) complexes ( 3, 5 ) showed promising in vitro antifungal and antitumor properties comparable to standard drugs used and were found more cytotoxic than the diorganotin(IV) derivatives ( 1 , 2 ). Molecular docking studies carried out on tubulin as receptor showed a similar mode of antitumor action for complex 5 and standard drug vincristine. The docking analysis for antifungal activity of complex 3 as model compound showed hydrogen bonding, polar and hydrophobic interactions with the target proteins of the fungal strains.