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Water-soluble Dioxidovanadium(V) complexes of Aroylhydrazones: DNA/BSA interactions, hydrophobicity, and cell-selective anticancer potential

Five new anionic aqueous dioxidovanadium(V) complexes, [{VO2L1,2}A(H2O)n]α (1–5), with the aroylhydrazone ligands pyridine-4-carboxylic acid (3-ethoxy-2-hydroxybenzylidene)hydrazide (H2L1) and furan-2-carboxylic acid (3-ethoxy-2-hydroxybenzylidene)hydrazide (H2L2) incorporating different alkali meta...

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Main Authors: Sahu, G., Banerjee, A., Samanta, R., Mohanthy, M., Lima, S., Tiekink, Edward R. T. *, Dinda, R.
Format: Article
Published: American Chemical Society 2021
Subjects:
QD Chemistry
RC0254 Neoplasms. Tumors. Oncology (including Cancer)
Online Access:http://eprints.sunway.edu.my/1872/
https://pubs.acs.org/doi/10.1021/acs.inorgchem.1c01899
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spelling my.sunway.eprints.18722021-12-31T03:34:02Z http://eprints.sunway.edu.my/1872/ Water-soluble Dioxidovanadium(V) complexes of Aroylhydrazones: DNA/BSA interactions, hydrophobicity, and cell-selective anticancer potential Sahu, G. Banerjee, A. Samanta, R. Mohanthy, M. Lima, S. Tiekink, Edward R. T. * Dinda, R. QD Chemistry RC0254 Neoplasms. Tumors. Oncology (including Cancer) Five new anionic aqueous dioxidovanadium(V) complexes, [{VO2L1,2}A(H2O)n]α (1–5), with the aroylhydrazone ligands pyridine-4-carboxylic acid (3-ethoxy-2-hydroxybenzylidene)hydrazide (H2L1) and furan-2-carboxylic acid (3-ethoxy-2-hydroxybenzylidene)hydrazide (H2L2) incorporating different alkali metals (A = Na+, K+, Cs+) as countercation were synthesized and characterized by various physicochemical techniques. The solution-phase stabilities of 1–5 were determined by time-dependent NMR and UV–vis, and also the octanol/water partition coefficients were obtained by spectroscopic techniques. X-ray crystallography of 2–4 confirmed the presence of vanadium(V) centers coordinated by two cis-oxido-O atoms and the O, N, and O atoms of a dianionic tridentate ligand. To evaluate the biological behavior, all complexes were screened for their DNA/protein binding propensity through spectroscopic experiments. Finally, a cytotoxicity study of 1–5 was performed against colon (HT-29), breast (MCF-7), and cervical (HeLa) cancer cell lines and a noncancerous NIH-3T3 cell line. The cytotoxicity was cell-selective, being more active against HT-29 than against other cells. In addition, the role of hydrophobicity in the cytotoxicity was explained in that an optimal hydrophobicity is essential for high cytotoxicity. Moreover, the results of wound-healing assays indicated antimigration in case of HT-29 cells. Remarkably, 1 with an IC50 value of 5.42 ± 0.15 μM showed greater activity in comparison to cisplatin against the HT-29 cell line. American Chemical Society 2021-10 Article PeerReviewed Sahu, G. and Banerjee, A. and Samanta, R. and Mohanthy, M. and Lima, S. and Tiekink, Edward R. T. * and Dinda, R. (2021) Water-soluble Dioxidovanadium(V) complexes of Aroylhydrazones: DNA/BSA interactions, hydrophobicity, and cell-selective anticancer potential. Inorganic Chemistry, 60 (20). pp. 15291-15309. ISSN 1520-510X https://pubs.acs.org/doi/10.1021/acs.inorgchem.1c01899
institution Sunway University
building Sunway Campus Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Sunway University
content_source Sunway Institutional Repository
url_provider http://eprints.sunway.edu.my/
topic QD Chemistry
RC0254 Neoplasms. Tumors. Oncology (including Cancer)
spellingShingle QD Chemistry
RC0254 Neoplasms. Tumors. Oncology (including Cancer)
Sahu, G.
Banerjee, A.
Samanta, R.
Mohanthy, M.
Lima, S.
Tiekink, Edward R. T. *
Dinda, R.
Water-soluble Dioxidovanadium(V) complexes of Aroylhydrazones: DNA/BSA interactions, hydrophobicity, and cell-selective anticancer potential
description Five new anionic aqueous dioxidovanadium(V) complexes, [{VO2L1,2}A(H2O)n]α (1–5), with the aroylhydrazone ligands pyridine-4-carboxylic acid (3-ethoxy-2-hydroxybenzylidene)hydrazide (H2L1) and furan-2-carboxylic acid (3-ethoxy-2-hydroxybenzylidene)hydrazide (H2L2) incorporating different alkali metals (A = Na+, K+, Cs+) as countercation were synthesized and characterized by various physicochemical techniques. The solution-phase stabilities of 1–5 were determined by time-dependent NMR and UV–vis, and also the octanol/water partition coefficients were obtained by spectroscopic techniques. X-ray crystallography of 2–4 confirmed the presence of vanadium(V) centers coordinated by two cis-oxido-O atoms and the O, N, and O atoms of a dianionic tridentate ligand. To evaluate the biological behavior, all complexes were screened for their DNA/protein binding propensity through spectroscopic experiments. Finally, a cytotoxicity study of 1–5 was performed against colon (HT-29), breast (MCF-7), and cervical (HeLa) cancer cell lines and a noncancerous NIH-3T3 cell line. The cytotoxicity was cell-selective, being more active against HT-29 than against other cells. In addition, the role of hydrophobicity in the cytotoxicity was explained in that an optimal hydrophobicity is essential for high cytotoxicity. Moreover, the results of wound-healing assays indicated antimigration in case of HT-29 cells. Remarkably, 1 with an IC50 value of 5.42 ± 0.15 μM showed greater activity in comparison to cisplatin against the HT-29 cell line.
format Article
author Sahu, G.
Banerjee, A.
Samanta, R.
Mohanthy, M.
Lima, S.
Tiekink, Edward R. T. *
Dinda, R.
author_facet Sahu, G.
Banerjee, A.
Samanta, R.
Mohanthy, M.
Lima, S.
Tiekink, Edward R. T. *
Dinda, R.
author_sort Sahu, G.
title Water-soluble Dioxidovanadium(V) complexes of Aroylhydrazones: DNA/BSA interactions, hydrophobicity, and cell-selective anticancer potential
title_short Water-soluble Dioxidovanadium(V) complexes of Aroylhydrazones: DNA/BSA interactions, hydrophobicity, and cell-selective anticancer potential
title_full Water-soluble Dioxidovanadium(V) complexes of Aroylhydrazones: DNA/BSA interactions, hydrophobicity, and cell-selective anticancer potential
title_fullStr Water-soluble Dioxidovanadium(V) complexes of Aroylhydrazones: DNA/BSA interactions, hydrophobicity, and cell-selective anticancer potential
title_full_unstemmed Water-soluble Dioxidovanadium(V) complexes of Aroylhydrazones: DNA/BSA interactions, hydrophobicity, and cell-selective anticancer potential
title_sort water-soluble dioxidovanadium(v) complexes of aroylhydrazones: dna/bsa interactions, hydrophobicity, and cell-selective anticancer potential
publisher American Chemical Society
publishDate 2021
url http://eprints.sunway.edu.my/1872/
https://pubs.acs.org/doi/10.1021/acs.inorgchem.1c01899
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score 13.211869

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