Structural elucidation of new ferulic acid-containing phenolic dimers and trimers isolated from maize bran

被引:91
作者
Bunzel, M
Ralph, J
Funk, C
Steinhart, H
机构
[1] Univ Hamburg, Inst Biochem & Food Chem, Dept Food Chem, D-20146 Hamburg, Germany
[2] USDA ARS, US Dairy Forage Res Ctr, Madison, WI 53706 USA
[3] Univ Wisconsin, Dept Forestry, Madison, WI 53706 USA
关键词
Zea mays L; gramineae; cell wall cross-linking; triferulic acid; triferulate; ferulic acid; ferulate; phenolic dimers; vanillin; oxidative degradation; arabinoxylans; dietary fiber;
D O I
10.1016/j.tetlet.2005.06.140
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Four new phenolic dimers and trimers that contain ferulic acid moieties were isolated from the alkaline hydrolyzate of insoluble maize bran fiber and their structures were established by 1D/2D NMR and mass spectrometry. The biological role of one dimer remains unclear whereas the dimeric vanillin-ferulic acid-cross-product probably represents an oxidative degradation product from the corresponding diferulate. Both ferulic acid dehydrotrimers are able to cross-link polysaccharide chains. However, the 5-5/8-O-4(H2O)-triferulic acid may be a cross-link in its identified structure whereas we assume that the identified 8-O-4/8-5(non-cyclic)-triferulic acid arose from a natural 8-0-4/8-5(cyclic)-triferulate analog during the saponification process. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5845 / 5850
页数:6
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