Synthesis, spectral correlations and antimicrobial activities of some 2-hydroxyphenyl-styrylketone

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

Abstrakty

EN

Some 2’-hydroxyphenylchalcones have been synthesized under microwave irradiation by Claisen-Schmidt condensation between substituted 2-hydroxyacetophenone and substituted benzaldehydes using catalytic amount of SiO2-H3PO4. These chalcones were established by their physical constants and spectroscopic data published earlier. The UV, IR, 1H NMR and 13C NMR spectral data of these chalcone have correlated with Hammett substituent constants, F and R parameters. All the compounds have been subjected to screened for antimicrobial activity.

Słowa kluczowe

EN

solvent-free synthesis; SiO2-H3PO4; 2’-hydroxyphenylchalcones; UV; IR; NMR spectra

• Wydawca: Przedsiębiorstwo Wydawnictw Naukowych "DARWIN"
• Czasopismo: International Letters of Chemistry, Physics and Astronomy
• Rocznik: 2013
• Tom: Vol. 7, iss. 2
• Strony: 102--119
• Opis fizyczny: Bibliogr. 49 poz., tab., rys.

Twórcy

autor

Sathiyamoorthi K.

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

autor

Mala V.

• 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

Sakthinathan S.P.

• 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

Ranganathan K.

• 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

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

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] Ranganathan R., Arulkumaran R., Kamalakkannan D., Vanangamudi G., Thirunarayanan G., IUP J. Chem 4(2) (2011) 60-70.
• [2] Sritularak K., Likhitwayawuid D., Phytochem. 67 (2006) 812-817.
• [3] Nowakowska Z. A., Eur. J. Med. Chem. 42 (2007) 125-137.
• [4] Narender T., Shweta Tanvir K., Srinivasa Rao M., Srivastava K., Puri S. K., Bioorg. Med.Chem. Lett. 15 (2005) 2453-2455.
• [5] Zhang Y, Shi S,. Zhao M,. Jiang Y., Tu P., Biochem. Syst. Ecol. 34 (2006) 766-69.
• [6] Anjani Solankee, Ghanshyam Patel, Sejal Solankee, R. J. Chem 1 (2008) 591-595.
• [7] Dominguez J. N., Charris J. E., Lobo G., de Dominguez N. G., Moreno M. M., Riggione F., Sanchez E., Olsen J., Rosenthal P. J., Eur. J. Med. Chem 36 (2001) 555-560.
• [8] Li R., Kenyon G. L., Cohen F. E., Chen X., Gong B., Dominguez J. N., Davidson E., Kurzban G., Miller R. E., Nuzum E. O., Rosenthal P. J., Mckerrow J. H., J. Med. Chem 38 (1995) 5031-5037.
• [9] Liu M., Wilairat P., Go M. L., J. Med. Chem 44 (2001) 4443-4452.
• [10] Cheenpracha S., Karapai C., Ponglimanont C., Subhadhirasakul S., Tewtrakal S., Bioorg. Med. Chem. 14 (2006) 1710-1715.
• [11] Wu J. H., Wang X. H., Yi Y. H., Lee K. H., Bioorg. Med. Chem. Lett. 13 (2003) 1813-1815.
• [12] Onyilagna J. C., Malhotra B., Elder M., Towers G. H. N., Can. J. Plant Pathol. 19 (1997) 133-137.
• [13] Jae In Lee, Hwa Soo Son, Hyun Park., Bull. Korean Chem. Soc. 25 (2004) 1945-1947.
• [14] Avila H. P., de Fatima E., Smania A., Monache F. D., Junior A. S., Bioorg. Med. Chem. 16 (2008) 9790-9794.
• [15] Nielsen S. F., Larsen M., Bosen T., Schonning K., Kromann H., J. Med. Chem. 48 (2005) 2667-2677.
• [16] Arulkumaran R., Sundararajan R., Vanangamudi G., Subramanian M., Ravi K.,Sathiyendidran V., Srinivasan S., Thirunarayanan G., IUP J. Chem. 3 (2010) 82-98.
• [17] Lahtchev K. L., Batovska D. I., Parushev St. P., Ubiyvovk V. M., Sibirny A. A., Eur. J. Med.Chem. 43 (2008) 2220-2228.
• [18] Lawrence N. J., Patterson R. P., Ooi L. L., Cook D., Ducki S., Bioorg. Med. Chem. Lett. 16 (2006) 5844-5848.
• [19] Batovska D., Parushev St., Slavova A., Bankova V., Tsvetkova I., Ninova M., Najdenski H., Eur. J. Med. Chem. 42 (2007) 87-92.
• [20] Modzelewska A., Pettit C., Achanta G., Davidson N. E., Huang P., Khan S. R., Bioorg. Med. Chem 14 (2006) 3491-3495.
• [21] Chen F. C., Bioorg. Med. Chem, 10 (2002) 2795-2802.
• [22] Kumar S. K., Hager E., Pettit C., Gurulingappa H., Davidson N. E., Khan S. R., J. Med. Chem. 46 (2003) 2813-2815.
• [23] Suryawanshi S. N., Chandra N., Kumar P., Porwal J., Gupta S., Eur. J. Med. Chem. 43 (2008) 2473-2478.
• [24] Won S. J., Liu C. T., Tsao L. T., Weng J. R., Ko H. H., Wang J. P., Lin C. N., Eur. J. Med. Chem. 40 (2005) 103-112.
• [25] De Leon E. J., Alcaraz M. J., Dominguez J. N., Charris J., Terencio M. C., Inflamm. Res. 52 (2003) 246-257.
• [26] Viana G. S., Bandeira M. A., Matos F. J., Phytomedicine. 10 (2003) 189-195.
• [27] Murakami S., Muramatsu M., Aihara H., Otomo S., Biochem. Pharmacol. 42 (1991) 1447-1451.
• [28] Satyanarayana M., Tiwari P., Tripathi B. K., Srivastava A. K., Pratap R., Bioorg. Med. Chem. 12 (2004) 883-889.
• [29] Dimmock J. R., Elias D. W., Beazely M. A., Kandepu N. M., Curr. Med. Chem 6 (1999) 1125-1149.
• [30] Mukherjee S., Kumar V., Prasad A. K., Raj H. G., Bracke M. E., Olson C. E., Jain S. C., Parmar V. S., Bioorg. Med. Chem. 9 (2001) 337-347.
• [31] Zhao L. M., Jin H. S., Sun L. P., Piao H. R., Quan Z. S., Bioorg. Med. Chem. Lett. 15 (2005) 5027-5029.
• [32] Thirunarayanan G., J. Indian Chem. Soc 84 (2008) 447-451.
• [33] Wood J. E., Munro M. H. G., Blunt J. W., Perry N. B., Walker J. R. C., Ward J., N. Z., J. Bot. 37 (1999) 167-169.
• [34] (a) Thirunarayanan G., J. Indian Chem. Soc. 84 (2008) 447-451. (b) Thirunarayanan G., Surya S., Srinivasan S., Vanangamudi G., Sathyendiran V., Spectrochim Acta. 75A (2010) 152-156.
• [35] Liu X. L., Xu Y. J., Go M. L., Eur. J. Med. Chem. 43 (2008) 1681-1687.
• [36] Avila H. P., de Fatima E., Smania A., Monache F. D., Junior A. S., Bioorg. Med. Chem. 16 (2008) 9790-9794.
• [37] Nielsen S. F., Larsen M., Bosen T., Schonning K., Kromann H., J. Med. Chem. 48 (2005) 266-777.
• [38] Lin Y. M., Zhou Y., Flavin M. T., Zhou L. M., Nie W., Chen F. C., Bioorg. Med. Chem. 10 (2002) 2795-2802.
• [39] Lahtchev K. L., Batovska D. I., St. Parushev P., Ubiyvovk V. M., Sibirny A. A., Eur. J. Med. Chem. 43 (2008) 2220-2228.
• [40] Subramanian M., Vanangamudi G., Thirunaryanan G., Spectrochim. Acta. 2013. DOI:10.1016/j.saa.2013.03.023.
• [41] Janaki P., Sekar K. G., Thirunarayanan G., Organic Chem: An Indian J. 9 (2013) 68-80.
• [42] Srivatsava Y. K., Rasayan. J. Chem. 1(4) (2008) 884-886.
• [43] Sing S., Sharma P. K., Kumar N., Dudhe R., J. Adv. Sci. Res. 2 (2011) 37.
• [44] Swain C. G., Lupton E C. Jr., J. Am. Chem. Soc 90 (1968) 4328-4337.
• [45] Hays W. P., Timmons C. J. , Spectrochem. Acta 24A (1968) 323-334.
• [46] Bauer A. W., Kirby W. M. M., Sherris J. C., Truck M., Am. J. Clin. Pathol 45 (1996) 493-498.
• [47] R. Arulkumaran, S. Vijayakumar, R. Sundararajan, S. P. Sakthinathan, D. Kamalakkannan, R. Suresh, K. Ranganathan, G. Vanangamudi, G. Thirunarayanan, International Letters of Chemistry, Physics and Astronomy 4 (2012) 17-38.
• [48] K. Ranganathan, R. Suresh, D. Kamalakkannan, R. Arulkumaran, R. Sundararajan, S. P. Sakthinathan, S. Vijayakumar, G. Vanangamudi, K. Thirumurthy, P. Mayavel, G. Thirunarayanan, International Letters of Chemistry, Physics and Astronomy 4 (2012) 66-75.
• [49] R. Arulkumaran, S. Vijayakumar, R. Sundararajan, S. P. Sakthinathan, D. Kamalakkannan, R. Suresh, K. Ranganathan, P. R. Rajakumar, G. Vanangamudi, G. Thirunarayanan, International Letters of Chemistry, Physics and Astronomy 5 (2013) 21-38.