This work is licensed under a Creative Commons Attribution 4.0 International License.
Design, Synthesis and Characterization of Novel 1H-1,2,3-Triazole Quinoline-Isatin Tethered Conjugates
Corresponding Author(s) : Lalita S. Kumar
Asian Journal of Chemistry,
Vol. 35 No. 5 (2023): Vol 35 Issue 5, 2023
Abstract
Quinoline is an important heterocyclic scaffold which is found in a variety of natural compounds (cinchona alkaloids) and therapeutically active drugs with various biological functions. Because of its varied chemical and pharmacological characteristics, quinoline and its derivatives have long drawn the attention of both synthetic and biological chemists. A newer class of quinoline-isatin tethered 1,2,3-triazole conjugates was synthesized in this context, using copper-promoted click chemistry with various organic systems. Ten derivatives of 1,2,3-triazole-tethered 8-hydroxyquinoline and 5-chloro-8-hydroxyquinoline derivatives of isatin were synthesized and well characterized by using analytical techniques such as mass spectrometry, IR, 1H NMR and 13C NMR spectroscopy.
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References
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S. Eswaran, A.V. Adhikari and N.S. Shetty, Eur. J. Med. Chem., 44, 4637 (2009); https://doi.org/10.1016/j.ejmech.2009.06.031
L.R. Peterson, Clin. Infect. Dis., 33 (Suppl. 3), S180 (2001); https://doi.org/10.1086/321846
Y. Uygun Cebeci, J. Iran. Chem. Soc., (2023); https://doi.org/10.1007/s13738-022-02734-1
V.K. Chaitanya, P. Jalapathi, M.R. Chandar, M. Veerabhadraiah, T. Vishnu and M. Raghavender, J. Iran. Chem. Soc., 20, 995 (2023); https://doi.org/10.1007/s13738-022-02737-y
W. Zhang, R. Jiang, Y. Mu, Y. Hong, Y. Wan, Z. Yang and D. Tang, Tetrahedron Lett., 114, 154256 (2023); https://doi.org/10.1016/j.tetlet.2022.154256
M.S. Reddy, N.S. Thirukovela, S. Narsimha, M. Ravinder and S. Kumar Nukala, J. Mol. Struct., 1250, 131722 (2022); https://doi.org/10.1016/j.molstruc.2021.131722
M. Ntale, M. Mahindi, J.W. Ogwal-Okeng, L.L. Gustafsson and O. Beck, J. Chromatogr. B Analyt. Technol. Biomed. Life Sci., 859, 137 (2007);
https://doi.org/10.1016/j.jchromb.2007.09.012
M. Malm, N. Lindegårdh and Y. Bergqvist, J. Chromatogr. B Analyt. Technol. Biomed. Life Sci., 809, 43 (2004); https://doi.org/10.1016/j.jchromb.2004.05.032
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G. Perumal, K. Govindan, A. Jayaram, S. Sundaramoorthi and W.Y. Lin, J. Chin. Chem. Soc., 70, 145 (2023); https://doi.org/10.1002/jccs.202200504
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Varun, Sonam and R. Kakkar, MedChemComm, 10, 351 (2019); https://doi.org/10.1039/C8MD00585K
G. Chauhan, D.P. Pathak, F. Ali, R. Bhutani, G. Kapoor and S. Khasimbi, Curr. Org. Synth., 18, 37 (2020); https://doi.org/10.2174/1570179417666200924150907
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R. Nath, S. Pathania, G. Grover and M.J. Akhtar, J. Mol. Struct., 1222, 128900 (2020); https://doi.org/10.1016/j.molstruc.2020.128900
S.K. Sridhar, M. Saravanan and A. Ramesh, Eur. J. Med. Chem., 36, 615 (2001); https://doi.org/10.1016/S0223-5234(01)01255-7
O. Bender, I. Celik, R. Dogan, A. Atalay, M.E. Shoman, T.F.S. Ali, E.A.M. Beshr, M. Mohamed, E. Alaaeldin, A.M. Shawky, E.M. Awad, A.-S.F. Ahmed, K.M. Younes, M. Ansari and S. Anwar, ACS Omega, 8, 6968 (2022); https://doi.org/10.1021/acsomega.2c07793
O.M. Habib, A.S. Mohamed and N.A. Al-Awadi, J. Anal. Appl. Pyrolysis, 170, 105884 (2023); https://doi.org/10.1016/j.jaap.2023.105884
B.S. Matada, R. Pattanashettar and N.G. Yernale, Bioorg. Med. Chem., 32, 115973 (2021); https://doi.org/10.1016/j.bmc.2020.115973
K. Kowalski, Coord. Chem. Rev., 479, 214996 (2023); https://doi.org/10.1016/j.ccr.2022.214996
S. Ghosh, S. Pal, K.S.S. Praveena and J. Mareddy, J. Mol. Struct., 1212, 128137 (2020); https://doi.org/10.1016/j.molstruc.2020.128137
A. Tan and Z. Almaz, J. Mol. Struct., 1277, 134854 (2023); https://doi.org/10.1016/j.molstruc.2022.134854
A.P. Gorka, A. De Dios and P.D. Roepe, J. Med. Chem., 56, 5231 (2013); https://doi.org/10.1021/jm400282d
W. Li, S.J. Zhao, F. Gao, Z.S. Lv, J.Y. Tu and Z. Xu, ChemistrySelect, 3, 10250 (2018); https://doi.org/10.1002/slct.201802185
M. Yadav, K. Lal, A. Kumar, P. Singh, V.K. Vishvakarma and R. Chandra, J. Mol. Struct., 1273, 134321 (2023); https://doi.org/10.1016/j.molstruc.2022.134321
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