4.4 Article

Structure determination and formation mechanism of procyanidin B2 oxidation products

Journal

TETRAHEDRON
Volume 117, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2022.132838

Keywords

Procyanidin; Polyphenols; Mechanistic study; Oxidation; Conformation

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This study clarified the chemical changes in procyanidins upon oxidation and determined the structures of four compounds using various oxidation methods, including enzymatic oxidation. The different ratios of oxidized products formed in water compared with organic solvents in the case of procyanidin B2 are attributed to the solvent-dependent conformational differences of procyanidin.
Procyanidins B2 and B1 were chemically oxidized to clarify the chemical changes in procyanidins upon oxidation. Four compounds were structurally determined and could be produced using different oxidation methods, including enzymatic oxidation with polyphenol oxidase. In the case of procyanidin B2, the different ratios of oxidized products formed in water compared with organic solvents are attributed to the procyanidin solvent-dependent conformational differences. (C) 2022 Elsevier Ltd. All rights reserved.

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