180387-79-5Relevant articles and documents
Determination of free diferulic, disinapic and dicoumaric acids in plants and foods
Grúz, Ji?í,Pospí?il, Ji?í,Kozubíková, Hana,Pospí?il, Tomá?,Dole?al, Karel,Bunzel, Mirko,Strnad, Miroslav
, p. 280 - 286 (2015/03/18)
Hydroxycinnamates are common phenolic compounds of plants and plant foods, often found in substantial quantities. Due to their high in vitro antioxidant activity they can easily be oxidized under oxidative conditions. In this study, we found that in vitro
Identification and Synthesis of New Ferulic Acid Dehydrodimers Present in Grass Cell Walls
Ralph, John,Quideau, Stephane,Grabber, John H.,Haffield, Ronald D.
, p. 3485 - 3498 (2007/10/02)
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, trans-5--2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid, (Z)-β--2-methoxyphenoxy>-4-hydroxy-3-methoxycinnamic acid, (E)-3--2-methoxyphenoxy>-4-hydroxy-5-methoxycinnamic acid, (E,E)-4,4'-dihydroxy-3,5'-dimethoxy-β,3'-bicinnamic acid, 4,4'-dihydroxy-3,3'-dimethoxy-β,β'-bicinnamic acid, and trans-7-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-6-methoxy-1,2-dihydronaphthalene-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.