Copyright (c) 2015 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
Antioxidant and Cytotoxic Activities of Isolated Compounds from Ethyl Acetate Fraction of Alpinia oxyphylla Fruits
Corresponding Author(s) : Hui-Hui Yuan
Asian Journal of Chemistry,
Vol. 27 No. 2 (2015): Vol 27 Issue 2
Abstract
A bioactivity-guided isolation and purification process was used to identify the antioxidant and cytotoxic components from the ethyl acetate fraction of Alpinia oxyphylla fruits. Four subfractions of the ethyl acetate fraction were obtained by a silica gel column chromatography eluted with petroleum ether-ethyl acetate, of which subfraction A showed the highest antioxidant and cytotoxic activities was selected for the isolation and identification of major active compounds. Seven compounds including nootkatone (1), tectochrysin (2), b-sitosterol (3), chrysin (4), protocatechuic acid (5), (4S*, 5E, 10R*)-7-oxo-tri-nor-eudesm-5-en-4b-ol (6) and (4R, 6R, 10S)-4,10-dimethyl-6-(1'-hydroxyisopropyl)-1-en-3,4,5,6,7,8-hexahydronaphthalen-2-one (7) were isolated. Compounds 6 and 7 were found firstly from this plant. Biological tests revealed that compounds 5, 6, 7 were the major antioxidant compounds and compounds 1, 3, 4, 5 exhibited potent cytotoxicity on different cancer cells, which probably responsible for the antioxidant and anticancer activities of the ethyl acetate fraction of Alpinia oxyphylla fruits.
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References
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A.R. Collins, Bioessays, 21, 238 (1999); doi:10.1002/(SICI)1521-1878(199903)21:3<238::AID-BIES8>3.0.CO;2-3.
H. Wiseman and B. Halliwell, Biochem. J., 313, 17 (1996).
T.P. Szatrowski and C.F. Nathan, Cancer Res., 51, 794 (1991).
D.H. Luo, Carbohydr. Polym., 71, 544 (2008); doi:10.1016/j.carbpol.2007.06.023.
N. Singh and P.S. Rajini, Food Chem., 85, 611 (2004); doi:10.1016/j.foodchem.2003.07.003.
Chinese Pharmacopoeia Commission, Pharmacopoeia of the People's Republic of China, China Medical Science and Technology Press, Beijing, Vol. 1, p. 274 (2010).
S.H. Kim, Y.K. Choi, H.J. Jeong, H.U. Kang, G. Moon, T.Y. Shin and H.M. Kim, Immunopharmacol. Immunotoxicol., 22, 267 (2000); doi:10.3109/08923970009016420.
K.S. Chun, K.K. Park, J. Lee, M. Kang and Y.J. Surh, Oncol. Res., 13, 37 (2002).
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H. Liu, S.Y. Guo, K.J. Xiao, C.R. Han, Y.Y. Liu and H.F. Wang, Nat. Prod. Res. Dev., 18, 768 (2006).
M.H. Yi, X.M. Xue, H. Xiao and Q. Zhang, Nat. Sci. J. Hainan Univ., 20, 27 (2002).
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X.Z. Luo, J.G. Yu, L.Z. Xu, K.M. Li, P. Tan and J.D. Feng, Acta Pharmacol. Sin., 35, 204 (2000).
T. Morikawa, H. Matsuda, I. Toguchida, K. Ueda and M. Yoshikawa, J. Nat. Prod., 65, 1468 (2002); doi:10.1021/np020078o.
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Q.F. Zhang, S.D. Luo, H.Y. Wang and D.Q. Fan, Chin. Tradit. Herbal Drugs, 28, 131 (1997).
J.G. Luo, X.Q. Lv, X.B. Wang and L. Kong, Phytochem. Lett., 5, 134 (2012); doi:10.1016/j.phytol.2011.11.009.
T. Morikawa, H. Matsuda, I. Toguchida, K. Ueda and M. Yoshikawa, J. Nat. Prod., 65, 1468 (2002); doi:10.1021/np020078o.
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C.Z. Wang, H.H. Yuan, X.L. Bao and M.B. Lan, Pharm. Biol., 10, 1 (2013).
A. Gliszczynska, A. Lysek, T. Janeczko, M. Switalska, J. Wietrzyk and C. Wawrzeńczyk, Bioorg. Med. Chem., 19, 2464 (2011); doi:10.1016/j.bmc.2011.01.062.
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K. Shimada, K. Fujikawa, K. Yahara and T. Nakamura, J. Agric. Food Chem., 40, 945 (1992); doi:10.1021/jf00018a005.
R. Re, N. Pellegrini, A. Proteggente, A. Pannala, M. Yang and C. Rice-Evans, Free Radic. Biol. Med., 26, 1231 (1999); doi:10.1016/S0891-5849(98)00315-3.
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