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A novel quasi‐dimeric oxidation product of (+)‐catechin from lipid peroxidation
Author(s) -
Hirose Yuko,
Yamaoka Hiroshi,
Nakayama Mitsuru
Publication year - 1991
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02662334
Subject(s) - chemistry , dimer , catechin , lipid peroxidation , mass spectrometry , proanthocyanidin , flavan , polyphenol , organic chemistry , stereochemistry , antioxidant , chromatography
A novel quasi‐dimeric oxidation product of (+)‐catechin, formed during the radical‐scavenging reaction that prevents lipid peroxidation, was isolated by chromatography, and its structure was elucidated by infrared, ultraviolet and 1 H and 13 C nuclear magnetic resonance spectra and mass spectrometry. It was 5′‐[3‐[3,4‐(3′,5′‐dihydroxy) benzo‐8‐oxo‐2,7‐dioxabicyclo [4.4.0] deca‐3,9‐dien‐10‐yl]acryloyl]‐(+)‐catechin. It is an unusual type of dimer of flavan‐3‐ol derivatives, which is different from the naturally formed dimer, procyanidin.