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Biological Evaluation of Dihydropyrimidinone Synthesized from Vanillin, Ethylacetoacetate and Urea using Gooseberry Extract
Corresponding Author(s) : Sheeba Daniel
Asian Journal of Chemistry,
Vol. 31 No. 7 (2019): Vol 31 Issue 7
Abstract
The present study focuses on the synthesis, characterization and biological evaluation of dihydropyrimidinone derivative ethyl-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate from vanillin, ethylacetoacetate and urea using gooseberry extract. The synthesised compound is characterized by UV-visible and FT-IR spectroscopy. The synthesised compound shows antibacterial, antifungal, antioxidant and antihelminthic activities. This natural acid catalyzed synthesis is safe, eco-friendly and does not employ any toxic materials and quantifying it as a green approach for the synthesis of organic compounds.
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- V. Vahabi and F. Hatamjafari, Molecules, 19, 13093 (2014); https://doi.org/10.3390/molecules190913093.
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References
V. Vahabi and F. Hatamjafari, Molecules, 19, 13093 (2014); https://doi.org/10.3390/molecules190913093.
E. Aktoudianakis, E. Chan, A.R. Edward, I. Jarosz, V. Lee, L. Mui, S.S. Thatipamala and A.P. Dicks, J. Chem. Educ., 86, 730 (2009); https://doi.org/10.1021/ed086p730.
S. Patil, S.D. Jadhav and S.Y. Mane, Int. J. Org. Chem., 1, 125 (2011); https://doi.org/10.4236/ijoc.2011.13019.
R. Pal, Open The Org. Chem. J., 1, 47 (2013); https://doi.org/10.12966/ojoc.10.02.2013.
R. Pal, Indian J. Chem., 53B, 763 (2014).
R. Pal, S. Khannobis and T. Sarkar, Chem. J., 3, 7 (2013).
C.O. Kappe, Acc. Chem. Res., 33, 879 (2000); https://doi.org/10.1021/ar000048h.
K.S. Atwal, G.C. Rovnyak, S.D. Kimball, D.M. Floyd, S. Moreland, B.N. Swanson, J.Z. Gougoutas, J. Schwartz, K.M. Smillie and M.F. Malley, J. Med. Chem., 33, 2629 (1990); https://doi.org/10.1021/jm00171a044.
L. Heys, C.G. Moore and P. Murphy, Chem. Soc. Rev., 29, 57 (2000); https://doi.org/10.1039/a903712h.
A.D. Patil, N.V. Kumar, W.C. Kokke, M.F. Bean, A.J. Freyer, C.D. Brosse, S. Mai, A. Truneh and B. Carte, J. Org. Chem., 60, 1182 (1995); https://doi.org/10.1021/jo00110a021.
P. Biginelli and P. Gazz, Chim. Ital., 23, 360 (1893).
J.T. Starcevich, T.J. Laughlin and R.S. Mohan, Tetrahedron Lett., 54, 983 (2013); https://doi.org/10.1016/j.tetlet.2012.12.032.
Z.N. Siddiqui, C.R. Chim., 16, 183 (2013); https://doi.org/10.1016/j.crci.2012.10.008.
P. Karthikeyan, S.A. Aswar, P.N. Muskawar, P.R. Bhagat and S. Senthil Kumar, J. Organomet. Chem., 723, 154 (2013); https://doi.org/10.1016/j.jorganchem.2012.06.022.
G. Kour, M. Gupta, S. Paul, Rajnikant and V.K. Gupta, J. Mol. Catal. Chem., 392, 260 (2014); https://doi.org/10.1016/j.molcata.2014.05.022.
J. Safari and S. Gandomi-Ravandi, J. Mol. Catal. Chem., 373, 72 (2013); https://doi.org/10.1016/j.molcata.2013.02.021.
E. Kolvari, N. Koukabi and O. Armandpour, Tetrahedron Lett., 70, 1383 (2014); https://doi.org/10.1016/j.tet.2013.10.085.
K.L. Dhumaskar, S.N. Meena, S.C. Ghadi and S.G. Tilve, Bioorg. Med. Chem. Lett., 24, 2897 (2014); https://doi.org/10.1016/j.bmcl.2014.04.099.
Z.B. Xie, N. Wang, W.X. Wu, Z.G. Le and X.Q. Yu, J. Biotechnol., 170, 1 (2014); https://doi.org/10.1016/j.jbiotec.2013.10.031.
S. Dasaroju and K. Gottumukkala, Int. J. Pharm. Sci. Rev. Res., 24, 150 (2014).
Habib-ur-Rehman, K.A. Yasin, M.A. Choudhary, N. Khaliq, Atta-urRahman, M.I. Choudhary and S. Malik, Nat. Prod. Res., 21, 775 (2007); https://doi.org/10.1080/14786410601124664.
A. Husain, M.M. Varshney, V. Parcha, A. Ahmad and S.A. Khan, Bangladesh J. Pharmacol., 10, 555 (2015); https://doi.org/10.3329/bjp.v10i3.23381.