Abstract

Cancer is one of the leading causes of mortality and morbidity worldwide. Various new metal-based compounds including organotin(IV) compounds have been actively synthesised due to their good cytotoxicity in cancerous cells. In this study, we tested the cytotoxicity of new triphenyltin(IV) dithiocarbamate compounds (triphenyltin(IV) benzylisopropyldithiocarbamate, compound 1; triphenyltin(IV) methylisopropyldithiocarbamate, compound 2; and triphenyltin(IV) ethylisopropyldithiocarbamate, compound 3) on the human acute T-lymphoblastic cell line, Jurkat E6.1 by MTT assay at three periods of time. The triphenyltin(IV) methylisopropyldithiocarbamate compound showed the lowest IC50 values (0.03 µM) after 24 h of treatment on Jurkat E6.1 cell lines. The IC50 values obtained for the three compounds for 24 h of treatment were 0.18 µM, 0.03 µM, and 0.42 µM, respectively. Next, for 48 h and 72 h of treatment, the IC50 values were 0.15 µM, 0.18 µM, and 0.40 µM and 0.18 µM, 0.19 µM, and 0.41 µM, respectively. These tested compounds were found to give cytotoxic activity against Jurkat E6.1 cell lines at micromolar doses. Observation on morphological changes of Jurkat E6.1 cell lines treated with IC50 values at 24 h of treatment showed morphological changes such as cell shrinkage and membrane blebbing, characterising the mode of cell death as apoptosis. Thus, further studies on the specific mechanisms of action of these compounds in human cells should be carried out to elucidate their potential as anticancer agents.

Highlights

  • Dithiocarbamates are versatile ligands capable of forming complexes with most existing elements

  • We tested the cytotoxicity of new triphenyltin (IV) dithiocarbamate compounds (triphenyltin (IV) benzylisopropyldithiocarbamate, compound 1; triphenyltin (IV) methylisopropyldithiocarbamate, compound 2; and triphenyltin (IV) ethylisopropyldithiocarbamate, compound 3) on the human acute T-lymphoblastic cell line, Jurkat E6.1 by MTT assay at three periods of time

  • Several organotin compounds synthesised by our group show significant cytotoxicity towards HepG2 hepatocarcinoma, Jurkat T lymphoblastic, chronic myelogenous leukaemia (K562), and thymoma murine (WEHI 7.2) cell lines (Awang et al, 2012; Awang et al, 2014)

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Summary

Introduction

Dithiocarbamates are versatile ligands capable of forming complexes with most existing elements. Dithiocarbamates are able to stabilise transition metals in various oxidation states (Nabipour et al, 2010). The ability of these ligands to stabilise high oxidation states in metal complexes reflects the strong o-bonding characteristic. The sulphur atoms of dithiocarbamate ligands possess o-donor and n-back-donation characteristics of the same order of magnitude, these ligands possess a special feature in that there is an additional n-electron flow from nitrogen to sulphur via planar de-localised π-orbital system, as shown below: This special feature results in strong electron donation, a high electron density on the metal, leading to its higher oxidation state. A developing interest in the area of dithiocarbamate chemistry is the functionalisation of the backbone such that new applications and interactions can be developed. This area is still in its early stages, but interesting and potential applications have already been noted, including the functionalisation of gold nanoparticles, the stepwise build-up of multimetallic arrays, the synthesis of dithiocarbamate-containing

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