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Received June 5, 2013
Accepted November 26, 2013
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Synthesis, characterization and evaluation of antioxidant and anticancer activities of novel benzisoxazole-substituted-allyl derivatives
Science and Humanities, Department of Chemistry, Kingston Engineering College, Vellore-59, India 1Department of Chemistry, University College of Engineering-Villupuram, (A Constituent College of Anna University, Chennai-25), Kakuppam, Villupuram-605103, India 2Department of Chemical Engineering, A. C. Tech Campus, Anna University, Chennai-600025, TN, India
Korean Journal of Chemical Engineering, April 2014, 31(4), 659-663(5), 10.1007/s11814-013-0252-z
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Abstract
A novel series of various 2-allylbenzo[d]isoxazol-3(2H)-ones were synthesized using benzo[d]isoxazol-3(2H)-one treated with different allyl bromides/chlorides in the presence of water-mediated cesium carbonate as a new catalyst 3(a-h). The structures of the newly synthesized Benzisoxazole-substituted-allyl derivatives were characterized by spectroscopic methods and mass spectrometry. These synthesized compounds were evaluated for their in vitro antioxidant_x000D_
and anticancer activity. Compounds 3b, d, f, h were identified as the best hit against HT-29 Human colon cancer cells. Similarly, compounds like 3b, d, f, h showed significant antioxidant activity compared to the standard drug butylated hydroxy toluene (BHT).
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Jain M, Kwon CH, J. Med. Chem., 46, 5428 (2003)
Scobie MD, J. Org. Chem., 59, 7008 (1994)
Kendall HD, J. Med. Chem., 59, 7008 (1994)
Nuhrich A, Varache-Lembege M, Vercauteren J, Dokhan R, Renard P, Devaux G, Eur. J. Med. Chem., 31, 957 (1996)
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Khedekar PB, Bahekar RH, Chopade RS, Umathe SN, Rao AR, Bhusari KP, Drug Res., 53, 640 (2003)
Agrawal SK, Saxena AK, Jain PC, Sur RN, Srimal RC, Dhwan BN, Anand N, Ind. J. Chem., 26, 642 (1984)
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Carnichael J, DeGraff WG, Gazdar AF, Minna JD, Mitchell JB, Cancer Res., 47, 936 (1987)
Mosmann T, J. Immunol. Meth., 65, 55 (1983)
Gulcin, Life Sci., 78, 803 (2007)
