Enantiomeric pairs of copper(II) polypyridyl-alanine complex salts: anticancer studies

Ng, Pei Ying and Chye, Soi Moi and Tiong, Yee Liang and Chan, Cheang Wei and Tan, Kong Wai and Ooi, Ing Hong and Ng, Chew Hee (2018) Enantiomeric pairs of copper(II) polypyridyl-alanine complex salts: anticancer studies. Transition Metal Chemistry, 43 (6). pp. 479-496. ISSN 0340-4285, DOI https://doi.org/10.1007/s11243-018-0234-4.

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Official URL: https://doi.org/10.1007/s11243-018-0234-4


The anticancer properties of two previously characterized pairs of optically pure chiral complex salts [Cu(phen)(ala)(H2O)]X·xH2O (phen = 1.10-phenanthroline; X = NO3 −; ala: l-alanine (l-ala) 1 and d-alanine (d-ala) 2; and (X = Cl−; ala: l-ala, 3 and d-ala, 4; x = number of lattice water molecules) are reported herein, together with the crystal structure of the d-enantiomer 4. Unlike cisplatin which is ineffective against MCF-7 cancer cells with the absence of caspase-3 protein expression, these two pairs of complex salts were effective against this cell line and they were able to induce an increase in intracellular ROS, loss in mitochondrial membrane potential, cell cycle arrest mainly at SubG1 phase , caspase-9 activation, and caspase-3/caspase-7-independent apoptosis. Screening of 1 on the NCI-60 panel of human cancer cell lines showed that it was effective against most of the cell lines. MTT-NCI modified assay screening was also done on other cancer cell lines, viz. A549, CNE1, and HepG2, and two normal cell lines, viz. MCF-10A and CHANG. The effects of chirality of these Cu(II) compounds, especially the greater selectivity of d-enantiomers over the l-counterparts, on their anticancer properties are also reported herein.

Item Type: Article
Funders: Malaysian Ministry of Science, Technology and Innovation (MOSTI) for the eScience Grant (No. 02-02-09-SF0036)
Uncontrolled Keywords: 1.10-phenanthroline; Anticancer properties; Cancer cell lines; Cell-cycle arrest; Enantiomeric pairs; Human cancer cells; Mitochondrial membrane potential; Protein expressions
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Divisions: Faculty of Science > Department of Chemistry
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 07 May 2019 06:40
Last Modified: 07 May 2019 06:40
URI: http://eprints.um.edu.my/id/eprint/21141

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