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Structural elucidation of new ferulic acid-containing phenolic dimers and trimers isolated from maize bran |
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| Authors: | Mirko Bunzel John Ralph Carola Funk |
| Institution: | a Institute of Biochemistry and Food Chemistry, Department of Food Chemistry, University of Hamburg, Grindelallee 117, 20146 Hamburg, Germany b US Dairy Forage Research Center, USDA-ARS, 1925 Linden Drive West, Madison, WI 53706-1108, USA c Department of Forestry, University of Wisconsin, Madison, WI 53706, USA |
| Abstract: | 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-O-4/8-5(cyclic)-triferulate analog during the saponification process. |
| Keywords: | Zea mays L Gramineae Cell wall cross-linking Triferulic acid Triferulate Ferulic acid Ferulate Phenolic dimers Vanillin Oxidative degradation Arabinoxylans Dietary fiber |
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