Copyright (c) 2023 Dishank Purandare, PRAJAKTA ADSULE
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis and Evaluation of Analgesic and Antioxidant Activity of 3-Phenyl Coumarin Derivatives
Corresponding Author(s) : PRAJAKTA ADSULE
Asian Journal of Chemistry,
Vol. 35 No. 9 (2023): Vol 35 Issue 9, 2023
Abstract
A series of 3- phenyl substituted coumarin derivatives prepared by reacting substituted aromatic aldehyde with phenylacetic acid. The chemical composition of substituted coumarin derivatives was confirmed by FT-IR, 1H NMR spectra and elemental analysis. Designed 3-phenyl coumarin derivatives were docked with Cyclooxygenase-2 (COX-2) enzyme (PDB CODE: 3Q7D). Compounds were synthesized and evaluated for in-vivo analgesic and in-vitro antioxidant activities depending upon the highest binding affinity. Compounds 02, 10, and 11 exhibited significant analgesic activity. Compounds 09, 04, 01, and 03 showed significant antioxidant potential in the DPPH method, and Compounds 05 and 07 have shown excellent scavenging potential in the nitric oxide scavenging method compared to ascorbic acid. This research work includes the synthesis of 3-phenyl coumarin scaffolds and the evaluation of their analgesic & antioxidant activity.
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References
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R.S. Cheke, H.M. Patel, V.M. Patil, I.A. Ansari, J.P. Ambhore, S.D. Shinde, A. Kadri, M. Snoussi, M. Adnan, P.S. Kharkar, V.R. Pasupuleti and P.K. Deshmukh, Antibiotics, 11, 566 (2022); https://doi.org/10.3390/antibiotics11050566
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G. Kumar, V. Siva Krishna, D. Sriram and S.M. Jachak, Arch. Pharm., 353, 2000077 (2020); https://doi.org/10.1002/ardp.202000077
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J.B. Shaik, B.K. Palaka, M. Penumala, K. Kotapati, S.R. Devineni, M.M. Darla, S. Eadlapalli, D.R. Ampasala, R. Vadde and G.D. Amooru, Eur. J. Med. Chem., 107, 219 (2016); https://doi.org/10.1016/j.ejmech.2015.10.046
M. Mohammadi-Khanaposhtani, N. Ahangar, S. Sobhani, P.H. Masihi, A. Shakiba, M. Saeedi and T. Akbarzadeh, Bioorg. Chem., 89, 102989 (2019); https://doi.org/10.1016/j.bioorg.2019.102989
R. Elias, R.I. Benhamou, Q.Z. Jaber, O. Dorot, S.L. Zada, K. Oved, E. Pichinuk and M. Fridman, Eur. J. Med. Chem., 179, 779 (2019); https://doi.org/10.1016/j.ejmech.2019.07.003
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S. Sardari, Y. Mori, K. Horita, R.G. Micetich, M. Daneshtalab and S. Nishibe, Bioorg. Med. Chem., 7, 1933 (1999); https://doi.org/10.1016/S0968-0896(99)00138-8
T. Namba, O. Morita, S.L. Huang, K. Goshima, M. Hattori and N. Kakiuchi, Planta Med., 54, 277 (1988); https://doi.org/10.1055/s-2006-962432
I. Cazacu, C. Mogosan and F. Loghin, Clujul Med., 88, 128 (2015); https://doi.org/10.15386/cjmed-413
M.A. Musa, J.S. Cooperwood and M.O.F. Khan, Curr. Med. Chem., 15, 2664 (2008); https://doi.org/10.2174/092986708786242877
J. Dandriyal, R. Singla, M. Kumar and V. Jaitak, Eur. J. Med. Chem., 119, 141 (2016); https://doi.org/10.1016/j.ejmech.2016.03.087
A. Stefanachi, F. Leonetti, L. Pisani, M. Catto and A. Carotti, Molecules, 23, 250 (2018); https://doi.org/10.3390/molecules23020250
D.H. Dawood, R.Z. Batran, T.A. Farghaly, M.A. Khedr and M.M. Abdulla, Arch. Pharm., 348, 875 (2015); https://doi.org/10.1002/ardp.201500274
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