Homoleptic tin(IV) compounds containing tridentate ONS dithiocarbazate Schiff bases: synthesis, X-ray crystallography, DFT and cytotoxicity studies

Md Yusof, Enis Nadia; Latif, Muhammad A. M.; Tahir, Mohamed I. M.; Sakoff, Jennette A.; Veerakumarasivam, Abhi; Page, Alister J.; Tiekink, Edward R. T.; Ravoof, Thahira B. S. A.

Title: Homoleptic tin(IV) compounds containing tridentate ONS dithiocarbazate Schiff bases: synthesis, X-ray crystallography, DFT and cytotoxicity studies
Creator: Md Yusof, Enis Nadia; Latif, Muhammad A. M.; Tahir, Mohamed I. M.; Sakoff, Jennette A.; Veerakumarasivam, Abhi; Page, Alister J.; Tiekink, Edward R. T.; Ravoof, Thahira B. S. A.
Relation: Journal of Molecular Structure Vol. 1205, Issue 5 April 2020, no. 127635
Publisher Link: http://dx.doi.org/10.1016/j.molstruc.2019.127635
Publisher: Elsevier
Resource Type: journal article
Date: 2020
Description: Six new tin(IV) compounds derived from tridentate dinegatively charged ONS dithiocarbazate Schiff bases derived from 2-hydroxy-3-methoxybenzaldehyde (H₂L1, H₂L2 and H₂L3) and 2,3-dihydroxybenzaldehyde (H₂L4, H₂L5 and H₂L6) (where H₂Ln = di-acids of Schiff base) are reported. The compounds were characterised by elemental analysis, FT-IR and multinuclear NMR (¹H, ¹³C and ¹¹⁹Sn) spectroscopy. The crystal structures of tin(IV) [S-4-methybenzyl-β-N-(2-hydroxy-3-methoxybenzylmethylene)dithiocarbazate] (2) and tin(IV) [S-benzyl-β-N-(2-hydroxy-3-methoxy benzylmethylene)dithiocarbazate] (3) were determined by X-ray single crystal diffraction analysis. X-ray crystallography showed the molecular geometries in homoleptic 2 and 3 to be quite similar in which the dinegative tridentate ligand coordinated the tin atoms via thiolate-S, phenoxide-O and imine-N atoms. The coordination geometries are based on an octahedron with like-atoms mutually trans. The experimental findings were validated by density functional theory (DFT) calculations at the B3LYP/LanL2DZ/6-311G(d,p) level of theory. All the tin(IV) compounds, except the insoluble compound 2 were screened for their in vitro cytotoxicity against a panel ten of cancer cell lines and one normal breast cell line (MCF-10 A) by MTT assay. Interestingly, the cytotoxicity of five tin(IV) compounds against HT29, MCF7 and MIA was higher than the reference drug, cisplatin.
Subject: tin complex; x-ray crystallography; cytotoxicity; SDG 3; Sustainable Development Goals
Identifier: http://hdl.handle.net/1959.13/1436833
Identifier: uon:40152
Identifier: ISSN:0022-2860
Language: eng
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