A series of platinum (II) complexes of Schiff bases derived from various salicylaldehydes with ethylenediamine were synthesized and characterized by ESI-MS, NMR and IR. The results of ESI-MS and NMR spectra data showed that the separation of hydrogen from hydoxy group and different chemical shifts of typical bondings between ligands and platinum (II) complexes evidenced for coordination of Pt (II) and tetradentate ligands. The IR spectral studies indicated the binding sites of the salen ligands with Pt (II). Their photophysical properties studied by UV-vis and luminescent spectroscopies performed the photoactivity of investigated platinum (II) complexes. The obvious effect of electron-withdrawing and – donoring substituted groups at the same position of salicyl rings and the impact of methoxy at different position of salicyl rings to their photophysical properties were studied and compared to complex 1 without substituted group. The obtained complexes were screened for their in vitro antitumour activities against KB and MCF-7 human cancer cell lines. Complex 4 showed the best bioactivity for both KB and MCF-7 human cancer cells with IC50 1.92 µM.
Published in | Science Journal of Chemistry (Volume 7, Issue 2) |
DOI | 10.11648/j.sjc.20190702.13 |
Page(s) | 49-55 |
Creative Commons |
This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited. |
Copyright |
Copyright © The Author(s), 2019. Published by Science Publishing Group |
Salicylaldiminato Pt (II) Complexes, Synthesis, Photophysical Properties, Cytotoxicity
[1] | N. Muhammad, Z. Guo. Metal-based anticancer chemotherapeutic agents. Cur. Op. Chem. Biol. 19 (2014) 144–153. |
[2] | U. Kalinowska-Lis, J. Ochocki, K. Matlawska-Wasowska. Trans geometry in platinum antitumor complexes. Coor. Chem. Rev. 252 (2008) 1328–1345. |
[3] | P. Heffeter, U. Jungwirth, M. Jakupec, C. Hartinger, M. Galanski, L. Elbling, M. Micksche, B. Keppler, W. Berger. Resistance against novel anticancer metal compounds: Differences and similarities. Drug Resis. Upd. 11 (2008) 1–16. |
[4] | Anne-Laure Laine, C. Passirani. Novel metal-based anticancer drugs: a new challenge in drug delivery. Cur. Op. Pharm. 12 (2012) 420–426. |
[5] | Pieter CA Bruijnincx, Peter J Sadler. New trends for metal complexes with anticancer activity. Cur. Op. Chem. Biol. 12 (2008) 197–206. |
[6] | Cleiton M. da Silva, Daniel L. da Silva, Luzia V. Modolo, Rosemeire B. Alves, Maria A. de Resende, Cleide V. B. Martins, Ângelo de Fátima. Schiff bases: A short review of their antimicrobial activities. J. Adv. Research 2 (2011) 1−8. |
[7] | K. C. Gupta, A. K. Sutar. Catalytic activities of Schiff base transition metal complexes. Coor. Chem. Rev. 252 (2008) 1420–1450. |
[8] | A. Erxleben. Transition metal salen complexes in bioinorganic and medicinal chemistry. Inorg. Chim. Acta 472 (2018) 40–57. |
[9] | Y. Zhang, F. Meng, C. You, S. Yang, W. Xiong, Y. Wang, S. Su, W. Zhu, Achieving NIR emission for tetradentate platinum (II) salophen complexes by attaching dual donor-accepter frameworks in the heads of salophen, Dyes and Pigments 138 (2017) 100−106. |
[10] | Y. Zhang, Z. Yin, F. Meng, J. Yu, C. You, S. Yang, H. Tan, W. Zhu, S. Su, Tetradentate Pt (II) 3, 6-substitued salophen complexes: Synthesis and tuning emission from deep-red to near infrared by appending donoracceptor framework, Organic Electronics 50 (2017) 317−324. |
[11] | Hirohiko Houjou, Yuki Hoga, Yi-Lan Ma, Hiroto Achira, Isao Yoshikawa, Toshiki Mutai, Kazunari Matsumura, Dinuclear fused salen complexes of group-10 metals: Peculiarity of the crystal structure and near-infrared luminescence of a bis (Pt-salen) complex, Inorg. Chim. Acta 461 (2017) 27–34. |
[12] | H. Achira, Y. Hoga, I. Yoshikawa, T. Mutai, K. Matsumura, H. Houjou, Effects of a semiflexible linker on the mechanochromic photoluminescence of bis (Pt-salen) complex, Polyhedron 113 (2016) 123–131. |
[13] | J. Zhang, G. Dai, F. Wu, D. Li, D. Gao, H. Jin, S. Chen, X. Zhu, C. Huang, D. Han. Efficient and tunable phosphorescence of new platinum (II) complexes based on the donor–π–acceptor Schiff bases. J. Photochem. Photobiol A: Chem. 316 (2016) 12–18. |
[14] | M. Hashemi, Z. Solati, A. Ghodsi, S. Ahmadian. Azo-substituted Schiff base complex of Pt (II): Synthesis, characterization, DFT and TD-DFT study. Syn. Metals 210 (2015) 398–403. |
[15] | Peng Wu, Dik-Lung Ma, Chung-Hang Leung, Siu-Cheong Yan, Nianyong Zhu, R. Abagyan, Chi-Ming Che. Stabilization of G-quadruplex DNA with platinum (II) Schiff base complexes: Luminescent probe and down-regulation of c-myc oncogene expression. Chem. Eur. J. 15 (2009) 13008 –13021. |
[16] | M. Proetto, W. Liu, A. Hagenbach, U. Abram, R. Gust. Synthesis, characterization and in vitro antitumour activity of a series of novel platinum (II) complexes bearing Schiff base ligands. Eur. J. Med. Chem. 53 (2012) 168 – 175. |
[17] | L. Li, C. Tian, C. Wang, G. Wang, L. Wang, J. Du. Platinum (II) complexes with tetradentate Schiff bases as ligands: Synthesis, characterization and detection of DNA interaction by differential pulse voltammetry. E-Journal of Chemistry 9 (3) (2012) 1422−1430. |
[18] | M. Azam, S. I. Al-Resayes, S. M. Soliman, A. Trzesowska-Kruszynska, R. Kruszynski, Z. Khan. A (salicyidiminato) Pt (II) complex with dimethylpropylene linkage: Synthesis, structural characterization and antineoplatic activity. J. Photochem. Photobiol. B: Biol. 176 (2017) 150-156. |
[19] | H. Naeimi, J. Safari, A. Heidarnezhad. Synthesis of Schiff base ligands derived from condensation of salicylaldehyde derivatives and synthetic diamine. Dyes and Pigments 73 (2007) 251−253. |
[20] | Quang Trung Nguyen, Quang Hai Lam, Van Tuyen Nguyen. Synthesis, characterization and in vitro antitumour activity of Pt (II) complexes of salen type Schiff base ligands. Vietnam J. Chem. 54 (6e2) (2016) 219−222. |
[21] | K. I. Ansari, J. D. Grant, S. Kasiri, G. Woldemariam, B. Shrestha, S. S. Mandal. Manganese (III)-salens induce tumor selective apoptosis in human cells. J. Inorg. Biochem. 103 (2009) 818–826. |
APA Style
Quang Trung Nguyen, Quang Hai Lam, Phuong Nam Pham Thi, Van Tuyen Nguyen. (2019). Synthesis, Characterization and In Vitro Cytotoxicity of Platinum (II) Complexes with Some Tetradentate Salen Ligands. Science Journal of Chemistry, 7(2), 49-55. https://doi.org/10.11648/j.sjc.20190702.13
ACS Style
Quang Trung Nguyen; Quang Hai Lam; Phuong Nam Pham Thi; Van Tuyen Nguyen. Synthesis, Characterization and In Vitro Cytotoxicity of Platinum (II) Complexes with Some Tetradentate Salen Ligands. Sci. J. Chem. 2019, 7(2), 49-55. doi: 10.11648/j.sjc.20190702.13
AMA Style
Quang Trung Nguyen, Quang Hai Lam, Phuong Nam Pham Thi, Van Tuyen Nguyen. Synthesis, Characterization and In Vitro Cytotoxicity of Platinum (II) Complexes with Some Tetradentate Salen Ligands. Sci J Chem. 2019;7(2):49-55. doi: 10.11648/j.sjc.20190702.13
@article{10.11648/j.sjc.20190702.13, author = {Quang Trung Nguyen and Quang Hai Lam and Phuong Nam Pham Thi and Van Tuyen Nguyen}, title = {Synthesis, Characterization and In Vitro Cytotoxicity of Platinum (II) Complexes with Some Tetradentate Salen Ligands}, journal = {Science Journal of Chemistry}, volume = {7}, number = {2}, pages = {49-55}, doi = {10.11648/j.sjc.20190702.13}, url = {https://doi.org/10.11648/j.sjc.20190702.13}, eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.sjc.20190702.13}, abstract = {A series of platinum (II) complexes of Schiff bases derived from various salicylaldehydes with ethylenediamine were synthesized and characterized by ESI-MS, NMR and IR. The results of ESI-MS and NMR spectra data showed that the separation of hydrogen from hydoxy group and different chemical shifts of typical bondings between ligands and platinum (II) complexes evidenced for coordination of Pt (II) and tetradentate ligands. The IR spectral studies indicated the binding sites of the salen ligands with Pt (II). Their photophysical properties studied by UV-vis and luminescent spectroscopies performed the photoactivity of investigated platinum (II) complexes. The obvious effect of electron-withdrawing and – donoring substituted groups at the same position of salicyl rings and the impact of methoxy at different position of salicyl rings to their photophysical properties were studied and compared to complex 1 without substituted group. The obtained complexes were screened for their in vitro antitumour activities against KB and MCF-7 human cancer cell lines. Complex 4 showed the best bioactivity for both KB and MCF-7 human cancer cells with IC50 1.92 µM.}, year = {2019} }
TY - JOUR T1 - Synthesis, Characterization and In Vitro Cytotoxicity of Platinum (II) Complexes with Some Tetradentate Salen Ligands AU - Quang Trung Nguyen AU - Quang Hai Lam AU - Phuong Nam Pham Thi AU - Van Tuyen Nguyen Y1 - 2019/07/01 PY - 2019 N1 - https://doi.org/10.11648/j.sjc.20190702.13 DO - 10.11648/j.sjc.20190702.13 T2 - Science Journal of Chemistry JF - Science Journal of Chemistry JO - Science Journal of Chemistry SP - 49 EP - 55 PB - Science Publishing Group SN - 2330-099X UR - https://doi.org/10.11648/j.sjc.20190702.13 AB - A series of platinum (II) complexes of Schiff bases derived from various salicylaldehydes with ethylenediamine were synthesized and characterized by ESI-MS, NMR and IR. The results of ESI-MS and NMR spectra data showed that the separation of hydrogen from hydoxy group and different chemical shifts of typical bondings between ligands and platinum (II) complexes evidenced for coordination of Pt (II) and tetradentate ligands. The IR spectral studies indicated the binding sites of the salen ligands with Pt (II). Their photophysical properties studied by UV-vis and luminescent spectroscopies performed the photoactivity of investigated platinum (II) complexes. The obvious effect of electron-withdrawing and – donoring substituted groups at the same position of salicyl rings and the impact of methoxy at different position of salicyl rings to their photophysical properties were studied and compared to complex 1 without substituted group. The obtained complexes were screened for their in vitro antitumour activities against KB and MCF-7 human cancer cell lines. Complex 4 showed the best bioactivity for both KB and MCF-7 human cancer cells with IC50 1.92 µM. VL - 7 IS - 2 ER -