Copyright (c) 2024 Nagaraju Dharavath
This work is licensed under a Creative Commons Attribution 4.0 International License.
Design, Synthesis and Anticancer Activity of Novel Substituted (E)-2-Morpholinoquinoline- 3-carbaldehyde-O-((-1-aryl-1H-1,2,3-triazol-4-yl)methyl)oxime Derivatives
Corresponding Author(s) : Jaya Praksh Rao Yerrabelly
Asian Journal of Chemistry,
Vol. 36 No. 3 (2024): Vol 36 Issue 3, 2024
Abstract
A new series of substituted (E)-2-morpholinoquinoline-3-carbaldehyde-O-((-1-phenyl-1H-1,2,3-triazol-4-yl)methyl)oxime scaffolds were synthesized from involving alkynyl quinoline oximes with various aryl azides by click reaction obtained corresponding compounds with high yields. The synthesized compounds were characterized by using IR, 1H NMR, 13C NMR and HRMS data. All the synthesized compounds screened anticancer activity against MCF-7, HeLa, PC-3 cell lines. All the compounds exhibited good results among them 8b, 8g and 8i compounds have shown prominent anticancer activity are compared to standard drug doxorubicin.
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- J. Ferlay, M. Colombet, I. Soerjomataram, D.M. Parkin, M. Piñeros, A. Znaor and F. Bray, Int. J. Cancer, 149, 778 (2021); https://doi.org/10.1002/ijc.33588
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References
J. Ferlay, M. Colombet, I. Soerjomataram, D.M. Parkin, M. Piñeros, A. Znaor and F. Bray, Int. J. Cancer, 149, 778 (2021); https://doi.org/10.1002/ijc.33588
C. de Martel, D. Georges, F. Bray, J. Ferlay and G.M. Clifford, Lancet Glob. Health, 8, e180 (2020); https://doi.org/10.1016/S2214-109X(19)30488-7
P. Awolade, N. Cele, N. Kerru and P. Singh, Mol. Divers., 25, 2201 (2021); https://doi.org/10.1007/s11030-020-10112-3
R. Musiol, J. Jampilek, V. Buchta, H. Niedbala, B. Podeszwa, A. Palka, K. Majerz Maniecka, B. Oleksyn and J. Polanski, Bioorg. Med. Chem., 15, 1280 (2007); https://doi.org/10.1016/j.bmc.2006.11.020
S. Jayaprakash, Y. Iso, B. Wan, S.G. Franzblau and A.P. Kozikowski, ChemMedChem, 1, 593 (2006); https://doi.org/10.1002/cmdc.200600010
R.S. Keri and S.A. Patil, Bio Med. Pharmcother., 68, 1161 (2014); https://doi.org/10.1016/j.biopha.2014.10.007
A.R. Hamann, C. de Kock, P.J. Smith, W.A.L. van Otterlo and M.A.L. Blackie, Bioorg. Med. Chem. Lett., 24, 5466 (2014); https://doi.org/10.1016/j.bmcl.2014.10.015
A. Mamidala, K. Bokkala, N.S. Thirukovela, N. Sirassu, S. Bandari and S.K. Nukala, ChemistrySelect, 7, e202203763 (2022); https://doi.org/10.1002/slct.202203763
J.-R. Song, N. Li and D.-P. Li, Bioorg. Med. Chem. Lett., 42, 128090 (2021); https://doi.org/10.1016/j.bmcl.2021.128090
L.B. de O. Freitas, T.F. Borgati, R.P. de Freitas, A.L.T.G. Ruiz, G.M. Marchetti, J.E. de Carvalho, E.F.F. da Cunha, T.C. Ramalho and R.B. Alves, Eur. J. Med. Chem., 84, 595 (2014); https://doi.org/10.1016/j.ejmech.2014.07.061
C. Liu, L.-N. Wang and Y.-M. Liu, Int. J. Mol. Sci., 23, 11231 (2022); https://doi.org/10.3390/ijms231911231
S.K. Mamidyala and M.G. Finn, Chem. Soc. Rev., 39, 1252 (2010); https://doi.org/10.1039/b901969n
R. Dasari, G. Thalari, J.R. Yerrabelly and P.R. Chittneni, Russ. J. Org. Chem., 57, 1519 (2021); https://doi.org/10.1134/S1070428021090207
N. Gaher, V.S. Porie, N.N. Mishra, A. Kumar, P.K. Shukla, A. Sharma and M.K. Bhat, Bioorg. Med. Chem. Lett., 19, 759 (2009); https://doi.org/10.1016/j.bmcl.2008.12.026
D.S. Bhagat, G.S, Bumbrah, P.A. Chawla, W.B. Gurnule, S.K. Shejul, Anticancer Agents Med. Chem., 16, 2852 (2022); https://doi.org/10.2174/1871520622666220217161346
Y. Chen, M. Lopez-Sanchez, D.N. Savoy, D.D. Billadeau, G.S. Dow and A.P. Kozikowski, J. Med. Chem., 51, 3437 (2008); https://doi.org/10.1021/jm701606b
S. Narsimha, N. Satheesh Kumar, B. Kumara Swamy, N. Vasudeva Reddy, S.K. Althaf Hussain and M. Srinivasa Rao, Bioorg. Med. Chem. Lett., 26, 1639 (2016); https://doi.org/10.1016/j.bmcl.2016.01.055
M.H. Shaikh, D.D. Subhedar, L. Nawale, D. Sarkar, F.A. Kalam Khan, J.N. Sangshetti and B.B. Shingate, MedChemComm, 6, 1104 (2015); https://doi.org/10.1039/C5MD00057B
M. Wan, L. Zhang, Y. Chen, Q. Li, W. Fan, Q. Xue, F. Yan and W. Song, Front. Oncol., 9, 274 (2019); https://doi.org/10.3389/fonc.2019.00274