Microwave-assisted extraction of herbacetin diglucoside from flax (Linum usitatissimum L.) seed cakes and its quantification using an RP-HPLC-UV system

Molecules

Volumn 19, Issue 3, 2014, Pages 3025-3037

  Fliniaux, Ophélie ^a   Corbin, Cyrielle ^b   Ramsay, Aina ^a   Renouard, Sullivan ^a,b   Beejmohun, Vickram ^a   Doussot, Joël ^b,c   Falguières, Annie ^c   Ferroud, Clotilde ^c   Lamblin, Frédéric ^b   Lainé, Eric ^b   Roscher, Albrecht ^a   Grand, Eric ^a   Mesnard, François ^a   Hano, Christophe ^b  

^a UNIVERSITÉ DE PICARDIE JULES VERNE   (France)

^b Antenne Scientifique Universitaire de Chartres   (France)

^c University of Paris Cité   (France)

Author keywords

Flavonol; Flaxseed; Herbacetin Diglucoside; Linum Usitatissimum; Microwave Assisted Extraction

Indexed keywords

FLAVONOID; GLUCOSIDE; HERBACETIN DIGLUCOSIDE; PLANT EXTRACT;

ARTICLE; CHEMISTRY; FLAX; FRACTIONATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; METHODOLOGY; MICROWAVE RADIATION; PLANT SEED;

CHEMICAL FRACTIONATION; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; FLAVONOIDS; FLAX; GLUCOSIDES; MICROWAVES; PLANT EXTRACTS; SEEDS;

EID: 84896926389     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules19033025     Document Type: Article

References (28)

1. Oomah, B.D. Flaxseed as a functional food source. J. Agric. Food Chem. 2001, 81, 889-894.
2. Bhatty, R.S. Nutrient composition of whole flaxseed and flaxseed meal. In Flaxseed in Human Nutrition; Cunnane, S.C., Thompson, L.U., Eds.; AOCS Press: Champaign, IL, USA, 1995; pp. 22-42.
3. Hano, C.; Martin, I.; Fliniaux, O.; Legrand, B.; Gutierrez, L.; Arroo, R.R.; Mesnard, F.; Lamblin, F.; Lainé, E. Pinoresinol-lariciresinol reductase gene expression and secoisolariciresinol diglucoside accumulation in developing flax (Linum usitatissimum) seeds. Planta 2006, 224, 1291-1301.
4. Struijs, K.; Vincken, J.P.; Verhoef, R.; van Oostveen-van Casteren, W.H.; Voragen, A.G.; Gruppen, H. The flavonoid herbacetin diglucoside as a constituent of the lignan macromolecule from flaxseed hulls. Phytochemistry 2007, 68, 1227-1235.
5. Beejmohun, V.; Fliniaux, O.; Grand, E.; Lamblin, F.; Bensaddek, L.; Christen, P.; Kovensky, J.; Fliniaux, M.A.; Mesnard, F. Microwave-assisted extraction of the main phenolic compounds in flaxseed. Phytochem. Anal. 2007, 18, 275-282.
6. Renouard, S.; Hano, C.; Corbin, C.; Fliniaux, O.; Lopez, T.; Montguillon, J.; Barakzoy, E.; Mesnard, F.; Lamblin, F.; Lainé, E. Cellulase-assisted release of secoisolariciresinol from extracts of flax (Linum usitatissimum) hulls and whole seeds. Food Chem. 2010, 122, 679-687.
7. Prasad, K. Reduction of serum cholesterol and hypercholesterolemic atherosclerosis in rabbits by secoisolariciresinol diglucoside isolated from flaxseed. Circulation 1999, 99, 1355-1362.
8. Prasad, K. Suppression of phosphoenolpyruvate carboxykinase gene expression by secoisolariciresinol diglucoside (SDG), a new antidiabetic agent. Int. J. Angiol. 2002, 11, 107-109.
9. Lainé, E.; Hano, C.; Lamblin, F. Lignans. In Chemoprevention of Cancer and DNA Damage by Dietary Factors; Knasmüller, S., DeMarini, D.M., Johnson, I.T., Gerhäuser, C., Eds.; Wiley-VCH Editions: Weinheim, Germany, 2009; pp. 555-577.
10. Hano, C.; Renouard, S.; Molini?, R.; Corbin, C.; Barakzoy, E.; Doussot, J.; Lamblin, F.; Lain?, E. Flaxseed (Linum usitatissimum L.) extract as well as (+)-secoisolariciresinol diglucoside and its mammalian derivatives are potent inhibitors of a-amylase activity. Bioorg. Med. Chem. Lett. 2013, 23, 3007-3012.
11. Perez-Vizcaino, F.; Duarte, J. Flavonols and cardiovascular disease. Mol. Aspects Med. 2010, 31, 478-494.
12. Leung, L.K.; Po, L.S.; Lau, T.Y.; Yuen, Y.M. Effect of dietary flavonols on oestrogen receptor transactivation and cell death induction. Br. J. Nutr. 2004, 91, 831-839.
13. Prasad, S.; Phromnoi, K.; Yadav, V.R.; Chaturvedi, M.M.; Aggarwal, B.B. Targeting inflammatory pathways by flavonoids for prevention and treatment of cancer. Planta Med. 2010, 76, 1044-1063.
14. Long, M. The applications of kidney secreted bone growth factor and pharmaceutical use of flavonol and flavonol glycosides for stimulating the secretion of kidney secreted bone growth factor. Canadian Patent 2009 CA 2593623 A1, 9 January 2009.
15. Jeong, H.J.; Ryu, Y.B.; Park, S.J.; Kim, J.H.; Kwon, H.J.; Kim, J.H.; Park, K.H.; Rho, M.C.; Lee, W.S. Neuraminidase inhibitory activities of flavonols isolated from Rhodiola rosea roots and their in vitro anti-influenza viral activities. Bioorg. Med. Chem. 2009, 17, 6816-6823.
16. Qiu, S.X.; Lu, Z.Z.; Luyengi, L.; Lee, S.K.; Pezzuto, J.M.; Farnsworth, N.R.; Thompson, L.U.; Fong, H.H.S. Isolation and characterization of flaxseed (Linum usitatissimum) constituents. Pharm. Biol. 1999, 37, 1-7.
17. Degenhardt, A.; Habben, S.; Winterhalter, P. Isolation of the lignan secoisolariciresinol diglucoside from flaxseed (Linum usitatissimum L.) by high-speed counter-current chromatography. J. Chromatogr. A 2002, 943, 299-302.
18. Kaufmann, B.; Christen, P. Recent extraction techniques for natural products: Microwave-assisted extraction and pressurised solvent extraction. Phytochem. Anal. 2002, 13, 105-113.
19. Waksmundzka-Hajnos, M.; Petruczynik, A.; Dragan, A.; Wianowska, D.; Dawidowicz, A.L. Effect of extraction method on the yield of furanocoumarins from fruits of Archangelica officinalis Hoffm. Phytochem. Anal. 2004, 15, 313-319.
20. Canizares-Macias, M.P.; Garcia-Mesa, J.A.; Luque de Castro, M.D. Determination of the oxidative stabiblity of olive oil, using focused-microwave energy to accelerate the oxidation process. Anal. Bioanal. Chem. 2004, 378, 479-483.
21. Chemat, F.; Abert Vian, M.; Cravotto, G. Green extraction of natural products: Concept and principles. Int. J. Mol. Sci. 2012, 13, 8615-8627.
22. Acosta-Estrada, B.A.; Gutiérrez-Uribe, J.A.; Serna- Saldívar, S.O. Bound phenolics in foods, a review. Food Chem. 2014, 152, 46-55.
23. Amakura, Y.; Yoshimura, M.; Yamakami, S.; Yoshida, T.; Wakana, D.; Hyuga, M.; Hyuga, S.; Hanawa, T.; Goda, Y. Characterization of phenolic constituents from Ephedra herb extract. Molecules 2013, 18, 5326-5334.
24. Qiao, Y.; Xiang, Q.; Yuan, L.; Xu, L.; Liu, Z.; Liu, X. Herbacetin induces apoptosis in HepG2 cells: Involvements of ROS and PI3K/Akt pathway. Food Chem. Toxicol. 2013, 51, 426-433.
25. Gendaram, O.; Choi, Y.H.; Kim, Y.S.; Ryu, S.Y. Anti-oxidative and antibacterial constituents from Sedum hybridum. Nat. Prod. Sci. 2011, 17, 279-284.
26. Ma, C.; Hu, L.; Fu, Q.; Gu, X.; Tao, G.; Wang, H. Separation of four flavonoidsfrom Rhodiola rosea by on-line combination of sample preparation and counter-current chromatography. J. Chromatogr. A 2013, 1306, 12-19.
27. Petsalo, A.; Jalonen, J.; Tolonen, A. Identification of flavonoids of Rhodiola rosea by liquid chromatography-tandem mass spectrometry. J. Chromatogr. A 2006, 1112, 224-231.
28. Du, M.; Xie, J.-M. Chemical constituents of Rhodiola crenulata. Huaxue Xuebao 1994, 52, 927-931.