High-performance liquid chromatographic purification of oligomeric procyanidins, trimers up to nonamers, derived from the bark of jatoba (Hymenaea courbaril)

Procyanidin oligomers with different degrees of polymerization (up to nonamers) were efficiently purified from the bark of Jatoba (Hymenaea courbaril) by using a recently developed chromatographic separation method. Purification relied on a hydrogen bonding interaction between phenolic hydroxyl grou...

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Bibliographic Details
Published in:Bioscience, biotechnology, and biochemistry biotechnology, and biochemistry, 2009-06, Vol.73 (6), p.1274-1279
Main Authors: Sasaki, K.(Kirin Holdings Co. Ltd., Yokohama (Japan). Central Labs. for Frontier Technology), Matsukura, Y, Shijima, K, Miyake, M, Fujiwara, D, Konishi, Y
Format: Article
Language:English
Subjects:
BARK
Biological and medical sciences
Biopolymers - chemistry
Biopolymers - isolation & purification
Chromatography, High Pressure Liquid - methods
COMPOSE PHENOLIQUE
COMPUESTOS FENOLICOS
CORTEZA
DEGRADACION
DEGRADATION
ECORCE
ESPECTROMETRIA DE MASAS
EXTRACTOS
EXTRACTS
EXTRAIT
FRACCIONAMIENTO
FRACTIONATION
FRACTIONNEMENT
Fundamental and applied biological sciences. Psychology
HPLC
Hymenaea - chemistry
HYMENAEA COURBARIL
Jatoba
MASS SPECTROMETRY
PHENOLIC COMPOUNDS
Plant Bark - chemistry
POLIMEROS
polyethylene glycol column
POLYMERE
POLYMERS
polyphenol
Proanthocyanidins - chemistry
Proanthocyanidins - isolation & purification
procyanidin
PURIFICACION
PURIFICATION
SPECTROMETRIE DE MASSE
Spectrometry, Mass, Electrospray Ionization
Spectrometry, Mass, Fast Atom Bombardment
thiolysis
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Summary:Procyanidin oligomers with different degrees of polymerization (up to nonamers) were efficiently purified from the bark of Jatoba (Hymenaea courbaril) by using a recently developed chromatographic separation method. Purification relied on a hydrogen bonding interaction between phenolic hydroxyl groups of the procyanidins and polyethylene glycol (PEG)-coated resin in a packed column. The individual procyanidins were identified by using electrospray ionization mass spectrometry (ESI-MS) and verified by a thiolytic degradation analysis. Our results demonstrate that Jatoba bark contained a large amount of procyanidins from monomer to nonamers or higher polymers composed of only B-type linked units (flavan-3-ol units linked through C-4 to C-8 (or C-6)) of epicatechin (EC) without gallate esters.
ISSN:0916-8451
1347-6947
DOI:10.1271/bbb.80747