title: Structures of two novel trimeric stilbenes obtained by horseradish peroxidase catalyzed biotransformation of trans-resveratrol and (-)-epsilon-viniferin.
abstract: Two stilbenes, trans-resveratrol and (-)-epsilon-viniferin, as well as a mixture of both, were biotransformed using horseradish peroxidase and hydrogen peroxide. Under the applied conditions trans-resveratrol afforded one major product, which was identified as trans-delta-viniferin, a resveratrol-trans-dehydrodimer. Large-scale biotransformation of a mixture of trans-resveratrol and (-)-epsilon-viniferin yielded two novel resveratrol trimers, resviniferin A and resviniferin B, which were obtained in a pure form after fractionation by high-speed countercurrent chromatography and final purification by preparative HPLC. Their structures were established by means of mass spectrometry and 2D NMR spectroscopic analyses, including HSQC, HMBC, COSY, and ROESY.
authors.affiliation: Institute of Food Chemistry, Technische Universität Braunschweig, Schleinitzstrasse 20, 38106 Braunschweig, Germany.
authors.forename: Andrea
authors.initials: A
authors.lastname: Wilkens
authors.forename: Jana
authors.initials: J
authors.lastname: Paulsen
authors.forename: Victor
authors.initials: V
authors.lastname: Wray
authors.forename: Peter
authors.initials: P
authors.lastname: Winterhalter
mesh_terms: D001572:Benzofurans / Q000737:chemistry*; D002384:Catalysis; D006735:Horseradish Peroxidase / Q000737:chemistry*; D015394:Molecular Structure; D012118:Resorcinols / Q000737:chemistry*; D000077185:Resveratrol; D013267:Stilbenes / Q000737:chemistry*
chemical_list: D001572:Benzofurans; D012118:Resorcinols; D013267:Stilbenes; C477734:delta-viniferin; D006735:Horseradish Peroxidase; D000077185:Resveratrol