Synthesis & spectral studies of organotin(IV) dithiocarbamates derived from 2-aminoethyl piperazine: Anticancer & anti-nematode activity

Complexes of the type L2SnR(2) where R = CH3 (3), C4H9 (4), C6H5 (5), and NaL2 = sodium salt of isophthaloylbis (piperazine-4,1-diyl)bis(methylene)dicarbamodithioate have been synthesized. The compound, NaL2 have been synthesized by the reaction of 2-aminoethyl piperazine with isophthalyol dichloride followed by insertion reaction of carbon disulphide in basic media, which on successive reaction with R2SnCl2 yielded the title complexes. The precursor: L1, compound: NaL2 and its Sn complexes were characterized by spectroscopic techniques like FT-IR, -1HNMR, (CNMR)-C-13, (SnNMR)-Sn-119 and thermal techniques like TGA/DSC. Based on FT-IR spectral studies, symmetrical bidentate coordination has been proposed for all the Sn complexes. Moreover, (CNMR)-C-13 and 119SnNMR data implies that the Sn atom has been found to exhibit six-coordinate geometry in all the complexes. The TGA/DSC profile of the Sn complexes implies higher stability than L1 and NaL2. However, based on initial decomposition temperature (IDT) values the stability order of the organotin complexes was found to be 5 > 4 > 3. The room temperature conductivity values of the 1 mM solution of the precursor: L1, compound: NaL2 and its organotin complexes are found to be comparable with that of non-ionic complexes. The precursor: L1, compound: NaL2 and its three metal complexes were assayed against anti-breast cancer and anti-nematode activity. The anti-breast cancer activity of compounds 4 and 5 has been found to be most effective whilst significant antinematode activity has been observed for all the complexes.

Automated summary

Complexes of L2SnR(2) type with different organic groups were synthesized and characterized. The coordination structure and geometry of these complexes were determined by spectroscopic techniques. Thermal analysis showed that the organotin complexes were more stable compared to the precursor compound. Furthermore, these complexes exhibited significant anti-breast cancer and anti-nematode activities.