Organotin(IV) 4-(benzo[d][1,3]dioxol-5-ylmethyl)piperazine-1-carbodithioates: Synthesis, characterization and biological activities

A series of organotin(IV) derivatives R3SnL (1-3), R2SnLCl (4-6) and R2SnL2 (7-9) (where R = Me, Bu, Ph and L = 4-(benzo[d][1,3]dioxol-5-ylmethyl)piperazine-1-carbodithioate) were prepared from the reaction of 4-(benzo[d][1,3]dioxol-5-ylmethyl)piperazine-1-carbodithioate (L-salt) with the corresponding triorganotin(IV) chlorides and diorganotin(IV) dichlorides. All compounds were characterized by FT-IR, H-1, C-13 and Sn-119 NMR spectroscopy. Dimethylstannyl bis(4-(benzo[d][1,3]dioxol-5-ylmethyl)piperazine-1-carbodithioate) (7) was also characterized in the solid state by single crystal x-ray diffraction, showing a distorted octahedral geometry. The diorganotin(IV) derivatives have shown significant antibacterial and antifungal activity and good cytotoxic activity against ovarian cancer cells with IC50 values greater or comparable to that of cisplatin. (C) 2017 Elsevier B.V. All rights reserved.