Synthesis, Characterization and Antibacterial Activity of Chalcone Derivatives
Abstract
Chalcone derivatives were produced by the Claisen-Schmidt condensation of aromatic aldehydes with methyl ketones. Chalone derivatives are valuable species as they belong to keto-ethylenic components. Chalcone is a one-of-a-kind template that is linked to a variety of biological processes. 2-hydroxy-2,5- dichloro acetophenon (1) were synthesized by Fries migration and condensed with aromatic aldehyde to produce the new chalcone derivatives (2a-e). The new 1-(2-hydroxy-3,5-dichlorophenyl)-aryl-prop2-ene-1-ones (2a-e) (chalcones) were characterized using FT-IR and NMR The synthesized compounds were also screened against some bacterial species i;e, S. aureus, K. pneumoniae, S. typhi, P. vulgaris, S. flexueri, E. coli & P. aeruginosa, to evaluate their activity as promising antibacterial agents. In literature review, number of chalcone- heterocycle hybrids appear which exhibit future drugs with superior activities compared to those standards Because of the existence of the reactiveunsaturated system, chalcone has moderate to high antibacterial activity. Chalcones are secondary metabolic precursors of flavonoids, however unlike flavonoids, they possess a reactive-unsaturated carbonyl group and are thus potential inducers of cytoprotective proteins. The synthesis and antibacterial activity of new chalcone compounds obtained from 2-Hydroxy-3,5-dichloro acetophenone are described in this research.References
Kumar, S. K.; Hager, E.; Pettit, C.; Gurulingappa, H.; Davidson, N. E.; Khan, S. R. J. Med. Chem. 2003, 46, 2813‐2815.
Suvitha Syam,1 Siddig Ibrahim Abdelwahab,2,* Mohammed Ali Al-Mamary,3 and Syam Mohan4 2012 May 25. doi:10.3390/molecules17066179
Teodora Constantinescu1,* and Claudiu N. Lungu2,* Int J Mol Sci. 2021 Nov; 22(21): 11306.Published online 2021 Oct 20. doi: 10.3390/ijms222111306
Hsieh, H. K.; Lee, T. H.; Wang, J. P.; Wang, J. J.; Lin, C. N. Pharm. Res.1998, 15(1), 39‐46.
Nowakowska, Z. A review of anti-infective and anti-inflammatory chalcones. Eur. J. Med. Chem. 2007, 42, 125–137.
Murakami, S.; Muramatsu, M.; Aihara, H.; Otomo, S. Biochem.Pharmacol. 1991, 42(7),1447‐1451.
Viana, G. S.; Bandeira, M. A.; Matos, F. J. Phytomedicine 2003, 10(2),189‐195.
Yun Fu,a Dan Liu,a Huanan Zeng,a Xiaoli Ren,a Baoan Song, a Deyu Hu*a and Xiuhai Gan Issue 41, 2020, Issue in Progress
Wu, J. H.; Wang, X. H.; Yi, Y. H.; Lee, K. H. Bioorg. Med. Chem. Lett. 2003,13(10), 1813‐1815.
Lopez, S. N.; Castelli, M. V.; Zacchino, S. A.; Dominguez, J. N.; Lobo, G.;Cortes, J. C.; Ribas, J. C.; Devia, C.; Rodriguez, A. M.; Enriz, R. D. Bioorg.Med. Chem. 2001, 9(8), 1999‐2004.
Liu, M.; Go, P.; Wilairat, M. L. J. Med. Chem. 2001, 44(25), 4443‐4452.
Bekhit, A. A.; Habib, N. S.; Bekhit, A. Boll. Chim. Farm. 2001, 140(5),297‐301.
Sivakumar, P.M.; Ganesan, S.; Veluchamy, P.; Doble, M. Novel chalcones and 1, 3, 5-triphenyl-2-pyrazoline derivatives as antibacterial agents. Chem. Biol. Drug. Des. 2010, 76, 407–411.
Teodora Constantinescu 1, Claudiu N Lungu 2 Int J Mol Sci. 2021 Oct 20;22(21):11306. doi: 10.3390/ijms222111306.
Suvitha Syam, Siddig Ibrahim Abdelwahab, Mohammed Ali Al-Mamary and Syam Mohan Molecules 2012, 17, 6179-6195; doi:10.3390/molecules17066179
Go, M.L.; Wu, X.; Liu, X.L. Chalcones: An update on cytotoxic and chemoprotective properties.Curr. Med. Chem. 2005, 12, 483–499.
Kumar, D.; Kumar, N.M.; Akamatsu, K.; Kusaka, E.; Harada, H.; Ito, T. Synthesis and biological evaluation of indolyl chalcones as antitumor agents. Bioorg. Med. Chem. Lett. 2011, 20, 3916–3919.
Biomolecules. 2021 Jun; 11(6): 894. Published online 2021 Jun 16. doi: 10.3390/biom11060894
A.L.Barry “The Antimicrobial susceptibility Test: Principle 7 Practice’Illuslea & Febiger, phiadelphia.1976.
Man Xu, Piye Wu, Fan Shen, Jiayou Ji, K.P. Rakesh Bioorganic Chemistry Volume 91, October 2019, 103133
C.H.Collins , (Microbiological Methods , Butterworth ,London)1967
John C. Christenson,. Ryan F. Relich, in Principles and Practice of Pediatric Infectious Diseases (Fifth Edition), 2018
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