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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| Format: | Article |
| Language: | English |
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Elsevier
2020
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| Online Access: | http://eprints.sunway.edu.my/1230/ http://eprints.sunway.edu.my/1230/1/Tiekink%20Journal%20of%20Molecular%20Structure%201205%202020%20127635.pdf |
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| author | Enis Nadia Md Yusof, Muhammad, A. M. Latiff Tahir, Mohamed I. M. Sakoff, Jennette A Veerakumarasivam, Abhi * Page, Alister J Tiekink, Edward R. T. * Ravoof, Thahira Begum S. A. |
| author_facet | Enis Nadia Md Yusof, Muhammad, A. M. Latiff Tahir, Mohamed I. M. Sakoff, Jennette A Veerakumarasivam, Abhi * Page, Alister J Tiekink, Edward R. T. * Ravoof, Thahira Begum S. A. |
| author_sort | Enis Nadia Md Yusof, |
| building | SU Institutional Repository |
| collection | Online Access |
| 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 |
| first_indexed | 2025-11-14T21:16:26Z |
| format | Article |
| id | sunway-1230 |
| institution | Sunway University |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T21:16:26Z |
| publishDate | 2020 |
| publisher | Elsevier |
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| spelling | sunway-12302020-10-07T07:44:04Z http://eprints.sunway.edu.my/1230/ Homoleptic tin(IV) compounds containing tridentate ONS dithiocarbazate Schiff bases: Synthesis, X-ray crystallography, DFT and cytotoxicity studies Enis Nadia Md Yusof, Muhammad, A. M. Latiff Tahir, Mohamed I. M. Sakoff, Jennette A Veerakumarasivam, Abhi * Page, Alister J Tiekink, Edward R. T. * Ravoof, Thahira Begum S. A. QD Chemistry 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 2020-04-05 Article PeerReviewed text en cc_by_nc_4 http://eprints.sunway.edu.my/1230/1/Tiekink%20Journal%20of%20Molecular%20Structure%201205%202020%20127635.pdf Enis Nadia Md Yusof, and Muhammad, A. M. Latiff and Tahir, Mohamed I. M. and Sakoff, Jennette A and Veerakumarasivam, Abhi * and Page, Alister J and Tiekink, Edward R. T. * and Ravoof, Thahira Begum 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. p. 127635. ISSN 00222860 http://doi.org/10.1016/j.molstruc.2019.127635 doi:10.1016/j.molstruc.2019.127635 |
| spellingShingle | QD Chemistry Enis Nadia Md Yusof, Muhammad, A. M. Latiff Tahir, Mohamed I. M. Sakoff, Jennette A Veerakumarasivam, Abhi * Page, Alister J Tiekink, Edward R. T. * Ravoof, Thahira Begum S. A. Homoleptic tin(IV) compounds containing tridentate ONS dithiocarbazate Schiff bases: Synthesis, X-ray crystallography, DFT and cytotoxicity studies |
| title | 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_short | 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 |
| topic | QD Chemistry |
| url | http://eprints.sunway.edu.my/1230/ http://eprints.sunway.edu.my/1230/ http://eprints.sunway.edu.my/1230/ http://eprints.sunway.edu.my/1230/1/Tiekink%20Journal%20of%20Molecular%20Structure%201205%202020%20127635.pdf |