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Vol. 36 No. 7 (2024): Vol 36 Issue 7, 2024

Copyright (c) 2024 Somashekara B, Vijayakumar Giriyapura Revanasiddappa, Thippeswamy B

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This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis, Antioxidant and Cytotoxic Activity Studies of 2-Chlorobenzo[h]quinoline containing 2,4,5-Trisubstituted Imidazole Derivatives

https://doi.org/10.14233/ajchem.2024.31635
B. Somashekara
Department of Chemistry, Smt. Indira Gandhi Government First Grade Women’s College, Sagar-577401, India
https://orcid.org/0000-0002-0063-6047
G.R. Vijayakumar
Department of Chemistry, University College of Science, Tumkur University, Tumkur-572103, India
https://orcid.org/0000-0002-5894-3250
B. Thippeswamy
Department of Chemistry, Maharani’s Science College for Women (Autonomous), Mysore-57005, India
https://orcid.org/0009-0003-5174-4026

Corresponding Author(s) : G.R. Vijayakumar

vijaykumargr18@gmail.com

Asian Journal of Chemistry, Vol. 36 No. 7 (2024): Vol 36 Issue 7, 2024

Abstract

A series of 2-chlorobenzo[h]quinoline containing 2,4,5-trisubstituted imidazole derivatives (4a-h) were synthesized and characterized by 1H NMR, 13C NMR, FT-IR and mass spectral analysis. All the synthesized compounds were evaluated for their in vitro antioxidant activity by DPPH method and cytotoxicity study against Colo-205, HeLa and A549 human cancer cell lines by MTT assay method. Among the synthesized compounds, compound 4a has showed significant cytotoxicity against all the three tested cancer cell lines, compound 4f showed good cytotoxic activity against Colo-205 and HeLa cell lines, while compound 4c has showed good cytotoxicity against HeLa cell line. With respect to antioxidant activity, the synthesized compounds 4a, 4d and 4e found to exhibit good activity as compared to other compounds of the series.

Keywords

2-Chlorobenzo[h]quinoline MTT assay Cytotoxicity DPPH assay Antioxidant activty
Somashekara, B., Vijayakumar, G., & Thippeswamy, B. (2024). Synthesis, Antioxidant and Cytotoxic Activity Studies of 2-Chlorobenzo[h]quinoline containing 2,4,5-Trisubstituted Imidazole Derivatives. Asian Journal of Chemistry, 36(7), 1587–1591. https://doi.org/10.14233/ajchem.2024.31635
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References
  1. H.R.P. Naik, H.S.B. Naik, T.R.R. Naik, H.R. Naik, K. Gouthamchandra, R. Mahmood and B.M.K. Ahamed, Eur. J. Med. Chem., 44, 981 (2009); https://doi.org/10.1016/j.ejmech.2008.07.006
  2. H. Paritala and S.M. Firestine, Bioorg. Med. Chem. Lett., 19, 1584 (2009); https://doi.org/10.1016/j.bmcl.2009.02.016
  3. T.M. Ibrahim, G. Abada, M. Dammann, R.M. Maklad, W.M. Eldehna, R. Salem, M.M. Abdelaziz, R.A. El-domany, A.A. Bekhit and F.M. Beockler, Eur. J. Med. Chem., 257, 115534 (2023); https://doi.org/10.1016/j.ejmech.2023.115534
  4. H. Li, W. Sun, X. Huang, X. Lu, P.R. Patel, M. Kim, M.J. Orr, R.M. Fisher, T.Q. Tanaka, J.C. McKew, A. Simeonov, P.E. Sanderson, W. Zheng, K.C. Williamson and W. Huang, ACS Comb. Sci., 19, 748 (2017); https://doi.org/10.1021/acscombsci.7b00119
  5. V. Ramesh, B. Ananda Rao, P. Sharma, B. Swarna, D. Thummuri, K. Srinivas, V.G.M. Naidu and V. Jayathirtha Rao, Eur. J. Med. Chem., 83, 569 (2014); https://doi.org/10.1016/j.ejmech.2014.06.013
  6. V. Cappello, L. Marchetti, P. Parlanti, S. Landi, I. Tonazzini, M. Cecchini, V. Piazza and M. Gemmi, Sci. Rep., 6, 1 (2016); https://doi.org/10.1038/s41598-016-0001-8
  7. M. Daneshtalab and A. Ahmed, Heterocycles, 85, 103 (2012); https://doi.org/10.3987/COM-11-12374
  8. K. Yamada, T. Suzuki, A. Kohara, M. Hayashi, T. Mizutani and K.-I. Saeki, Mutat. Res. Genet. Toxicol. Environ. Mutagen., 559, 83 (2004); https://doi.org/10.1016/j.mrgentox.2003.12.012
  9. M.E. Haiba, E.S. Al-Abdullah, H.A. Ghabbour, S.M. Riyadh and R.M. Abdel-Kader, Trop. J. Pharm. Res., 15, 2337 (2016); https://doi.org/10.4314/tjpr.v15i11.6
  10. C.N. Carrigan, S.A. Patel, H.D. Cox, E.S. Bolstad, J.M. Gerdes, W.E. Smith, R.J. Bridges and C.M. Thompson, Bioorg. Med. Chem. Lett., 24, 850 (2014); https://doi.org/10.1016/j.bmcl.2013.12.086
  11. H. Hossein, M. Fatemeh and G. Razieh, Iran. J. Basic Med. Sci., 20, 446 (2017).
  12. H.M. Faidallah, K.A. Khan and A.M. Asiri, J. Chem. Sci., 124, 625 (2012); https://doi.org/10.1007/s12039-011-0184-2
  13. M. Ebied, W. Zaghary, K. Amin and S. Hammad, J. Adv. Pharm. Res., 1, 216 (2017); https://doi.org/10.21608/aprh.2017.4043
  14. H.R.P. Naik, H.S.B. Naik, T.R.R. Naik, D.S. Lamani and T. Aravinda, Phosphorous, Sulfur, Silicon Rel. Elem., 185, 355 (2010); https://doi.org/10.1080/10426500902797095
  15. H. Brahmbhatt, M. Molnar and V. Pavic, Karbala Int. J. Modern Sci., 4, 200 (2018); https://doi.org/10.1016/j.kijoms.2018.01.006
  16. M.S. Khan, S.A. Siddiqui, M.S. Siddiqui, U. Goswami, K.V. Srinivasan and M.I. Khan, Chem. Biol. Drug Des., 72, 197 (2008); https://doi.org/10.1111/j.1747-0285.2008.00691.x
  17. A.K. Dhingra, B. Chopra, R. Dass and S.K. Mittal, Chin. Chem. Lett., 27, 707 (2016); https://doi.org/10.1016/j.cclet.2016.01.049
  18. S. Ganguly, V. Vithlani, A. Kesharwani, L. Baskar, P. Mitramazumder, R. Kuhu, A. Sharon and A. Dev, Acta Pharm., 61, 187 (2011); https://doi.org/10.2478/v10007-011-0018-2
  19. M. Adib, F. Peytam, R. Shourgeshty, M. Mohammadi-Khanaposhtani, M. Jahani, S. Imanparast, M.A. Faramarzi, E.N. Esfahani, B. Larijani, A.A. Moghadamnia, F. Bandarian and M. Mahdavi, Bioorg. Med. Chem. Lett., 29, 713 (2019); https://doi.org/10.1016/j.bmcl.2019.01.012
  20. V. Malhotra, S.R. Pathak, R. Nath, D. Mukherjee and K. Shanker, Bioorg. Med. Chem. Lett., 21, 936 (2011); https://doi.org/10.1016/j.bmcl.2010.12.062
  21. I. Ali, M.N. Lone and H.Y. Aboul-Enein, MedChemComm, 8, 1742 (2017); https://doi.org/10.1039/C7MD00067G
  22. C.-H. Tseng, C.-Y. Li, C.-C. Chiu, H.-T. Hu, C.-H. Han, Y.-L. Chen and C.-C. Tzeng, Mol. Diver., 16, 697 (2012); https://doi.org/10.1007/s11030-012-9396-8
  23. M.C. Sharma, S. Sharma, P. Sharma, A. Kumar and K.S. Bhadoriya, Med. Chem. Res., 23, 660 (2014); https://doi.org/10.1007/s00044-013-0638-9
  24. C. Zhang, S. Sarshar, E.J. Moran, S. Krane, J.C. Rodarte, K.D. Benbatoul, R. Dixon and A.M.M. Mjalli, Bioorg. Med. Chem. Lett., 10, 2603 (2000); https://doi.org/10.1016/S0960-894X(00)00521-7
  25. J. Gising, M.T. Nilsson, L.R. Odell, S. Yahiaoui, M. Lindh, H. Iyer, A.M. Sinha, B.R. Srinivasa, M. Larhed, S.L. Mowbray and A. Karlén, J. Med. Chem., 55, 2894 (2012); https://doi.org/10.1021/jm201212h
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