Homoleptic [ONO]2Ti(IV) type complexes of amino-acid-tethered phenolato, Schiff-base ligands: Synthesis, characterization, time-resolved fluorescence spectroscopy, and cytotoxicity against ovarian and colon cancer cells
Six homoleptic Ti(IV) compounds of dianionic tridentate Schiff base ligands were synthesized from chiral amino acids, 2-hydroxybenzaldehyde and Ti(OiPr)4. The compounds were spectroscopically characterized and the molecular geometries were established by X-ray crystallography. The ligands coordinat...
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Wiley
2019
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| Online Access: | http://eprints.sunway.edu.my/1229/ http://eprints.sunway.edu.my/1229/1/Tiekink%20AOC%202020%2034%20e5309.pdf |
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| author | Shpilt, Zohar Manne, Rajesh Rahman, M. A. Mitra, Sivaprasad Tiekink, Edward R. T. * Baul, T. S. B. Tshuva, E. Y. |
| author_facet | Shpilt, Zohar Manne, Rajesh Rahman, M. A. Mitra, Sivaprasad Tiekink, Edward R. T. * Baul, T. S. B. Tshuva, E. Y. |
| author_sort | Shpilt, Zohar |
| building | SU Institutional Repository |
| collection | Online Access |
| description | Six homoleptic Ti(IV) compounds of dianionic tridentate Schiff base ligands were synthesized from chiral amino acids, 2-hydroxybenzaldehyde and Ti(OiPr)4. The
compounds were spectroscopically characterized and the molecular geometries were established by X-ray crystallography. The ligands coordinated the titanium via
carboxylate-O-, imine-N-, and phenoxide-O atoms. Two isomers were identified; each based on a trans-N2O4 donor set, but one with trans carboxylate-O atoms and another with each carboxylate-O atom trans to a phenoxide-O atom. Photophysical profiles exhibited faster excited-state relaxation in the solid phase than in solution.
Marked cytotoxicities were recorded toward human ovarian A2780 and colon HT-29 cancer cells with IC50 values ranging between 23±2 and 103±3 µM. Comparative hydrolytic stability studies by NMR in 10% D2O solutions provided t1/2 values of up to 15±2 h, with little correlation to cytotoxicity implying a role of hydrolysis products in the reactivity and identifying steric bulk as a contributor to stability and solubility. |
| first_indexed | 2025-11-14T21:16:25Z |
| format | Article |
| id | sunway-1229 |
| institution | Sunway University |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-14T21:16:25Z |
| publishDate | 2019 |
| publisher | Wiley |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | sunway-12292020-10-07T07:55:15Z http://eprints.sunway.edu.my/1229/ Homoleptic [ONO]2Ti(IV) type complexes of amino-acid-tethered phenolato, Schiff-base ligands: Synthesis, characterization, time-resolved fluorescence spectroscopy, and cytotoxicity against ovarian and colon cancer cells Shpilt, Zohar Manne, Rajesh Rahman, M. A. Mitra, Sivaprasad Tiekink, Edward R. T. * Baul, T. S. B. Tshuva, E. Y. QD Chemistry Six homoleptic Ti(IV) compounds of dianionic tridentate Schiff base ligands were synthesized from chiral amino acids, 2-hydroxybenzaldehyde and Ti(OiPr)4. The compounds were spectroscopically characterized and the molecular geometries were established by X-ray crystallography. The ligands coordinated the titanium via carboxylate-O-, imine-N-, and phenoxide-O atoms. Two isomers were identified; each based on a trans-N2O4 donor set, but one with trans carboxylate-O atoms and another with each carboxylate-O atom trans to a phenoxide-O atom. Photophysical profiles exhibited faster excited-state relaxation in the solid phase than in solution. Marked cytotoxicities were recorded toward human ovarian A2780 and colon HT-29 cancer cells with IC50 values ranging between 23±2 and 103±3 µM. Comparative hydrolytic stability studies by NMR in 10% D2O solutions provided t1/2 values of up to 15±2 h, with little correlation to cytotoxicity implying a role of hydrolysis products in the reactivity and identifying steric bulk as a contributor to stability and solubility. Wiley 2019-12-13 Article PeerReviewed text en cc_by_nc_4 http://eprints.sunway.edu.my/1229/1/Tiekink%20AOC%202020%2034%20e5309.pdf Shpilt, Zohar and Manne, Rajesh and Rahman, M. A. and Mitra, Sivaprasad and Tiekink, Edward R. T. * and Baul, T. S. B. and Tshuva, E. Y. (2019) Homoleptic [ONO]2Ti(IV) type complexes of amino-acid-tethered phenolato, Schiff-base ligands: Synthesis, characterization, time-resolved fluorescence spectroscopy, and cytotoxicity against ovarian and colon cancer cells. Applied Organometallic Chemistry, 34 (1). e5309. ISSN 0268-2605 https://doi.org/10.1002/aoc.5309 |
| spellingShingle | QD Chemistry Shpilt, Zohar Manne, Rajesh Rahman, M. A. Mitra, Sivaprasad Tiekink, Edward R. T. * Baul, T. S. B. Tshuva, E. Y. Homoleptic [ONO]2Ti(IV) type complexes of amino-acid-tethered phenolato, Schiff-base ligands: Synthesis, characterization, time-resolved fluorescence spectroscopy, and cytotoxicity against ovarian and colon cancer cells |
| title | Homoleptic [ONO]2Ti(IV) type complexes of amino-acid-tethered phenolato, Schiff-base ligands: Synthesis, characterization, time-resolved fluorescence spectroscopy, and cytotoxicity against ovarian and colon cancer cells |
| title_full | Homoleptic [ONO]2Ti(IV) type complexes of amino-acid-tethered phenolato, Schiff-base ligands: Synthesis, characterization, time-resolved fluorescence spectroscopy, and cytotoxicity against ovarian and colon cancer cells |
| title_fullStr | Homoleptic [ONO]2Ti(IV) type complexes of amino-acid-tethered phenolato, Schiff-base ligands: Synthesis, characterization, time-resolved fluorescence spectroscopy, and cytotoxicity against ovarian and colon cancer cells |
| title_full_unstemmed | Homoleptic [ONO]2Ti(IV) type complexes of amino-acid-tethered phenolato, Schiff-base ligands: Synthesis, characterization, time-resolved fluorescence spectroscopy, and cytotoxicity against ovarian and colon cancer cells |
| title_short | Homoleptic [ONO]2Ti(IV) type complexes of amino-acid-tethered phenolato, Schiff-base ligands: Synthesis, characterization, time-resolved fluorescence spectroscopy, and cytotoxicity against ovarian and colon cancer cells |
| title_sort | homoleptic [ono]2ti(iv) type complexes of amino-acid-tethered phenolato, schiff-base ligands: synthesis, characterization, time-resolved fluorescence spectroscopy, and cytotoxicity against ovarian and colon cancer cells |
| topic | QD Chemistry |
| url | http://eprints.sunway.edu.my/1229/ http://eprints.sunway.edu.my/1229/ http://eprints.sunway.edu.my/1229/1/Tiekink%20AOC%202020%2034%20e5309.pdf |