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

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

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 chara...

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Main Authors:	Md Yusof, Enis Nadia, Mohammad Latif, Muhammad Alif, Mohamed Tahir, Mohamed Ibrahim, Sakoff, Jennette A., Veerakumarasivam, Abhi, Page, Alister J., Tiekink, Edward R. T., Ravoof, Thahira B. S. A.
Format:	Article
Language:	English
Published:	Elsevier 2020
Online Access:	http://psasir.upm.edu.my/id/eprint/89199/1/TIN.pdf http://psasir.upm.edu.my/id/eprint/89199/ https://www.sciencedirect.com/science/article/pii/S0022286019317442
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spelling	my.upm.eprints.891992021-09-03T20:49:51Z http://psasir.upm.edu.my/id/eprint/89199/ Homoleptic tin(IV) compounds containing tridentate ONS dithiocarbazate Schiff bases: Synthesis, X-ray crystallography, DFT and cytotoxicity studies Md Yusof, Enis Nadia Mohammad Latif, Muhammad Alif Mohamed Tahir, Mohamed Ibrahim Sakoff, Jennette A. Veerakumarasivam, Abhi Page, Alister J. Tiekink, Edward R. T. Ravoof, Thahira B. S. A. 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. Elsevier 2020 Article PeerReviewed text en http://psasir.upm.edu.my/id/eprint/89199/1/TIN.pdf Md Yusof, Enis Nadia and Mohammad Latif, Muhammad Alif and Mohamed Tahir, Mohamed Ibrahim and Sakoff, Jennette A. and Veerakumarasivam, Abhi and Page, Alister J. and Tiekink, Edward R. T. and Ravoof, Thahira B. S. A. (2020) Homoleptic tin(IV) compounds containing tridentate ONS dithiocarbazate Schiff bases: Synthesis, X-ray crystallography, DFT and cytotoxicity studies. Journal of Molecular Structure, 1205. art. no. 127635. pp. 1-9. ISSN 0022-2860 https://www.sciencedirect.com/science/article/pii/S0022286019317442 10.1016/j.molstruc.2019.127635
institution	Universiti Putra Malaysia
building	UPM Library
collection	Institutional Repository
continent	Asia
country	Malaysia
content_provider	Universiti Putra Malaysia
content_source	UPM Institutional Repository
url_provider	http://psasir.upm.edu.my/
language	English
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.
format	Article
author	Md Yusof, Enis Nadia Mohammad Latif, Muhammad Alif Mohamed Tahir, Mohamed Ibrahim Sakoff, Jennette A. Veerakumarasivam, Abhi Page, Alister J. Tiekink, Edward R. T. Ravoof, Thahira B. S. A.
spellingShingle	Md Yusof, Enis Nadia Mohammad Latif, Muhammad Alif Mohamed Tahir, Mohamed Ibrahim Sakoff, Jennette A. Veerakumarasivam, Abhi Page, Alister J. Tiekink, Edward R. T. Ravoof, Thahira B. S. A. Homoleptic tin(IV) compounds containing tridentate ONS dithiocarbazate Schiff bases: Synthesis, X-ray crystallography, DFT and cytotoxicity studies
author_facet	Md Yusof, Enis Nadia Mohammad Latif, Muhammad Alif Mohamed Tahir, Mohamed Ibrahim Sakoff, Jennette A. Veerakumarasivam, Abhi Page, Alister J. Tiekink, Edward R. T. Ravoof, Thahira B. S. A.
author_sort	Md Yusof, Enis Nadia
title	Homoleptic tin(IV) compounds containing tridentate ONS dithiocarbazate Schiff bases: Synthesis, X-ray crystallography, DFT and cytotoxicity studies
title_short	Homoleptic tin(IV) compounds containing tridentate ONS dithiocarbazate Schiff bases: Synthesis, X-ray crystallography, DFT and cytotoxicity studies
title_full	Homoleptic tin(IV) compounds containing tridentate ONS dithiocarbazate Schiff bases: Synthesis, X-ray crystallography, DFT and cytotoxicity studies
title_fullStr	Homoleptic tin(IV) compounds containing tridentate ONS dithiocarbazate Schiff bases: Synthesis, X-ray crystallography, DFT and cytotoxicity studies
title_full_unstemmed	Homoleptic tin(IV) compounds containing tridentate ONS dithiocarbazate Schiff bases: Synthesis, X-ray crystallography, DFT and cytotoxicity studies
title_sort	homoleptic tin(iv) compounds containing tridentate ons dithiocarbazate schiff bases: synthesis, x-ray crystallography, dft and cytotoxicity studies
publisher	Elsevier
publishDate	2020
url	http://psasir.upm.edu.my/id/eprint/89199/1/TIN.pdf http://psasir.upm.edu.my/id/eprint/89199/ https://www.sciencedirect.com/science/article/pii/S0022286019317442
_version_	1710677172557971456
score	13.211869

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

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