| Issue |
Korean Journal of Chemical Engineering,
Vol.31, No.4, 659-663, 2014
Vol.31, No.4, 659-663, 2014
Synthesis, characterization and evaluation of antioxidant and anticancer activities of novel benzisoxazole-substituted-allyl derivatives
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
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).
[References]
- Denny WA, Rewcastle GW, Baguley B, J. Med. Chem., 33, 814, 1990
- Batra S, Roy AK, Patra A, Bhaduri AP, Surin WR, Raghavan SAV, Sharma P, Kapoor K, Dikshit M, Biorg. Med. Chem., 12, 2059, 2004
- Agirbas H, Guner S, Budak F, Keceli S, Kandemirli F, Shvets N, Kovalishyn V, Dimoglo A, Biorg. Med. Chem., 15, 2322, 2007
- Pinho M, Teresa MVD, Current Org Chem., 9, 925, 2005
- Swinbourne JF, Hunt HJ, Klinkert G, Adv. Heterocycl. Chem., 3, 103, 1987
- Stiff DD, Zemaitis MA, Drug Metab Dispos., 18, 888, 1990
- Hrib NJ, Jurcak JG, Burgher KL, Conway PG, Hartman HB, Kerman LL, Roehr JE, Woods AT, J. Med. Chem., 37, 2308, 1994
- 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
- Villalobos A, Blake JF, Biggers CK, Butler TW, Chapin DS, Chen YL, Ives JL, Jones SB, Liston DR, J. Med. Chem., 37, 2721, 1994
- Rajeev J, Agarwal DD, Damodharan, J. Indian Chem. Soc., 72, 825, 1995
- Saunder JC, Williamson WRN, J. Med. Chem., 2, 1554, 1979
- Strupczewski JT, Allen RC, Gardener BA, Schmid BL, Stache U, Glamkowski EJ, Jones MC, Ellis DB, Huger FP, Dunn RW, J. Med. Chem., 28, 761, 1985
- 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
- Constable DJC, Dunn PJ, Hayler JD, Humphrey GR, Leazer JL, Linderman RJ, Lorenz K, Manley J, Pearlman BA, Wells, Zaks A, Zhang TY, Green Chem., 9, 411, 2007
- Horst boshagen, Chem. Ber, 100, 954, 1967
- 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
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