Jump to main content
Jump to site search


Triphenylstannyl((arylimino)methyl)benzoates with selective potency that induce G1 and G2/M cell cycle arrest and trigger apoptosis via ROS in human cervical cancer cells

Abstract

Metal complexes with organelle specificity and potent but selective cytotoxicity are highly desirable. A novel series of triphenylstannyl 4-((arylimino)methyl)benzoates (2-8) were obtained by reactions of triphenylstannyl 4-formylbenzoate [Ph3Sn(L1)] 1 with primary aromatic amines. Two representative compounds (10, 11) were also synthesized by reacting aqua-triphenylstannyl 2-formylbenzoate [Ph3Sn(L9)(H2O)] (9) with aniline and p-fluoroaniline, respectively. These compounds were characterized by elemental analysis, IR and 1H, 13C and 119Sn NMR spectroscopies, as well as single-crystal X-ray diffraction for compounds 5, 7-11 and three pro-ligands. In vitro cytotoxic activities of 1-11 were assessed by MMT tetrazolium dye assay against HeLa (human cervical) and MDA-MB-231 (breast) cancer cells; with IC50 values revealing high activity. Compared to cisplatin, compounds 1-11 exhibited enhanced cytotoxic efficacy, indicating their potential as potent anticancer agents. Among these, 1 and 5 demonstrated maximum inhibition in HeLa cells, with negligible effect on normal human embryonic kidney (HEK) cells. Combined results of DCFH-DA dye and Hoechst 33342/PI nuclear staining assays, along with flow cytometry analysis, show they possess a dual mode of action; induced apoptotic cell death, attributable to tin-assisted generation of reactive oxygen species. Cell cycle analyses indicated that compounds 1 and 5 exhibit cell growth inhibition and may cause turbulences in G1 and G2/M phases.

Back to tab navigation

Supplementary files

Publication details

The article was received on 27 Oct 2017, accepted on 18 Dec 2017 and first published on 19 Dec 2017


Article type: Paper
DOI: 10.1039/C7DT04037G
Citation: Dalton Trans., 2017, Accepted Manuscript
  •   Request permissions

    Triphenylstannyl((arylimino)methyl)benzoates with selective potency that induce G1 and G2/M cell cycle arrest and trigger apoptosis via ROS in human cervical cancer cells

    T. S. Basu Baul, I. Longkumer, A. Duthie, P. Singh, B. Koch and M. F. C. Guedes da Silva, Dalton Trans., 2017, Accepted Manuscript , DOI: 10.1039/C7DT04037G

Search articles by author

Spotlight

Advertisements