Origin of brown discoloration in the staves of oak used in cooperage - Characterization of two new lignans in oak wood barrels

被引:9
作者
Nonier, Marie-Francoise [1 ]
Vivas, Nicolas [1 ]
de Gaulejac, Nathalie Vivas [1 ]
Fouquet, Eric
机构
[1] Univ Bordeaux 1, CESAMO, ISM, F-33405 Talence, France
关键词
Oak wood; Lignans; Polymeric ellagitannins; Color; Barrels; ISOLARICIRESINOL; IDENTIFICATION; HEARTWOOD; FLAXSEED;
D O I
10.1016/j.crci.2008.04.004
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The isolation and characterization of the lignans from Quercus petraea oak wood are described. This is the first report of isolariciresinol and secoisolariciresinol being detected in oak wood. Lignan trimethylsilyl ether derivatives were characterized by gas chromatography/mass spectrometry. Lyoniresinol lignans (two isomers) are the major lignan in oak wood; isolariciresinol and secoisolariciresinol were identified as minor lignan components. No lignan glycosides were identified in this matrix. The study of ellagitannins fraction by size exclusion chromatography (SEC) from staves presenting diffuse brown marks, and particularly the presence of polymeric ellagitannins fractions and also the presence of lignans permitted to explain the discoloration origin in oak wood for barrel making. To cite this article: M. Nonier et al., C R. Chimie 12 (2009). (C) 2008 Academie des sciences. Published by Elsevier Masson SAS. All fights reserved.
引用
收藏
页码:291 / 296
页数:6
相关论文
共 13 条
[1]  
Ayres D., 1990, Chemistry and pharmacology of natural products. Lignans: chemical
[2]   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
[3]   Antiviral activity of lignans [J].
Charlton, JL .
JOURNAL OF NATURAL PRODUCTS, 1998, 61 (11) :1447-1451
[4]   ANALYSIS OF LIGNANS IN NORWAY SPRUCE BY COMBINED GAS-CHROMATOGRAPHY - MASS-SPECTROMETRY [J].
EKMAN, R .
HOLZFORSCHUNG, 1976, 30 (03) :79-85
[5]  
GHISALBERTI EL, 1999, PHYTOMEDICINE, V4
[6]   Isolation and characterization of the lignans, isolariciresinol and pinoresinol, in flaxseed meal [J].
Meagher, LP ;
Beecher, GR ;
Flanagan, VP ;
Li, BW .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1999, 47 (08) :3173-3180
[7]  
NABETA K, 1987, MOKUZAI GAKKAISHI, V33, P408
[8]   Global fractionation of oak heartwood extractable polymers (lignins, polysaccharides and ellagitannins) by selective precipitations [J].
Nonier, MF ;
Vivas, N ;
De Gaulejac, NV ;
Absalon, C ;
Vitry, C ;
Fouquet, E .
JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 2005, 85 (03) :343-353
[9]   PHENOLICS OF QUERCUS-RUBRA WOOD [J].
SEIKEL, MK ;
HOSTETTLER, FD ;
NIEMANN, GJ .
PHYTOCHEMISTRY, 1971, 10 (09) :2249-+
[10]   Identification and stereochemical characterization of lignans in flaxseed and pumpkin seeds [J].
Sicilia, T ;
Niemeyer, HB ;
Honig, DM ;
Metzler, M .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2003, 51 (05) :1181-1188