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...
| Main Authors: | , , , , , , |
|---|---|
| Format: | Article |
| Published: |
American Chemical Society
2021
|
| Subjects: | |
| Online Access: | http://eprints.sunway.edu.my/1872/ |
| _version_ | 1848802152997191680 |
|---|---|
| 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. |
| building | SU Institutional Repository |
| collection | Online Access |
| 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. |
| first_indexed | 2025-11-14T21:18:49Z |
| format | Article |
| id | sunway-1872 |
| institution | Sunway University |
| institution_category | Local University |
| last_indexed | 2025-11-14T21:18:49Z |
| publishDate | 2021 |
| publisher | American Chemical Society |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | sunway-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 |
| 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 |
| title | 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_short | 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 |
| topic | QD Chemistry RC0254 Neoplasms. Tumors. Oncology (including Cancer) |
| url | http://eprints.sunway.edu.my/1872/ http://eprints.sunway.edu.my/1872/ |