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Int. J. Mol. Sci. 2015, 16(5), 11034-11054; doi:10.3390/ijms160511034

Synthesis, Characterization and Biological Evaluation of Transition Metal Complexes Derived from N, S Bidentate Ligands

1
Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, UPM Serdang 43400, Malaysia
2
Department of Chemistry, University of Malaya, Kuala Lumpur 50603, Malaysia
3
Medical Genetics Laboratory, Faculty of Medicine and Health Sciences, Universiti Putra Malaysia, UPM Serdang 43400, Malaysia
4
Department of Chemistry, Cape Breton University, Sydney, NS B1P 6L2, Canada
*
Author to whom correspondence should be addressed.
Academic Editor: Bing Yan
Received: 8 January 2015 / Revised: 12 March 2015 / Accepted: 13 March 2015 / Published: 15 May 2015
(This article belongs to the Section Biomaterial Sciences)
View Full-Text   |   Download PDF [1416 KB, uploaded 15 May 2015]   |  

Abstract

Two bidentate NS ligands were synthesized by the condensation reaction of S-2-methylbenzyldithiocarbazate (S2MBDTC) with 2-methoxybenzaldehyde (2MB) and 3-methoxybenzaldehyde (3MB). The ligands were reacted separately with acetates of Cu(II), Ni(II) and Zn(II) yielding 1:2 (metal:ligand) complexes. The metal complexes formed were expected to have a general formula of [M(NS)2] where M = Cu2+, Ni2+, and Zn2+. These compounds were characterized by elemental analysis, molar conductivity, magnetic susceptibility and various spectroscopic techniques. The magnetic susceptibility measurements and spectral results supported the predicted coordination geometry in which the Schiff bases behaved as bidentate NS donor ligands coordinating via the azomethine nitrogen and thiolate sulfur. The molecular structures of the isomeric S2M2MBH (1) and S2M3MBH (2) were established by X-ray crystallography to have very similar l-shaped structures. The Schiff bases and their metal complexes were evaluated for their biological activities against estrogen receptor-positive (MCF-7) and estrogen receptor-negative (MDA-MB-231) breast cancer cell lines. Only the Cu(II) complexes showed marked cytotoxicity against the cancer cell lines. Both Schiff bases and other metal complexes were found to be inactive. In concordance with the cytotoxicity studies, the DNA binding studies indicated that Cu(II) complexes have a strong DNA binding affinity. View Full-Text
Keywords: bidentate NS ligands; crystal structure analysis; hydrogen bonding; cytotoxic activity; DNA binding bidentate NS ligands; crystal structure analysis; hydrogen bonding; cytotoxic activity; DNA binding
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Md Yusof, E.N.; Ravoof, T.B.S.A.; Tiekink, E.R.T.; Veerakumarasivam, A.; Crouse, K.A.; Mohamed Tahir, M.I.; Ahmad, H. Synthesis, Characterization and Biological Evaluation of Transition Metal Complexes Derived from N, S Bidentate Ligands. Int. J. Mol. Sci. 2015, 16, 11034-11054.

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