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Titolo:
IDENTIFICATION AND SYNTHESIS OF NEW FERULIC ACID DEHYDRODIMERS PRESENT IN GRASS CELL-WALLS
Autore:
RALPH J; QUIDEAU S; GRABBER JH; HATFIELD RD;
Indirizzi:
USDA ARS,US DAIRY FORAGE RES CTR,1925 LINDEN DR W MADISON WI 53706 UNIV WISCONSIN,DEPT FORESTRY MADISON WI 53706
Titolo Testata:
Journal of the Chemical Society. Perkin transactions. I
fascicolo: 23, , anno: 1994,
pagine: 3485 - 3498
SICI:
0300-922X(1994):23<3485:IASONF>2.0.ZU;2-1
Fonte:
ISI
Lingua:
ENG
Soggetto:
LIGNIN-CARBOHYDRATE LINKAGES; MODEL QUINONE METHIDES; ESTER CROSS-LINKS; DIFERULIC ACID; PHENOLIC CONSTITUENTS; LOLIUM-MULTIFLORUM; CONIFERYL ALCOHOL; COLEOPTILES; BIODEGRADABILITY; EXTENSIBILITY;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
75
Recensione:
Indirizzi per estratti:
Citazione:
J. Ralph et al., "IDENTIFICATION AND SYNTHESIS OF NEW FERULIC ACID DEHYDRODIMERS PRESENT IN GRASS CELL-WALLS", Journal of the Chemical Society. Perkin transactions. I, (23), 1994, pp. 3485-3498

Abstract

Seven isomeric dehydrodimers of ferulic acid (4-hydroxy-3-methoxycinnamic acid) have been synthesized and identified in extracts of saponified cell walls of cocksfoot, switchgrass, and suspension-cultured corn. Dehydrodimers E,E)-4,4'-dihydroxy-5,5'-dimethoxy-3,3'-bicinnamic acid, enyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid, yl]-2-methoxyphenoxy}-4-hydroxy-3-methoxy-cinnamic acid, nyl]-2-methoxyphenoxy}-4-hydroxy-5-methoxycinnamic acid. )-4,4'-dihydroxy-3,5'-dimethoxy-beta,3'-bicinnamic acid, ,4'-dihydroxy-3,3'-dimethoxy-beta,beta'-bicinnamic acid, and 6-methoxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid, all arise from oxidative coupling of ferulate esters in cell walls and represent products of 8-5, 8-8, 8-O-4, 4-O-5, and 5-5 radical coupling. Prior literature has acknowledged only the presence of the 5-5-coupled dehydrodimer E,E)-4,4'-dihydroxy-5,5'-dimethoxy-3,3'-bicinnamic acid. Consequently, by measuring only a single dehydrodimer and assuming inappropriate response factors, ferulate dehydrodimers have been underestimated by factors of up to 20. Synthetic routes to all seven isomers have been developed to provide structural authentication and determination of GC response factors.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 28/09/20 alle ore 05:33:39