Docking and in vitro molecular biology studies of p-anisidine-appended 1-hydroxy-2-acetonapthanone Schiff base lanthanum(iii) complexes
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 genotoxic...
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my.um.eprints.251202020-07-17T03:12:10Z http://eprints.um.edu.my/25120/ Docking and in vitro molecular biology studies of p-anisidine-appended 1-hydroxy-2-acetonapthanone Schiff base lanthanum(iii) complexes Sathiyanarayanan, V. Prasath, P. Varun Sekhar, P. Chandra Ravichandran, K. Easwaramoorthy, D. Mohammad, Faruq Al-Lohedan, Hamad A. Oh, Won Chun Sagadevan, Suresh Q Science (General) QD Chemistry 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. Royal Society of Chemistry 2020 Article PeerReviewed 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 https://doi.org/10.1039/d0ra01936d doi:10.1039/d0ra01936d |
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Q Science (General) QD Chemistry Sathiyanarayanan, V. Prasath, P. Varun Sekhar, P. Chandra Ravichandran, K. Easwaramoorthy, D. Mohammad, Faruq Al-Lohedan, Hamad A. Oh, Won Chun Sagadevan, Suresh Docking and in vitro molecular biology studies of p-anisidine-appended 1-hydroxy-2-acetonapthanone Schiff base lanthanum(iii) complexes |
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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. |
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Article |
author |
Sathiyanarayanan, V. Prasath, P. Varun Sekhar, P. Chandra Ravichandran, K. Easwaramoorthy, D. Mohammad, Faruq Al-Lohedan, Hamad A. Oh, Won Chun Sagadevan, Suresh |
author_facet |
Sathiyanarayanan, V. Prasath, P. Varun Sekhar, P. Chandra Ravichandran, K. Easwaramoorthy, D. Mohammad, Faruq Al-Lohedan, Hamad A. Oh, Won Chun Sagadevan, Suresh |
author_sort |
Sathiyanarayanan, V. |
title |
Docking and in vitro molecular biology studies of p-anisidine-appended 1-hydroxy-2-acetonapthanone Schiff base lanthanum(iii) complexes |
title_short |
Docking and in vitro molecular biology studies of p-anisidine-appended 1-hydroxy-2-acetonapthanone Schiff base lanthanum(iii) complexes |
title_full |
Docking and in vitro molecular biology studies of p-anisidine-appended 1-hydroxy-2-acetonapthanone Schiff base lanthanum(iii) complexes |
title_fullStr |
Docking and in vitro molecular biology studies of p-anisidine-appended 1-hydroxy-2-acetonapthanone Schiff base lanthanum(iii) complexes |
title_full_unstemmed |
Docking and in vitro molecular biology studies of p-anisidine-appended 1-hydroxy-2-acetonapthanone Schiff base lanthanum(iii) complexes |
title_sort |
docking and in vitro molecular biology studies of p-anisidine-appended 1-hydroxy-2-acetonapthanone schiff base lanthanum(iii) complexes |
publisher |
Royal Society of Chemistry |
publishDate |
2020 |
url |
http://eprints.um.edu.my/25120/ https://doi.org/10.1039/d0ra01936d |
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1680857001729458176 |
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13.18916 |