Docking and in vitro molecular biology studies of p-anisidine-appended 1-hydroxy-2-acetonapthanone Schiff base lanthanum(iii) complexes

Sathiyanarayanan, V. and Prasath, P. Varun and Sekhar, P. Chandra and Ravichandran, K. and Easwaramoorthy, D. and Mohammad, Faruq and Al-Lohedan, Hamad A. and Oh, Won Chun and Sagadevan, Suresh (2020) Docking and in vitro molecular biology studies of p-anisidine-appended 1-hydroxy-2-acetonapthanone Schiff base lanthanum(iii) complexes. RSC Advances, 10 (28). pp. 16457-16472. ISSN 2046-2069, DOI https://doi.org/10.1039/d0ra01936d.

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Official URL: https://doi.org/10.1039/d0ra01936d

Abstract

A new series of lanthanum(iii) complexes was synthesized using ap-anisidine-appended 1-hydroxy-2-acetonapthanone (3) Schiff base and characterizedviaspectroscopic methods. The ligand was synthesizedviasonication and the crystalline product was characterized using X-ray crystallography. The genotoxicity of the compound was assessed primarily by the bacterial reverse mutation (Ames) test and thein vitromammalian chromosome aberration test; in both cases, the samarium complex5was found to be non-mutagenic. The anti-tumor activity of complexes45, and6was assayed against HeLa tumor cells and screened using the MTT assay. The IC50value of complex5was found to be 34 ± 1.2 μg mL−1and this compound exhibited superior activity towards the cells compared to4and6. These results were further confirmed by Hoechst 33258 staining and AO/EI dual staining, which indicated that the cells underwent an apoptosis mechanism in a dose-dependent manner. The apoptosis was further confirmed by the formation of ladders in the DNA fragmentation assay, and the western blot analysis of complex5suggested that the cells underwent the caspase-3-dependent pathway with PARP cleavage. Furthermore, the docking studies of complex5with HSA showed that it was situated in a hydrophilic cavity held by the electrostatic attraction of four hydrogen-bonding interactions. binds with complex5viastrong π-π stacking interactions, which facilitate binding with the major grooves of DNA strands. The above-mentioned results illustrate that for complex5, mitochondrion-mediated apoptosis occursviacaspase-3 activation. Complex5binds with DNAviaintercalation because of S-phase cell cycle arrest in the HeLa cells. © The Royal Society of Chemistry 2020.

Item Type: Article
Funders: Research Supporting Project (RSP-2019/54), King Saud University, Riyadh, Saudi Arabia
Uncontrolled Keywords: Cell death; Chromosomes; Electrophoresis; Hydrogen bonds; Samarium compounds; Synthesis (chemical); Tumors; X ray crystallography
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Divisions: Deputy Vice Chancellor (Research & Innovation) Office > Nanotechnology & Catalysis Research Centre
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 17 Jul 2020 03:12
Last Modified: 17 Jul 2020 03:12
URI: http://eprints.um.edu.my/id/eprint/25120

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