Assessment of substituent effects and antimicrobial activities of some 2ʹ,5ʹ-dimethyl phenyl chalcones

• Autorzy: Joseph, S. J. , Kamalakkannan, D. , Arulkumaran, R. , Sakthinathan, S. P. , Suresh, R. , Sundararajan, R. , Vijayakumar, S. , Ranganathan, K. , Vanangamudi, G. , Thirunarayanan, G.
• Języki publikacji: EN

Abstrakty

EN

Some 2ʹ,5ʹ-dimethyl phenyl chalcones have been synthesized by Crossed-Aldol condensation between 2,5-dimethyl acetophenone and various substituted benzaldehydes using catalytic amount of sodium hydroxide and ethanol. The yields of the chalcones are more than 93 %. The purities of these chalcones have been checked by their physical constants, UV, IR, NMR and MASS spectral data. The spectral data of these chalcones have been correlated with Hammett sigma constants, F and R parameters using single and multi-linear regression analysis. From the results of statistical analysis, the effects of substituents on the spectral group frequencies have been discussed. The anti-microbial activities of these chalcones have been evaluated using Bauer-Kirby method.

Słowa kluczowe

EN

substituted styryl 2; 5ʹ-dimethyl phenyl chalcones; UV spectra; IR spectra; NMR spectra; substituent effects; antimicrobial activities

• Czasopismo: International Letters of Chemistry, Physics and Astronomy
• Rocznik: 2014
• Tom: Vol. 5
• Strony: 99-123
• Opis fizyczny: Bibliogr. 44 poz., ryc., tab., wz.

Twórcy

autor

Joseph, S. J.

• PG & Research Department of Chemistry, Government Arts College, C-Mutlur, Chidambaram - 608102, India

autor

Kamalakkannan, D.

• PG & Research Department of Chemistry, Government Arts College, C-Mutlur, Chidambaram - 608102, India

autor

Arulkumaran, R.

• PG & Research Department of Chemistry, Government Arts College, C-Mutlur, Chidambaram - 608102, India

autor

Sakthinathan, S. P.

• PG & Research Department of Chemistry, Government Arts College, C-Mutlur, Chidambaram - 608102, India

autor

Suresh, R.

• PG & Research Department of Chemistry, Government Arts College, C-Mutlur, Chidambaram - 608102, India

autor

Sundararajan, R.

• PG & Research Department of Chemistry, Government Arts College, C-Mutlur, Chidambaram - 608102, India

autor

Vijayakumar, S.

• PG & Research Department of Chemistry, Government Arts College, C-Mutlur, Chidambaram - 608102, India

autor

Ranganathan, K.

• PG & Research Department of Chemistry, Government Arts College, C-Mutlur, Chidambaram - 608102, India

autor

Vanangamudi, G.

• PG & Research Department of Chemistry, Government Arts College, C-Mutlur, Chidambaram - 608102, India,

autor

Thirunarayanan, G.

• Department of Chemistry, Annamalai University, Annamalainagar - 608002, India

Bibliografia

• [1] (a). Vanangamudi G, Ranganathan K, Thirunarayanan G, World J. Chem., 7(1), (2012) 22-33. (b). Arulkumaran R., Vijayakumar S., Sakthinathan S. P., Kamalakkannan D., Ranganathan K., Suresh R., Sundararajan R., Vanangamudi G., Thirunarayanan G., J. Chil. Chem. Soc. 58(2) (2013) 1553-1559.
• [2] Yankep E., Fomumand Z. T., Dangne E., Phytochem. 46 (1997) 591-593.
• [3] Thirunarayanan G., Vanangamudi G., E-J. Chem. 4 (1) (2007) 90-97.
• [4] Ranganathan K., Arulkumaran R., Kamalakkannan D., Sundararajan R., Sakthinathan S. P., Vijayakumar S., Suresh R., Vanangamudi G., Thirumurthy K., Mayavel P., Thirunrayanan G., Int. J. Pharm. Med. and Bio. SC 1(1) (2012) 62-85.
• [5] Venkat Reddy G., Maitraie G., Narsaiah D., Rambahu B., Rao R., Synth. Commun. 31(18) (2001) 2881-2884.
• [6] Mulliken R. S., J. Chem. Phys. 7 (1939) 121-131.
• [7] Hsieh H. K., Tsao L. T., Wang J. P., J. Pharm. Pharmacol. 52(2) (2000) 163-171.
• [8] Viana G. S., Bandeira M. A., Matos F., J. Phytomed. 10 (2003) 189-195.
• [9] Zhao L. M., Jin H. S., Sun L. P., Piao H. R., Quan Z. S., Bioorg. Med. Chem. Lett. 15(22) (2005) 5027-5029.
• [10] Mukarami S., Muramatsu M., Aihara H., Otomo S., Biochem. Pharmacol. 42(7) (1991) 1447-1451.
• [11] Liu M., Wilairat P., Go L. M., J. Med. Chem. 44(5) (2001) 4443-4452.
• [12] Francesco E., Salvatore G., Luigi M., Phytochem. 68(7) (2007) 939-953.
• [13] Onyilagna J. C., Malhotra B., Elder M., Towers G. H. N., Can. J. Plant. Pathol. 19 (1997) 133-137.
• [14] Nielsen S. F., Chen M., Theander T. G., Kharazmi A., Bioorg. Med. Chem. Lett. 5 (1995) 449-452.
• [15] Miranda C. L., Aponso G. L. M., J. Agricul Food Chem. 48 (2000) 3876-3884.
• [16] Siva Kumar P. M., Geetha Babu S. K., Mukesh D, Chem. Pharm. Bull. 55(1) (2007) 44-49.
• [17] Satyanarayana M., Tiwari P., Tripathi K., Srivastava A. K., Pratap R., Bioorg. Med. Chem. Lett. 12 (2004) 883-889.
• [18] Barford L., Kemp K., Hansen M., Kharazmi A., Inter Immunopharmacol. 2 (2007) 545.
• [19] Maria J., Moa G., Mandado M., Chem. Phy. Lett. 446 (2007) 1-7.
• [20] Anto R. J., Sukumaran K., Kuttan G., Rao M. A., Cancer Lett. 97 (1995) 33.
• [21] Utpal B., Sahu A., Ali S. S., Kasoju L., Singh A., Food Res. Inter. 41 (2008) 1-15.
• [22] Subramanian M., Vanangamudi G., Thirunarayanan G., Spectrochim. Acta 110A (2013) 116-123.
• [23] Vanangamudi G., Subramanian M., Thirunarayanan G., Arabian J. Chem., 2013. DOI: 10.1016/j.arabjc.2013.03.006.
• [24] Thirunarayanan G., J. Indian Chem. Soc. 84 (2008) 447-451.
• [25] Thirunarayanan G., Surya S., Srinivasan S., Vanangamudi G., Sathiyendiran V., Spectrochim. Acta. 75A (2010) 152-156.
• [26] Liu X., Go M. L., Bioorg. Med.Chem. 14(1) (2006) 153-163.
• [27] Arulkumaran R., Sundararajan R., Vanangamudi G., Subramanian M., Ravi K., Sathiyendidran V., Srinivasan S., Thirunarayanan G., IUP J. Chem. 3(1) (2010) 82-98.
• [28] Deng J., Sanchez T., Lalith Q. A. M,. Bioorg. Med. Chem. 15(14) (2007) 4985-5002.
• [29] Bauer A. W., Kirby W. M. M., Sherris J. C., Truck M., Am. J. Clin. Pathol. 45 (1966) 493-496.
• [30] G. Thirunarayanan, Proceeding of the 46th Annual Convention of Chemists and International Conf. Recent. Res. Trend. Chem. Sci. organised by by Ind. Chem. Soc., 2009 Dec. 2-6 Hosted by Vellore, Tamilnadu, Abst. 13, C13, 2009.
• [31] Sathiyamoorthi K., Mala V., Suresh R., Sakthinathan S. P., Kamalakkannan D., Ranganathan K., Arulkumaran R., Sundararajan R., Vijayakumar S., Vanangamudi G., Thirunarayanan G., International Letters of Chemistry, Physics and Astronomy 7(2) (2013) 102-119.
• [32] Sathiyamoorthi K., Mala V., Suresh R., Sakthinathan S. P., Kamalakkannan D., Vanangamudi G., Thirunarayanan G., Spectrochim Acta, 2013. DOI: http://dx.doi.org/10.1016/j.saa.2013.04.048.
• [33] Mala V., Sathiyamoorthy K., Sakthinathan S. P., Kamalakkannan D., Suresh R., Vanangamudi G., Thirunarayanan G., Q-Science Connect. 2013. DOI: http://dx.doi.org/10.5339/connect.2013.
• [34] Sekar K. G., Thirunarayanan G., International Letters of Chemistry, Physics and Astronomy 8(3) (2013) 249-258.
• [35] Ranganathan K., Suresh R., Kamalakkannan D., Arulkumaran R., Sundararajan R., Sakthinathan S. P., Vijayakumar S., Vanangamudi G., Thirumurthy K., Mayavel P., Thirunarayanan G., International Letters of Chemistry, Physics and Astronomy 4 (2012) 66-75.
• [36] Arulkumaran R., Vijayakumar S., Sundararajan R., Sakthinathan S. P., Kamalakkannan D., Suresh R., Ranganathan K., Rajakumar P. R., Vanangamudi G., Thirunarayanan G., International Letters of Chemistry, Physics and Astronomy 5 (2013) 21-38.
• [37] Sakthinathan S. P., Suresh R., Mala V., Sathiyamoorthi K., Kamalakkannan D.,
• Ranganathan K., Arulkumaran R., Vijayakumar S., Sundararajan R., Vanangamudi G., Thirunarayanan G., International Letters of Chemistry, Physics and Astronomy 6 (2013) 77-90.
• [38] Sekar K. G., Thirunarayanan G., International Letters of Chemistry, Physics and Astronomy 8(2) (2013) 160-174.
• [39] Swain C. G., Lupton E. C. Jr., J. Am. Chem. Soc. 90 (1968) 4328-4337.
• [40] Hays W. P., Timmons C. J., Spectrochim. Acta. 24A (1968) 323-334.
• [41] S. Vijayakumar, R. Arulkumaran, R. Sundararajan, S. P. Sakthinathan, R. Suresh, D. Kamalakkannan, K. Ranganathan, K. Sathiyamoorthy, V. Mala, G. Vanangamudi, G. Thirunarayanan, International Letters of Chemistry, Physics and Astronomy 9(1) (2013) 68-86.
• [42] Thirunarayanan G., Sekar K. G., International Letters of Chemistry, Physics and Astronomy 10 (2013) 18-34.
• [43] R. Sundararajan, R. Arulkumaran, S. Vijayakumar, D. Kamalakkannan, R. Suresh, S. John Joseph, K. Ranganathan, S. P. Sakthinathan, G. Vanangamudi, G. Thirunarayanan, International Letters of Chemistry, Physics and Astronomy 1 (2014) 67-73.
• [44] John Joseph S., Arulkumaran R., Kamalakkannan D., Sakthinathan S.P., Sundararajan R., Suresh R., Vijayakumar S., Ranganathan K., Kalyanasundaram N., Vanangamudi G., Thirunarayanan G., International Letters of Chemistry, Physics and Astronomy 4 (2014) 48-65.