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Antimicrobial and Antioxidant Study of Some Newly Synthesized Chalcones and Cyclohexenone Derivatives
Corresponding Author(s) : M. Sapnakumari
Asian Journal of Chemistry,
Vol. 35 No. 1 (2023): Vol 35 Issue 1
Abstract
Chalcones and cyclohexenone derivatives obtained from various substituted aldehydes and substituted acetophenones are described. Chalcones were obtained by the Claisen-Schmidt condensation reaction of aldehydes with substituted acetophenones. Base catalyzed cyclocondensation of ethyl acetoacetate to chalcones under microwave irradiation leads to the formation of cyclohexenone derivatives. The prepared compounds are characterized by IR, 1H NMR and 13C NMR spectral methods. These are screened for their antimicrobial activity against Staphylococcus aureus, Escherichia coli, Aspergillus niger, Aspergillus flavus and also, for their antioxidant properties.
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- M.B. Gawande, S.N. Shelke, R. Zboril and R.S. Varma, Acc. Chem. Res., 47, 1338 (2014); https://doi.org/10.1021/ar400309b
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References
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O. Billker, V. Lindo, M. Panico, A.E. Etienne, T. Paxton, A. Dell, M. Rogers, R.E. Sinden and H.R. Morris, Nature, 392, 289 (1998); https://doi.org/10.1038/32667
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D.N. Dhar, The Chemistry of Chalcones and Related Compounds, Wiley-Interscience: New York (1981).
A.N. Mayekar, H. Li, H.S. Yathirajan, B. Narayana and N.S. Kumari, Int. J. Chem., 2, 114 (2010); https://doi.org/10.5539/ijc.v2n2p114
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S. Puiac, X.H. Sem, A. Negrea and M. Rhen, Int. J. Antimicrob. Agents, 38, 409 (2011); https://doi.org/10.1016/j.ijantimicag.2011.06.009
T. Oishi, K. Yoshimura, K. Yamaguchi and N. Mizuno, Chem. Lett., 39, 1086 (2010); https://doi.org/10.1246/cl.2010.1086
R.M. Mohareb, D.H. Fleita and O.K. Sakka, Molecules, 23, 16 (2011); https://doi.org/10.3390/molecules16010016
R. Ferrer, G. Lobo, N. Gamboa, J. Rodrigues, C. Abramjuk, K. Jung, M. Lein and J.E. Charris, Sci. Pharma., 77, 725 (2009); https://doi.org/10.3797/scipharm.0905-07
S.K. Kumar, E. Hager, C. Pettit, H. Gurulingappa, N.E. Davidson and S.R. Khan, J. Med. Chem., 46, 2813 (2003); https://doi.org/10.1021/jm030213+
A. Modzelewska, C. Pettit, G. Achanta, N.E. Davidson, P. Huang and S.R. Khan, Bioorg. Med. Chem., 14, 3491 (2006); https://doi.org/10.1016/j.bmc.2006.01.003
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A.M. Asiri, Bull. Korean Chem. Soc., 24, 426 (2003); https://doi.org/10.5012/bkcs.2003.24.4.426
S. Forestier, C. Moire and G. Lang, Cosmetic Composition Containing Chalcone Hydroxylated Derivatives and Usethereof for the Protection of Skin and Hair Against Light Irradiation, Novel Chalcones Used and Preparation Process Thereof, Canadian Patent, CA1299581C (1987).
H.P. Avila, E.F. Smania, F.D. Monache and A. Smania, Bioorg. Med. Chem., 16, 9790 (2008); https://doi.org/10.1016/j.bmc.2008.09.064
M. Cacic, M. Trkovnik, F. Cacic and E. Has-Schon, Molecules, 11, 134 (2006); https://doi.org/10.3390/11010134
V. Padmavathi, K. Sharmila, A. Padmaja and D.B. Reddy, Heterocycl. Commun., 5, 451 (1999); https://doi.org/10.1515/HC.1999.5.5.451
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M. Sapnakumari, B. Narayana, B.K. Sarojini and L.N. Madhu, Med. Chem. Res., 23, 2368 (2014); https://doi.org/10.1007/s00044-013-0835-6
O. Mazimba, K. Wale, D. Loeto and T. Kwape, Bioorg. Med. Chem., 22, 6564 (2014); https://doi.org/10.1016/j.bmc.2014.10.015
H. Fujioka, N. Kotoku, Y. Sawama, Y. Nagatomi and Y. Kita, Tetrahedron Lett., 43, 4825 (2002); https://doi.org/10.1016/S0040-4039(02)00916-4
M.B. Gawande, S.N. Shelke, R. Zboril and R.S. Varma, Acc. Chem. Res., 47, 1338 (2014); https://doi.org/10.1021/ar400309b
M.B. Gawande, S.N. Shelke, R. Zboril and R.S. Varma, Acc. Chem. Res., 47, 1338 (2014); https://doi.org/10.1021/ar400309b
V. Polshettiwar and R.S. Varma, Acc. Chem. Res., 41, 629 (2008); https://doi.org/10.1021/ar700238s
R.B.N. Baig and R.S. Varma, Chem. Soc. Rev., 41, 1559 (2012); https://doi.org/10.1039/C1CS15204A
Perez, C., Pauli, M. and Bazerque, Acta Biol. Med. Exp., 15, 113 (1990).
M.S. Blois, Nature, 181, 1199 (1958); https://doi.org/10.1038/1811199a0
R. Kant, V.K. Gupta, K. Kapoor, M. Sapnakumari, B. Narayana and B.K. Sarojini, Acta Crystallogr. Sect. E Struct. Rep. Online, 68, o2917 (2012); https://doi.org/10.1107/S1600536812038202
D. Greenwood, Antimicrobial Chemotherapy, Part II-Laboratory Aspects of Antimicrobial Therapy, Bailliere-Tindall: London, p. 71 (1983)