Copyright (c) 2024 VAIBHAV V. POTDAR, Dr. Arun B.Joshi
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis, Antibacterial Screening and ADME Prediction of Novel Ester Derivatives of 6-Substituted-2-chloroquinoline-3-carbaldehyde
Corresponding Author(s) : Vaibhav V. Potdar
Asian Journal of Chemistry,
Vol. 36 No. 7 (2024): Vol 36 Issue 7, 2024
Abstract
In this research, a series of novel 2-chloroquinoline-3-carbaldehyde analogues (4a-f) were successfully synthesized by employing several acetanilides in combination with hydrazides and acyl chlorides. The methodology yielded compounds with distinct substitutions, thus expanding the chemical diversity of this class of compounds. Characterization through FT-IR, 1H NMR, 13C NMR and mass spectral analysis confirmed the structural integrity of the synthesized derivatives. The ADME study indicates that the synthesized compounds were found to be possessing reliable ADME properties. The antimicrobial properties were tested against bacterial species with ciprofloxacin as standard drug. These newly synthesized compounds hold promise for further exploration of their biological activities and pharmacological profiles, making them valuable candidates for future research in the quest for novel therapeutic agents.
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References
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S.K. Gupta and A. Mishra, Antiinflamm. Antiallergy Agents Med. Chem., 15, 31 (2016); https://doi.org/10.2174/1871523015666160210124545
M. Özyanik, S. Demirci, H. Bektas, N. Demirbas, A. Demirbas and S.A. Karaoglu, Turk. J. Chem., 36, 233 (2012); https://doi.org/10.3906/kim-1109-9
S. Maddela, M. Ajitha, M. Venugopal and R. Maddela, Int. J. Pharm. Pharm. Sci., 6, 254 (2014).
I.A. Radini, T.M. Elsheikh, E.M. El-Telbani and R.E. Khidre, Molecules, 21, 909 (2016); https://doi.org/10.3390/molecules21070909
S. Kumar, N. Goel, O. Afzal, M.R. Ali and S. Bawa, J Antibiot. Res., 1, 1 (2015); https://doi.org/10.15744/2574-5980.1.101
A.J. Asnani and S. Sahare, Asian J. Pharm. Clin. Res., 6, 303 (2013).
X. Wen, S.B. Wang, D.C. Liu, G.H. Gong and Z.S. Quan, Med. Chem. Res., 24, 2591 (2015); https://doi.org/10.1007/s00044-015-1323-y
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S. Rossiter, J.M. Péron, P.J. Whitfield and K. Jones, Bioorg. Med. Chem. Lett., 15, 4806 (2005); https://doi.org/10.1016/j.bmcl.2005.07.044
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J. Ghosh, V. Swarup, A. Saxena, S. Das, A. Hazra, P. Paira, S. Banerjee, N.B. Mondal and A. Basu, Int. J. Antimicrob. Agents, 32, 349 (2008); https://doi.org/10.1016/j.ijantimicag.2008.05.001
T.A. Rano, E. Sieber-McMaster, P.D. Pelton, M. Yang, K.T. Demarest and G.H. Kuo, Bioorg. Med. Chem. Lett., 19, 2456 (2009); https://doi.org/10.1016/j.bmcl.2009.03.051
P.W. Smith, P.A. Wyman, P. Lovell, C. Goodacre, H.T. Serafinowska, A. Vong, F. Harrington, S. Flynn, D.M. Bradley, R. Porter, S. Coggon, G. Murkitt, K. Searle, D.R. Thomas, J.M. Watson, W. Martin, Z. Wu and L.A. Dawson, Bioorg. Med. Chem. Lett., 19, 837 (2009); https://doi.org/10.1016/j.bmcl.2008.12.005
D. Edmont, R. Rocher, C. Plisson and J. Chenault, Bioorg. Med. Chem. Lett., 10, 1831 (2000); https://doi.org/10.1016/S0960-894X(00)00354-1
J.F. Mouscadet and D. Desmaële, Molecules, 15, 3048 (2010); https://doi.org/10.3390/molecules15053048
O. Meth-Cohn, B. Narine and B. Tarnowski, J. Chem. Soc., Perkin Trans. 1, 1520 (1981); https://doi.org/10.1039/p19810001520
S. Kumar, S. Bawa, S. Drabu, R. Kumar and L. Machawal, Acta Poloniae Pharm.-Drug Res., 67, 567 (2010).
P.V. Kombarov and M.A. Yurovskaya, Chem. Heterocycl. Compd., 39, 364 (2003); https://doi.org/10.1023/A:1023975129116
S. Kumar, S. Bawa, S. Drabu and B.P. Panda, Med. Chem. Res., 20, 1340 (2011); https://doi.org/10.1007/s00044-010-9463-6
M. Nassiri-Koopaei, M.J. Assarzadeh, A. Almasirad, S.F. Ghasemi-Niri, M. Amini, A. Kebriaeezadeh, N. Nassiri-Koopaei M. Ghadimi and A. Tabei, Iran. J. Pharm. Res., 12, 721 (2013); https://doi.org/10.22037/ijpr.2013.1366
F. Tamaddon, M.A. Amrollahi and L.A. Sharafat, Tetrahedron Lett., 46, 7841 (2005); https://doi.org/10.1016/j.tetlet.2005.09.005
M. Avadhani, M.A. Kukkamalla and K.G. Bhat, J. Ayur. Herbal Medicine, 6, 73 (2020); https://doi.org/10.31254/jahm.2020.6211
T. Degfie, M. Endale, T. Tafese, A. Dekebo and K. Shenkute, Appl. Biol. Chem., 65, 76 (2022); https://doi.org/10.1186/s13765-022-00740-8