Synthesis, effect of substituents and antimicrobial activities of some 4-bromophenyl chalcones

• Authors: S. Vijayakumar , G. Vanangamudi , G. Thirunarayanan
• Languages of publication: EN

Abstracts

EN

Elven (E)-1-(4-bromophenyl)-3-(substituted phenyl)-2-propen-1-ones are formed using sodium hydroxide catalyzed Aldol condensation between 4-bromoacetophenone and substituted benzaldehyde. The production of these chalcone compounds are above 90%. These α, β unsaturated ketones were specified by their physical constants and spectral data (UV, IR, 1H and 13C-NMR). Hammett substituted constants (σ, σ+, σI & σR and F and R parameters have been used for correlating the spectral values of these α, β unsaturated ketones by using single and multi-linear regression analysis. The impacts of substituents on the spectral data have been known on statistical analysis. By using Bauer-Kirby method the anti-microbial activities of these (E)-1-(4-bromophenyl)-3-(substituted phenyl)-2-propen-1-ones compounds are estimated.

Keywords

EN

(E)-1-(4-bromophenyl)-3-(substituted phenyl)-2-propen-1-ones; UV spectra; IR spectra; NMR spectra; Substituent effects; Antimicrobial activities  

Discipline

• CHEMISTRY: CHEMISTRY

• Publisher: Scientific Publishing House „DARWIN”
• Journal: World Scientific News
• Year: 2016
• Volume: 54
• Pages: 132-152

References

• [1] R. Arulkumaran, S. Vijayakumar, S.P. Sakthinathan, D. Kamalakkannan, K. Ranganathan, R. Suresh, R. Sundararajan, G.Vanangamudi and G. Thirunarayanan, J. Chil. Chem. Soc 58(2) (2013) 1553-1559.
• [2] E. Yankep, Z.T. Fomumand and E. Dangne, Phytochem 46 (1997) 591-593.
• [3] G. Thirunarayanan and G. Vanangamudi, E-J. Chem 4(1) (2007) 90-97.
• [4] K. Ranganathan, R. Arulkumaran, D. Kamalakkannan, R. Sundararajan, S.P. Sakthinathan, S. Vijayakumar, R. Suresh, G. Vanangamudi, K. Thirumurthy, P. Mayavel and G. Thirunrayanan, Int. J. Pharm. Med. and Bio. SC 1(1) (2012) 62-85.
• [5] G. Venkat Reddy, G. Maitraie, D. Narsaiah, B. Rambahu and R. Rao, Synth. Commun 31(18) (2001) 2881-2884.
• [6] G. Vanangamudi, M. Subramanian, P. Jayanthi, R. Arulkumaran, D. Kamalakkannan and G. Thirunarayanan, Arab. J. Chem 2010, DOI: 10.1016/j.arabjc.2010.07.019.
• [7] T.D. Tran, H. Park, G. F. Ecker and K.M. Thai, 12th International Electronic Conference on Synthetic Organic Chemistry (ECSOC-12), 1-30 November 2008; http://www.usc.es/congresos/ecsoc/12/ECSOC12.htm & http://www.mdpi.org/ecsoc-12 No. C0011, pp 1-7.
• [8] S.B. Mohan, T.P. Behera and B.V.V. Ravi Kumar, Int. J. ChemTech. Res 2(3) (2010) 1634-1637.
• [9] G. Thirunarayanan and G. Vanangamudi, Arkivoc 12 (2006) 58-64.
• [10] G. Thirunarayanan and P. Ananthakrishna Nadar, J. Indian Chem. Soc 83(11) (2006) 1107-1112.
• [11] R. Ballini, G. Bosica, R. Maggi, M. Ricciutelli, P. Righi, G. Sartori and R. Sartorio, Green Chem 3 (2001) 178-180 .
• [12] A. Solhy, R. Tahir, S. Sebti, R. Skouta, M. Bousmina, M. Zahouily and M. Larzek, Appl. Catal. A: General 374 (2010) 189-193
• [13] G. Thirunarayanan, J. Indian Chem. Soc 84 (2008) 447-451.
• [14] S.A. Basaif, T.R. Sobahi, A.K. Khalil and M.A. Hassan, Bulletin of the Korean Chem. Soc 26(11) (2005) 1677-1681.
• [15] Q. Xu, Z. Yang, D. Yin and F. Zhang, Catal. Commun 9(1) (2008) 1579-1582.
• [16] Kumar P., Kumar S., Husain K., Kumar A., Bioorg. Med. Chem 18(14) (2010) 4965-4974.
• [17] Z. Zhang, Y.W. Dong and G.W. Wang, Chem. Lett 32(10) (2003) 966-967.
• [18] G. Thirunarayanan, IUP. J. Chem 3(4) (2010) 35-54.
• [19] G. Thirunarayanan, K. Thirumurthy, G. Vanangamudi, M. Subramanian, R. Arulkumaran, D. Kamalakkannan, R. Sundararajan, S.P. Sakthinathan, S. Vijayakumar, K. Ranganathan and R. Suresh, Elixir Org. Chem 45 (2012) 7898-7905.
• [20] G. Thirunarayanan, P. Mayavel, K. Thirumurthy, Spectrochimica Acta 91A (2012) 18-22.
• [21] R. Sundararajan, R. Arulkumaran, S. Vijayakumar, D. Kamalakkannan, R. Suresh, K. Ranganathan, S.P. Sakthinathan, G. Vanangamud, K. Thirumurthy, P. Mayavel and G. Thirunarayanan G., Int. J. Pharm. Chem. Sc 1(4) (2012) 1657-1677.
• [22] G. Thirunarayanan, S. Surya, S. Srinivasan, G. Vanangamudi and V. Sathiyendiran, Spectrochim. Acta 75A (2010) 152-156.
• [23] P. Janaki, K.G. Sekar and G. Thirunarayanan, Org. Chem: An Indian J 9(2) (2013) 68-80.
• [24] R. Arulkumaran, S. Vijayakumar, R. Sundararajan, S.P. Sakthinathan, D. Kamalakkannan, R. Suresh, K. Ranganathan, G. Vanangamudi and G. Thirunarayanan, Int. Lett. Chem. Phys. Astro 4 (2012) 17-38.
• [25] D. Kamalakkannan, G. Vanangamudi, R. Arulkumaran, K. Thirumurthy, P. Mayavel and G. Thirunarayanan, Elixir Org. Chem 46 (2012) 8157-8166.
• [26] M. Sivakumar, S. Phrabu Sreeneivasan, V. Kumar and M. Doble, Bioorg. Med. Chem. Lett 17(10) (2007) 3169-3172.
• [27] X. Liu and M. L. Go, Bioorg. Med. Chem 14(1) (2006) 153-163.
• [28] R. Arulkumaran, R. Sundararajan, G. Vanangamudi, M. Subramanian, K. Ravi, V. Sathiyendidran, S. Srinivasan and G. Thirunarayanan, IUP J. Chem 3(1) (2010) 82-98.
• [29] J. Deng, T. Sanchez and Q.A.M. Lalith, Bioorg, Med. Chem 15(14) (2007) 4985-5002.
• [30] A.W. Bauer, W.M.M. Kirby, J.C. Sherris and M. Truck, Am. J. Clin. Pathol 45 (1966) 493-496.
• [31] A.N. Choudhary and V. Juyal, International Journal of Pharmacy and Pharmaceutical Sciences 3(3) (2011) 125-128.
• [32] C.G. Swain and E.C. Lupton, Journal of American Chemical Society 90 (1968) 4328-4337.

• Document Type: article