A novel antioxidant phenyl disaccharide from Populus tremula knotwood

The complete characterization of two compounds obtained from the acetone extract of Populus tremula knotwood has been was achieved using LC-DAD-MS, MS/MS, IR and NMR. The new compounds were unequivocally identified as a mixture of the ester isomers of the (E) and (Z) p-coumarate of 1-O-rutinose. The...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2007-02, Vol.12 (2), p.205-217
Main Authors: Neacsu, Madalina, Micol, Vicente, Pérez-Fons, Laura, Willför, Stefan, Holmbom, Bjarne, Mallavia, Ricardo
Format: Article
Language:English
Subjects:
antioxidant
Antioxidants
Antioxidants - pharmacology
Chromatography, Gas
Chromatography, High Pressure Liquid
coumaroyl glycoside
Disaccharides - chemistry
Disaccharides - pharmacology
Free Radical Scavengers - chemistry
HPLC-MS/MS
knotwood
Lipid peroxidation
Lipid Peroxidation - drug effects
Mass Spectrometry
NMR
p-coumaric acid
Peroxides - chemistry
Phenols - chemistry
Phenols - pharmacology
phenyl disaccharide
Plant Extracts - chemistry
Plant Extracts - pharmacology
Polyphenols
Populus - chemistry
Populus tremula
Spectrophotometry, Ultraviolet
Superoxides - chemistry
Trees - chemistry
Wood
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Summary:The complete characterization of two compounds obtained from the acetone extract of Populus tremula knotwood has been was achieved using LC-DAD-MS, MS/MS, IR and NMR. The new compounds were unequivocally identified as a mixture of the ester isomers of the (E) and (Z) p-coumarate of 1-O-rutinose. The isomers showed the capacity to inhibit lipid peroxidation induced by tert-butylhydroperoxide and to trap peroxyl radicals, as determined by a chemiluminescence method. These new phenyl disaccharides also showed a significant ORAC (oxygen radical absorbance capacity) value, i.e. 11.7 microM TE (Trolox Equivalents).
ISSN:1420-3049
1420-3049
DOI:10.3390/12020205