Copyright (c) 2018 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis, Characterization and Antiinflammatory Activity of Chalcone Derivatives Linked with Apocynin and 5-Nitrofuran Moiety
Corresponding Author(s) : A.L.V. Kumar Reddy
Asian Journal of Chemistry,
Vol. 30 No. 2 (2018): Vol 30 Issue 2
Abstract
The present paper describes the synthesis of some new chalcone derivatives i.e. 1-[3-methoxy-4-(5-nitro-furan-2-ylmethoxy)-phenyl]-3-(substituted phenyl)-propenone derivatives (9A-9K) from furfural and apocynin as starting materials. Claisen-Schmidt reaction of 1-(4-((5-nitrofuran-2-yl)methoxy)-3-methoxyphenyl)ethanone (7) with aromatic aldehydes (8A-K) under solvent free conditions using solid NaOH as catalyst at room temperature resulted in the formation of chalcone derivatives (9A-9K) in 86-96 % yield. These compounds were characterized by 1H NMR, Mass and IR spectroscopy and were evaluated for their anti-inflammatory activity.
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N. Ahmed, N.K. Konduru, S. Ahmad and M. Owais, Eur. J. Med. Chem., 82, 552 (2014); https://doi.org/10.1016/j.ejmech.2014.06.009.
G.D. da Silva, M.G. da Silva, E.M.P.V.E. Souza,A. Barison, S.C. Simões, F.P. Varotti, L.A. Barbosa, G.H.R. Viana and J.A.F.P. Villar, Molecules, 17, 10331 (2012); https://doi.org/10.3390/molecules170910331.
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P.M. Sivakumar, P.K. Prabhakar and M. Doble, Med. Chem. Res., 20, 482 (2011); https://doi.org/10.1007/s00044-010-9342-1.
Z. Liu, L. Tang, P. Zou, Y. Zhang, Z. Wang, Q. Fang, L. Jiang, G. Chen, Z. Xu, H. Zhang and G. Liang, Eur. J. Med. Chem., 74, 671 (2014); https://doi.org/10.1016/j.ejmech.2013.10.061.
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P.S. Bhale, S.B. Dongare and U.B. Chanshetti, Res. J. Chem. Sci., 3, 38 (2013).
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A.L.V. Kumar Reddy and N.E. Kathale, Orient. J. Chem., 33, 971 (2017); https://doi.org/10.13005/ojc/330250.
H. Jin, Y. Geng, Z. Yu, K. Tao and T. Hou, Pestic. Biochem. Physiol., 93, 133 (2009); https://doi.org/10.1016/j.pestbp.2009.01.002.
S.C.V. de Andrade and C.S.M. de Mattos, J. Braz. Chem. Soc., 25, 975 (2014).
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N.S. Rao, C. Kistareddy, B. Balram and B. Ram, Der Pharma Chem., 4, 2408 (2012).