Analysis of Flavonoids in Concentrated Pomegranate Extracts by HPLC with Diode Array Detection

  • Lee, Jeong-Hwan (Institute of Food and Culture Research, Pulmuone Co., Ltd.) ;
  • Kim, Seung-Deok (Institute of Food and Culture Research, Pulmuone Co., Ltd. ) ;
  • Lee, Ja-Young (Institute of Food and Culture Research, Pulmuone Co., Ltd. ) ;
  • Kim, Kyung-Nam (Institute of Food and Culture Research, Pulmuone Co., Ltd. ) ;
  • Kim, Hyun-Su (Institute of Food and Culture Research, Pulmuone Co., Ltd. )
  • Published : 2005.02.28

Abstract

Three flavonoid compounds - quercetin, luteolin, and kaempferol - were analyzed from two commercially available concentrated pomegranate extracts produced in Turkey and Italy, respectively. The samples were freeze-dried and hydrolyzed by 0.4 M hydrochloric acid in 50% ethanol at $80^{\circ}C$. HPLC (high-performance liquid chromatography) with DAD (diode array detection) at a wavelength of 260 nm was used for the detection of the three flavonoids. The detection limits of the three compounds were in hundreds of picograms and the signal-to-noise ratio ranged from 4 to 5: quercetin: >308 pg, s/n=4.0; luteolin: >262 pg, s/n=4.5; kaempferol: >688 pg, s/n=5.0. Quercetin, but not luteolin and kaempferol, was detected in the both pomegranate extracts. The concentrations of quercetin were $49.7\;{\mu}g/g$ and $27.7\;{\mu}g/g$ in the two pomegranate extracts made in Turkey and Italy, respectively.

Keywords

References

  1. Free Radic. Biol. Med. v.9 The correlation between active oxygen scavenging and antioxidative effects of flavonoids Hanasaki, Y.;Ogawa, S.;Fukui, S. https://doi.org/10.1016/0891-5849(90)90022-B
  2. Food Sci. Biotechnol. v.11 Antioxidative activity of flavonoid on oxidation of human low density lipoprotein induced by macrophages and copper Ryu, B.H.
  3. Food Sci. Biotechnol. v.11 Antioxidant effect of quercetin with rice bran oil on high cholesterol-fed rats Lee, S.M.;Kim, S.S.;Oh, M.S.;Kim, E.S.;Koh, K.H.
  4. Life Sci. v.57 Quercetin: Synergistic action with carboxyarnidotriazole in human breast carcinoma cells Yeh, Y.A.;Herenyiova, M.;Weber, G. https://doi.org/10.1016/0024-3205(95)02085-W
  5. Biochem. Biophys. Res. Commun. v.208 Quercetin down-regulates signal transduction in human breast carcinoma cells Singhal, R.L.;Yeh, A.;Prajda, N.;Olah, E.;Sledge, G.W. Jr.;Weber, G. https://doi.org/10.1006/bbrc.1995.1355
  6. J. Med. Virol. v.15 Antiviral effect of flavonoids on human viruses Kaul, T.N.;Middleton, E. Jr.;Ogra, P.L. https://doi.org/10.1002/jmv.1890150110
  7. Bioorg. Med. Chem. v.13 Anti-AIDS agents 54. A potent anti-HIV chalcone and flavonoids from genus Desmos Wu, J.H.;Wang, X.H.;Yi, Y.R.;Lee, K.H. https://doi.org/10.1016/S0960-894X(03)00197-5
  8. J. Agric. Food. Chem. v.33 Distribution of quercetin and kaempferol in lettuce, kale, chive, garlic chive, leek, horseradish, red radish, and cabbage tissues Bilyk, A.;Sapers, G.M. https://doi.org/10.1021/jf00062a017
  9. J. Sci. Food. Agric. v.80 Flavonoid content of several vegetables and their antioxidant activity Chu, Y.A.;Chang, C.L.;Hsu, H.F. https://doi.org/10.1002/(SICI)1097-0010(200004)80:5<561::AID-JSFA574>3.0.CO;2-#
  10. Food Chem. v.70 Nutritional composition and flavonoid content of edible wild greens and green pies: a potential rich source of antioxidant nutrients in the Mediterranean diet Trichopoulou, A.;Vasilopoulou, E.;Hollman, P.;Chamalides, Ch.;Foufa, E.;Kaloudis, Tr.;Kromhout, D.;Miskaki, Ph.;Petrochilou, I.;Poulima, E.;Stafilakis, K.;Theophilou, D. https://doi.org/10.1016/S0308-8146(00)00091-1
  11. Food Sci. Biotechnol. v.12 Quantitative analysis of two major flavonoid aglycones in acid hydrolyzed samples of Angelica keiskei by HPLC Lee, J.H.;Lee, J.Y.;Kim, K.N.;Kim, H.S.
  12. Breast Cancer Res. Treat. v.62 Steroid hormone activity of flavonoids and related compounds Rosenberg Zand, R.S.;Jenkins, D.J.A.;Diamandis, E.P. https://doi.org/10.1023/A:1006422302173
  13. Nutr. Cancer. v.21 Soy intake and cancer risk: a review of the in vitro and in vivo data Messina, M.J.;Persky, V.;Setchell, K.D.R.;Barnes, S. https://doi.org/10.1080/01635589409514310
  14. J. Endocrinol. v.52 Steroid and phyto-oestrogen binding to sheep uterine receptors in vitro Shutt, D.A.;Cox, R.l. https://doi.org/10.1677/joe.0.0520299
  15. J. Agric. Food Chem. v.48 Antioxidant activity of pomegranate juice and its relationship with phenolic composition and processing Gil, M.l.;Tomas-Barbenin, F.A.;Hess-Pierce, B.;Holcroft, D.M.;Kader, A.A. https://doi.org/10.1021/jf000404a
  16. Food Chem. v.80 Antioxidant and antimutagenic activities of pomegranate peel extracts Negi, P.S.;Jayaprakasha, G.K.;Jena, B.S. https://doi.org/10.1016/S0308-8146(02)00279-0
  17. Breast Cancer Res. Treat. v.71 Chemopreventive and adjuvant therapeutic potential of pomegranate (Punica granatum) for human breast cancer Kim, N.D.;Mehta, R.;Yu, W.;Neeman, I.;Livney, T.;Amichay, A.;Poirier, D.;Nicholls, P.;Kirby, A.;Jiang, W.;Mansel, R.;Ramachandran, C.;Rabi, T.;Kaplan, B.;Lansky, E. https://doi.org/10.1023/A:1014405730585
  18. J. Ethnopharmacol. v.66 Antioxdant and eicosanoid enzyme inhibition properties of pomegranate seed oil and fermented juice flavonoids Schubert, S.Y.;Lansky, E.P.;Neeman, I. https://doi.org/10.1016/S0378-8741(98)00222-0
  19. J Food Compo Anal. v.15 Organic acids and phenolic compounds in pomegranates (Punica granatum L.) grown in Turkey Poyrazoglu, E.;Gokmen, V.;Artek, N.
  20. Phytochemistry v.65 Rapid dereplication of estrogenic compounds in pomegranate (Punica granatum) using on-line biochemical detection coupled to mass spectrometry van Elswijk, D.A.;Schobel, U.P.;Lansky, E.P.;Irth, H.;van der Greef, J. https://doi.org/10.1016/j.phytochem.2003.07.001
  21. J. Chromatogr. A. v.761 Quantitative analysis of flavonoids by reversed-phase high-perf romance liquid chromatography Crozier, A.;Jensen Einar;Lean, M.E.J.;McDonald, M.S. https://doi.org/10.1016/S0021-9673(96)00826-6
  22. J. Agric. Food Chem. v.40 Optimization of a quantitative HPLC determination of potentially anticarcinogenic flavonoids in vegetables and fruits Hertog, M.G.;Hollman, P.C.H.;Venema, D.P. https://doi.org/10.1021/jf00021a023
  23. Anal. Chim. Act. v.417 Isolation and identification of phenolic compounds in Citrus sinensis Swatsitang, P.;Tucker, G.;Robards, K.;Jardine, D. https://doi.org/10.1016/S0003-2670(00)00937-5
  24. Food Sci. Biotechnol. v.12 Flavonoid content of some Korean medicinal plants Kim, H.Y.;Kang, M.H.
  25. J. Pharm. Biomedic. Anal. v.24 Simultaneous determination of quercetin, kaempferol and (E)-cinnamic acid in vegetative organs of Schisandra chinensis Baill. by HPLC Sladkovsky, R.;Solich, P.;Opletal, L. https://doi.org/10.1016/S0731-7085(00)00539-2
  26. J. Chromatogr. A. v.1032 Determination of flavonoids by high-performance liquid chromatography and capillary electrophoresis Wang, S.P.;Huang, K.J. https://doi.org/10.1016/j.chroma.2003.11.099