Isolation and characterization of the lignans, isolariciresinol and pinoresinol, in flaxseed meal

被引:133
作者
Meagher, LP [1 ]
Beecher, GR [1 ]
Flanagan, VP [1 ]
Li, BW [1 ]
机构
[1] USDA ARS, Beltsville Human Nutr Res Ctr, Food Composit Lab, Beltsville, MD 20705 USA
关键词
phytoestrogens; lignans; isolariciresinol; pinoresinol; flaxseed; Linum usitatissimum; secoisolariciresinol; matairesinol;
D O I
10.1021/jf981359y
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
The isolation and characterization of the lignans, isolariciresinol, pinoresinol, secoisolariciresinol, and matairesinol, potent phytoestrogens, from flaxseed meal are described. This is the first report of isolariciresinol and pinoresinol being detected in a food. The extraction method selected combined the removal of the lignan glycosides from the plant matrix with an alcoholic solvent system, followed by acid hydrolysis to release the aglycons. A reversed-phase high-performance liquid chromatography with diode array detection system was used for initial separation and detection of the lignans at 280 nm in the acid-hydrolyzed methanolic extract. Lignan trimethylsilyl ether derivatives were characterized by gas chromatography/mass spectrometry. Secoisolariciresinol is the major lignan in flaxseed; isolariciresinol, pinoresinol, and matairesinol were identified as minor lignan components.
引用
收藏
页码:3173 / 3180
页数:8
相关论文
共 52 条
[1]   URINARY-EXCRETION OF LIGNANS AND ISOFLAVONOID PHYTOESTROGENS IN JAPANESE MEN AND WOMEN CONSUMING A TRADITIONAL JAPANESE DIET [J].
ADLERCREUTZ, H ;
HONJO, H ;
HIGASHI, A ;
FOTSIS, T ;
HAMALAINEN, E ;
HASEGAWA, T ;
OKADA, H .
AMERICAN JOURNAL OF CLINICAL NUTRITION, 1991, 54 (06) :1093-1100
[2]   ISOTOPE-DILUTION GAS-CHROMATOGRAPHIC MASS-SPECTROMETRIC METHOD FOR THE DETERMINATION OF LIGNANS AND ISOFLAVONOIDS IN HUMAN URINE, INCLUDING IDENTIFICATION OF GENISTEIN [J].
ADLERCREUTZ, H ;
FOTSIS, T ;
BANNWART, C ;
WAHALA, K ;
BRUNOW, G ;
HASE, T .
CLINICA CHIMICA ACTA, 1991, 199 (03) :263-278
[3]   ISOTOPE-DILUTION GAS-CHROMATOGRAPHIC MASS-SPECTROMETRIC METHOD FOR THE DETERMINATION OF UNCONJUGATED LIGNANS AND ISOFLAVONOIDS IN HUMAN FECES, WITH PRELIMINARY-RESULTS IN OMNIVOROUS AND VEGETARIAN WOMEN [J].
ADLERCREUTZ, H ;
FOTSIS, T ;
KURZER, MS ;
WAHALA, K ;
MAKELA, T ;
HASE, T .
ANALYTICAL BIOCHEMISTRY, 1995, 225 (01) :101-108
[4]  
Amarowicz R., 1994, NAHRUNG, P520
[5]  
AYRES DC, 1990, CHEM PHARM NATURAL P, P142
[6]   REVEALING THE MAMMALIAN LIGNAN PRECURSOR SECIOSOLARICIRESINOL DIGLUCOSIDE IN FLAX SEED BY IONSPRAY MASS-SPECTROMETRY [J].
BAMBAGIOTTIALBERTI, M ;
CORAN, SA ;
GHIARA, C ;
GIANNELLINI, V ;
RAFFAELLI, A .
RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 1994, 8 (08) :595-598
[7]   DETECTION AND IDENTIFICATION OF THE PLANT LIGNANS LARICIRESINOL, ISOLARICIRESINOL AND SECOISOLARICIRESINOL IN HUMAN-URINE [J].
BANNWART, C ;
ADLERCREUTZ, H ;
WAHALA, K ;
BRUNOW, G ;
HASE, T .
CLINICA CHIMICA ACTA, 1989, 180 (03) :293-301
[8]  
BANNWART C, 1984, FINN CHEM LETT, P120
[9]   PRODUCTION AND METABOLISM OF LIGNANS BY THE HUMAN FECAL FLORA [J].
BORRIELLO, SP ;
SETCHELL, KDR ;
AXELSON, M ;
LAWSON, AM .
JOURNAL OF APPLIED BACTERIOLOGY, 1985, 58 (01) :37-43
[10]  
CHU A, 1993, J BIOL CHEM, V268, P27026