Copyright (c) 2013 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
Isolation, Identification and Antioxidant Potential of Major Flavonoids from Ethyl Acetate Fraction of Torreya grandis
Corresponding Author(s) : M. Naeem Khan
Asian Journal of Chemistry,
Vol. 25 No. 5 (2013): Vol 25 Issue 5
Abstract
There is increasing interest in plant extracts as potential therapeutic agents and the use of a mixture of natural products to treat disease has a number of interesting outcomes, most notably their synergistic effects and polypharmacological action. Some flavonoids with antioxidant properties from the aerial parts of the plant species Torreya grandis (family Taxaceae) were identified. Upon chromatography, the ethyl acetate extract afforded flavonoids, such as: 4',5,7-trihydroxy flavone-5-O-[a-L-rhamnopyranosyl-(1-4)-6-O-acetyl-b-D-glucopyranoside] (1), apigenin-7-O-b-glucopyranoside (2), apigenin (3), luteolin (4) and chrysin (5). The structures of the isolated compounds were determined by interpretation of their physical and spectral data. The antioxidant activities of water and 80 % ethanol extracts were measured by FRAP, 2,2'-diphenylpicrylhydrazyl (DPPH•) and reducing power activity methods, while the antioxidant activities of isolated compounds were estimated by TEAC assay. The 80 % ethanol extract and isolated compound luteolin showed a strong concentration-dependent antioxidant effect than commercial antioxidant a-tocopherol. This investigation demonstrated that the plant species T. grandis is a new and favourable source of natural antioxidants and the potency of these compounds could provide a chemical basis for some of the health benefits claimed for T. grandis in folk medicine and warrant further studies to assess their potential as effective natural remedies.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- R. Thirugnanasampandan, G. Mahendran and V.N. Bai, Afr. J. Biotechnol., 7, 357 (2008).
- A. Othman, A. Ismail, N.A. Ghani and I. Adenan, Food Chem., 100, 1523 (2007).
- S.C. Whitman, E.M. Kurowska, J.A. Manthey and A. Daugherty, Atherosclerosis, 178, 25 (2005).
- C.L. Sun, J.M. Yuan, M.J. Lee, C.S. Yang, Y.T. Gao and R.K. Ross, Carcinogenesis, 23, 1497 (2002).
- S.O. Keli, M.G. Hertog, E.J. Feskens and D. Kromhout, Arch. Int. Med., 156, 637 (1996).
- J. Nazaruk, Fitoterapia, 79, 191 (2008).
- G.K. Jayaprakasha and B.S. Patil, Food Chem., 101, 410 (2007).
- M.K. Saeed, Y. Deng, Z. Parveen, R. Dai, W. Ahmad and Y. Yuhong, WSEAS Trans. Biol. Biomed., 3, 484 (2006).
- Y.J. Huang, J.F. Wang, G.L. Li, Z.H. Zheng and W.J. Su, FEMS Immunol. Med. Microbiol., 31, 163 (2001).
- L. Yushan, X. Chen, M. Satake, Y. Oshima and Y. Ohizumi, J. Nat. Prod., 67, 725 (2004).
- A. Stochmal, S. Piacente, C. Pizza, F.D. Riccardis, R. Leitz and W. Oleszek, J. Agric. Food Chem., 49, 753 (2001).
- X. Wang, C. Chenga, Q. Suna, F. Li, J. Liu and C. Zheng, J. Chromatogr. A, 1075, 127 (2005).
- V. Svehlikova, R.N. Bennett, F.A. Mellon, P.W. Needs, S. Piacente, P.A. Kroon and Y. Bao, Phytochemistry, 65, 2323 (2004).
- R.W. Owen, R. Haubner, W. Mier, A. Giacosa, W.E. Hull, B. Spiegelhalder and H. Bartsch, Food Chem. Toxicol., 41, 703 (2003).
- E. Tayfun, H. Sebnem, S. Iclal and I. Calis, Turk. J. Chem., 26, 581 (2002).
- G. Zgorka, J. Chromatogr. A, 1120, 230 (2006).
- L.J. Chen, D.E. Games and J. Jones, J. Chromatogr. A, 988, 95 (2003).
- H.F. Hsu, J.Y. Houng, C.L. Chang, C.C. Wu, F.R. Chang and Y.C. Wu, J. Agric. Food Chem., 53, 6117 (2005).
- I. Martos, F. Ferreres and F.A.T. Barberan, J. Agric. Food Chem., 48, 1498 (2000).
- V. L. Singleton and J.A. Rossi, Am. J. Enol. Viticul., 16, 144 (1965).
- J. Zhishen, T. Mengcheng and W. Jianming, Food Chem., 64, 555 (1999).
- I.F.F. Benzie and J.J. Strain, Anal. Biochem., 239, 70 (1996).
- E. Czinner, K. Hagymasi, A. Blazovics, A. Kery, E. Szoke and E. Lemberkovics, J. Ethnopharmacol., 73, 437 (2000).
- A. Turkoglu, M.E. Duru, N. Mercan, I. Kivrak and K. Gezer, Food Chem., 101, 267 (2007).
- W. Brand-Williams, M.E. Cuvelier and C. Berset, Food Sci. Technol., 28, 25 (1995).
- M. Oyaizu, Jpn. J. Nutr., 44, 307 (1986).
- N.J. Miller and C.A. Rice-Evans, Free Radic. Res., 26, 195 (1997).
- R.K. Toor, G.P. Savage and C.E. Lister, J. Food Composit. Anal., 19, 1 (2006).
- A. Romani, R. Coinu, S. Carta, P. Pinelli, C. Galardi, F.F. Vincieri and F. Franconi, Free Radic. Res., 38, 97 (2004).
- P. Siddhuraju and K. Becker, Food Chem., 101, 10 (2007).
- Y. Zou, Y. Lu and D. Wei, J. Agric. Food Chem., 52, 5032 (2004).
- J.S. Perona, C. Arcemis, V. Ruiz-Gutierrez and A. Catala, J. Agric. Food Chem., 53, 730 (2005).
- M. Spiteller, T. Özen,A. Smelcerovic, S. Zuehlke and N. Mimica-Dukic, Fitoterapia, 79, 191 (2008).
- A.N. Shikov, E.A, Poltanov, H.J.D. Dorman, V.G. Makarov, V.P. Tikhonov and R. Hiltunen, J. Agric. Food Chem., 54, 3617 (2006).
- H.M. Yu, W. Bor-Sen, C.H. Shiow and D. Pin-Der, J. Agric. Food Chem., 54, 3132 (2006).
- M. Leja,A. Mareczek, G. Wyzgolik, J. Klepacz-Baniak and K. Czekonska, Food Chem., 100, 237 (2007).
- P.G. Pietta, J. Nat. Prod., 63, 1035 (2000).
- F. Ferreres, G. Ribeiro, V.A. Izquierdo, M.A.N. Rodrigues, R.M. Seabra, P.B. Andrade and P. Valenta, J. Agric. Food Chem., 54, 5782 (2006).
- J. Yu, L. Wang, R.L. Walzem, G.E. Miller, M.L. Pike and B.S. Patil, J. Agric. Food Chem., 53, 2009 (2005).
- M.J.T.J. Arts, J.S. Dallinga, H.P. Voss, G.R.M.M. Haenen and A. Bast, Food Chem., 80, 409 (2003).
References
R. Thirugnanasampandan, G. Mahendran and V.N. Bai, Afr. J. Biotechnol., 7, 357 (2008).
A. Othman, A. Ismail, N.A. Ghani and I. Adenan, Food Chem., 100, 1523 (2007).
S.C. Whitman, E.M. Kurowska, J.A. Manthey and A. Daugherty, Atherosclerosis, 178, 25 (2005).
C.L. Sun, J.M. Yuan, M.J. Lee, C.S. Yang, Y.T. Gao and R.K. Ross, Carcinogenesis, 23, 1497 (2002).
S.O. Keli, M.G. Hertog, E.J. Feskens and D. Kromhout, Arch. Int. Med., 156, 637 (1996).
J. Nazaruk, Fitoterapia, 79, 191 (2008).
G.K. Jayaprakasha and B.S. Patil, Food Chem., 101, 410 (2007).
M.K. Saeed, Y. Deng, Z. Parveen, R. Dai, W. Ahmad and Y. Yuhong, WSEAS Trans. Biol. Biomed., 3, 484 (2006).
Y.J. Huang, J.F. Wang, G.L. Li, Z.H. Zheng and W.J. Su, FEMS Immunol. Med. Microbiol., 31, 163 (2001).
L. Yushan, X. Chen, M. Satake, Y. Oshima and Y. Ohizumi, J. Nat. Prod., 67, 725 (2004).
A. Stochmal, S. Piacente, C. Pizza, F.D. Riccardis, R. Leitz and W. Oleszek, J. Agric. Food Chem., 49, 753 (2001).
X. Wang, C. Chenga, Q. Suna, F. Li, J. Liu and C. Zheng, J. Chromatogr. A, 1075, 127 (2005).
V. Svehlikova, R.N. Bennett, F.A. Mellon, P.W. Needs, S. Piacente, P.A. Kroon and Y. Bao, Phytochemistry, 65, 2323 (2004).
R.W. Owen, R. Haubner, W. Mier, A. Giacosa, W.E. Hull, B. Spiegelhalder and H. Bartsch, Food Chem. Toxicol., 41, 703 (2003).
E. Tayfun, H. Sebnem, S. Iclal and I. Calis, Turk. J. Chem., 26, 581 (2002).
G. Zgorka, J. Chromatogr. A, 1120, 230 (2006).
L.J. Chen, D.E. Games and J. Jones, J. Chromatogr. A, 988, 95 (2003).
H.F. Hsu, J.Y. Houng, C.L. Chang, C.C. Wu, F.R. Chang and Y.C. Wu, J. Agric. Food Chem., 53, 6117 (2005).
I. Martos, F. Ferreres and F.A.T. Barberan, J. Agric. Food Chem., 48, 1498 (2000).
V. L. Singleton and J.A. Rossi, Am. J. Enol. Viticul., 16, 144 (1965).
J. Zhishen, T. Mengcheng and W. Jianming, Food Chem., 64, 555 (1999).
I.F.F. Benzie and J.J. Strain, Anal. Biochem., 239, 70 (1996).
E. Czinner, K. Hagymasi, A. Blazovics, A. Kery, E. Szoke and E. Lemberkovics, J. Ethnopharmacol., 73, 437 (2000).
A. Turkoglu, M.E. Duru, N. Mercan, I. Kivrak and K. Gezer, Food Chem., 101, 267 (2007).
W. Brand-Williams, M.E. Cuvelier and C. Berset, Food Sci. Technol., 28, 25 (1995).
M. Oyaizu, Jpn. J. Nutr., 44, 307 (1986).
N.J. Miller and C.A. Rice-Evans, Free Radic. Res., 26, 195 (1997).
R.K. Toor, G.P. Savage and C.E. Lister, J. Food Composit. Anal., 19, 1 (2006).
A. Romani, R. Coinu, S. Carta, P. Pinelli, C. Galardi, F.F. Vincieri and F. Franconi, Free Radic. Res., 38, 97 (2004).
P. Siddhuraju and K. Becker, Food Chem., 101, 10 (2007).
Y. Zou, Y. Lu and D. Wei, J. Agric. Food Chem., 52, 5032 (2004).
J.S. Perona, C. Arcemis, V. Ruiz-Gutierrez and A. Catala, J. Agric. Food Chem., 53, 730 (2005).
M. Spiteller, T. Özen,A. Smelcerovic, S. Zuehlke and N. Mimica-Dukic, Fitoterapia, 79, 191 (2008).
A.N. Shikov, E.A, Poltanov, H.J.D. Dorman, V.G. Makarov, V.P. Tikhonov and R. Hiltunen, J. Agric. Food Chem., 54, 3617 (2006).
H.M. Yu, W. Bor-Sen, C.H. Shiow and D. Pin-Der, J. Agric. Food Chem., 54, 3132 (2006).
M. Leja,A. Mareczek, G. Wyzgolik, J. Klepacz-Baniak and K. Czekonska, Food Chem., 100, 237 (2007).
P.G. Pietta, J. Nat. Prod., 63, 1035 (2000).
F. Ferreres, G. Ribeiro, V.A. Izquierdo, M.A.N. Rodrigues, R.M. Seabra, P.B. Andrade and P. Valenta, J. Agric. Food Chem., 54, 5782 (2006).
J. Yu, L. Wang, R.L. Walzem, G.E. Miller, M.L. Pike and B.S. Patil, J. Agric. Food Chem., 53, 2009 (2005).
M.J.T.J. Arts, J.S. Dallinga, H.P. Voss, G.R.M.M. Haenen and A. Bast, Food Chem., 80, 409 (2003).