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Molecules 2013, 18(4), 4282-4292; doi:10.3390/molecules18044282

Antioxidant Activity and Proanthocyanidin Profile of Selliguea feei Rhizomes

1
College of Bioscience & Biotechnology, Fuzhou University, Fuzhou 350108, Fujian, China
2
Department of Chemistry, National University of Singapore, 3 Science Dr. 3, Singapore 117543, Singapore
*
Author to whom correspondence should be addressed.
Received: 20 March 2013 / Revised: 4 April 2013 / Accepted: 8 April 2013 / Published: 11 April 2013
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Abstract

Proanthocyanidins from the rhizomes of Selliguea feei (PSFs) were solvent-extracted and fractionated by Sephadex LH-20 column chromatography to give a 2.42% isolated yield (dry matter basis). 1H-NMR spectroscopy revealed the mean degree of polymerization (mDP) to be 2.6. 13C-NMR analysis showed typical signals for afzelechin/epiafzelechin units. Clear peaks at 76 ppm and 84 ppm indicated that both stereoisomers (afzelechin/epiafzelechin) are present. In agreement with the NMR spectra, the ESI-MS spectrum indicated that PSFs are mainly monomers to trimers consisting of afzelechin/epiafzelechin units with A-type and B-type interflavanyl linkages. A trimer was purified and identified as demethylated selligueain B. Thiolysis confirmed the structure and the thiolytic products, methyl 2-[(2R, 3R, 4S)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)chroman-4-yl]acetate (1) and 4β-(carboxymethyl)sulphanylepiafzelechin-(2β→O→7,4β→8)-epiafzelechin methyl ester (2), were purified and characterized. Selligueain A, demethylated selligueain B, compounds 1 and 2 possess high antioxidant capacity at 1.18 × 104, 1.16 × 104, 0.95 × 104 and 1.29 × 104 µmol TE/g, respectively. View Full-Text
Keywords: Selliguea feei; proanthocyanidins; thiolysis; antioxidant activity Selliguea feei; proanthocyanidins; thiolysis; antioxidant activity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Fu, C.; Wang, H.; Ng, W.L.; Song, L.; Huang, D. Antioxidant Activity and Proanthocyanidin Profile of Selliguea feei Rhizomes. Molecules 2013, 18, 4282-4292.

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