Determination of lignans in edible and nonedible parts of pomegranate (Punica granatum L.) and products derived therefrom, particularly focusing on the quantitation of isolariciresinol using HPLC-DAD-ESI/MSn

Journal of Agricultural and Food Chemistry

Volumn 60, Issue 1, 2012, Pages 283-292

  Fischer, Ulrike Anna ^a   Jaksch, Ariane Verena ^a   Carle, Reinhold ^a   Kammerer, Dietmar Rolf ^a  

^a UNIVERSITY OF HOHENHEIM   (Germany)

Author keywords

aril; dietary supplements; HPLC DAD MSn; lignans; peel; phytoestrogens; pomegranate (Punica granatum L.)

Indexed keywords

ARIL; DIETARY SUPPLEMENTS; HPLC-DAD-MS; LIGNANS; PEEL; PHYTOESTROGENS; POMEGRANATE (PUNICA GRANATUM L.);

FOOD ADDITIVES; FRUITS; NUTRITION; VITAMINS;

PLANTS (BOTANY);

ISOLARICIRESINOL; LIGNAN; LIGNIN; NAPHTHOL DERIVATIVE;

ARTICLE; BEVERAGE; CHEMISTRY; DIET SUPPLEMENTATION; ELECTROSPRAY MASS SPECTROMETRY; EVALUATION; FRUIT; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LYTHRACEAE; METHODOLOGY; PLANT;

BEVERAGES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DIETARY SUPPLEMENTS; FRUIT; LIGNANS; LIGNIN; NAPHTHOLS; PLANT COMPONENTS, AERIAL; PUNICACEAE; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

LYTHRACEAE; PUNICA GRANATUM;

EID: 84855766826     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf203598m     Document Type: Article

References (35)

1. USDA Database for Oxygen Radical Absorbance Capacity (ORAC) of Selected Foods, release 2; USDA Agricultural Research Service, Nutrient Data Laboratory, Beltsville, MD, 2010.
2. Viuda-Martos, M.; Fernández-López, J.; Pérez- Álvarez, J. Pomegranate and its many functional components as related to human health Compr. Rev. Food Sci. Food Saf. 2010, 9, 635-654
3. FAOSTAT-FAO, Statistical Database; Food and Agriculture Organization of the United Nations, Codex Alimentarius Commision: Tunis, Tunesia. http://www.fao.org (accessed Aug 14, 2011).
4. Jurenka, J. Therapeutic applications of pomegranate (Punica granatum L.): A Review Alternative Med. Rev. 2008, 13, 128-144 (Pubitemid 352009502)
5. Lansky, E. Punica granatum (pomegranate) and its potential for prevention of inflammation and cancer J. Ethnopharmacol. 2007, 109, 177-206 (Pubitemid 44959707)
6. Mousavinejad, G.; Emam-Djomeh, Z.; Rezaei, K.; Khodaparast, M. Identification and quantification of phenolic compounds and their effects on antioxidant activity in pomegranate juices of eight Iranian cultivars Food Chem. 2009, 115, 1274-1278
7. Dean, P.; Exlby, D.; Goodwin, T. Steroid estrogens in plants. Reestimation of estrone in pomegranate seeds Phytochemistry 1971, 61, 971-974
8. Moneam, N.; Sharaky, A.; Bardeldin, M. Oestrogen content of pomegranate seeds J. Chromatogr. 1988, 438, 438-442
9. Abd El Wahab, S.; El Fiki, N.; Mostafa, S.; Hassan, A. Characterisation of certain steroid hormones in Punica granatum L. seeds Bull. Fac. Pharm. (Cairo Univ.) 1998, 36, 11-16
10. Choi, D.; Kim, J.; Choi, S.; Jung, H. Identification of steroid hormones in pomegranate (Punica granatum) using HPLC and GC-mass spectrometry Food Chem. 2006, 96, 562-571 (Pubitemid 41737703)
11. Bonzanini, F.; Bruni, R.; Palla, G.; Serlataite, N.; Caligiani, A. Identification and distribution of lignans in Punica granatum L. fruit endocarp, pulp, seeds, wood knots and commercial juices by GC-MS Food Chem. 2009, 117, 745-749
12. Liggins, J.; Bluck, L. J. C.; Runswick, S.; Atkinson, C.; Coward, W. A.; Bingham, S. A. Daidzein and genistein content of fruits and nuts J. Nutr. Biochem. 2000, 11, 326-331
13. Adlercreutz, H. Phyto-oestrogens and cancer Oncol. 2002, 3, 364-373 (Pubitemid 34661986)
14. Adlercreutz, H.; van der Wildt, J.; Kinzel, J.; Avtalla, H.; Wähälä, K.; Mäkelä, T.; Hase, T.; Fotsis, T. Lignan and isoflavonoid conjugates in human urine J. Steroid Biochem. Mol. Biol. 1995, 1, 97-103
15. Liggins, J.; Grimwood, R.; Bingham, S. Extraction and quantification of lignan phytoestrogens in food and human samples Anal. Biochem. 2000, 287, 102-109
16. Willför, S. Antioxidant activity of knotwood extractives and phenolic compounds of selected tree species J. Agric. Food Chem. 2003, 51, 7600-7606
17. Saarinen, N.; Wärri, A.; Mäkelä, S.; Eckerman, C.; Reunanen, M.; Ahotupa, M.; Salmi, S. M.; Franke, A. A.; Kangas, L.; Santii, R. Hydroxymatairesinol, a novel enterolactone precursor with antitumor properties from coniferous tree (Picea abies) Nutr. Cancer 2000, 36, 207-216 (Pubitemid 30437042)
18. Thompson, L.; Seidl, M.; Rickard, S.; Orcheson, L.; Fong, H. H. S. Antitumorigenic effect of a mammalian lignan precursor from flaxseed Nutr. Cancer 1996, 26, 159-165 (Pubitemid 26300195)
19. Thompson, L. U.; Rickard, S. E.; Orcheson, L.; Seidl, M. Flaxseed and its lignan and oil components reduce mammary tumor growth at a late stage of carcinogenesis Carcinogenesis 1996, 17, 1373-1376 (Pubitemid 26197671)
20. Kitts, D.; Yuan, Y.; Wijewickreme, A.; Thompson, L. Antioxidative activity of the flaxseed lignan secosiolariciresinol diglycoside and its mammalian lignan metabolites enterodiol and enterolactone Mol. Cell. Biochem. 1999, 202, 91-100 (Pubitemid 30099742)
21. Obermeyer, W. Chemical studies of phytoestrogens and related compounds in dietary supplements: flax and chaparral Exp. Biol. Med. 1995, 1, 6-12
22. Charlet, S.; Bensaddek, L.; Raynaud, S.; Gillet, F.; Mesnard, F.; Fliniaux, M. A. An HPLC procedure for the quantification of anhydrosecoisolariciresinol. Application to the evaluation of flax lignan content Plant Physiol. Biochem. 2002, 40, 225-229 (Pubitemid 35235332)
23. Willför, S. Chromatographic analysis of lignans J. Chromatogr., A 2006, 1112, 64-77
24. Fischer, U. A.; Dettmann, J. S.; Carle, R.; Kammerer, D. R. Impact of processing and storage on the phenolic profiles and contents of pomegranate juices Eur. Food Res. Technol. 2011, 233, 797-816
25. Milder, I.; Arts, I.; Venema, D.; Lasaroms, J.; Wähälä, K.; Hollman, P. Optimization of a liquid chromatography-tandem mass spectrometry method for quantification of the plant lignans secoisolariciresinol, matairesinol, lariciresinol, and pinoresinol in foods J. Agric. Food Chem. 2004, 52, 4643-4651
26. Smeds, A.; Eklund, P.; Sjöhlm, R.; Willför, S.; Nishibe, S.; Deyama, T.; Holmbom, B. R. Quantification of a broad spectrum of lignans in cereals oilseeds and nuts J. Agric. Food Chem. 2007, 55, 1337-1346
27. Sicilia, T.; Niemeyer, H. B.; Honig, D.; Metzler, M. Identification and stereochemical characterization of lignans in flaxseed and pumpkin seeds J. Agric. Food Chem. 2003, 51, 1181-1188
28. Peñalvo, J.; Nurmi, T.; Haajanen, K.; Al-Maharik, N.; Botting, N.; Adlercreutz, H. Determination of lignans in human plasma by liquid chromatography with coulometric electrode array detection Anal. Biochem. 2004, 332, 384-393 (Pubitemid 39485748)
29. Meagher, L.; Beecher, G.; Flanagan, V.; Li, B. Isolation and characterization of the lignans, isolariciresinol and pinoresinol, in flaxseed meal J. Agric. Food Chem. 1999, 47, 3173-3180 (Pubitemid 29422009)
30. Kraushofer, T.; Sontag, G. Determination of some phenolic compounds in flax seed and nettle roots by HPLC with coulometric electrode array detection Eur. Food Res. Technol. 2002, 215, 529-533
31. Eklund, P.; Backman, M.; Kronberg, L.; Smeds, A. I.; Sjöholm, R. E. Identification of lignans by liquid chromatography-electrospray ionization ion-trap mass spectrometry J. Mass Spectrom. 2008, 43, 97-107 (Pubitemid 351251977)
32. Mazur, W.; Adlercreutz, H. Naturally occurring oestrogens in food Pure Appl. Chem. 1998, 70, 1759-1776 (Pubitemid 128486963)
33. Milder, I.; Arts, I.; van de Putte, B.; Venemaa, D.; Hollman, P. Lignan contents of Dutch plant foods: a database including lariciresinol, pinoresinol, secoisolariciresinol and matairesinol Br. J. Nutr. 2005, 93, 393-402
34. n Food Chem. 2011, 127, 807-821
35. Landete, J. Ellagitannins, ellagic acid and their derived metabolites: A review about source, metabolism, functions and health Food Res. Int. 2011, 44, 1150-1160