Preparative isolation of oleocanthal, tyrosol, and hydroxytyrosol from olive oil by HPCCC.

Abstract:

:For the provision of oleocanthal (OLC), a phenolic compound with very promising pharmacological properties, isolation from olive oil is a very important option. Due to the compound's sensitivity to decomposition upon exposure to oxygen and light, a very gentle isolation method has been developed under use of high performance countercurrent chromatography (HPCCC). By partition of olive oil between hexane and methanol, an extract enriched in phenolics was prepared and subjected to a two-step HPCCC separation under use of heptane-EtOAc-MeOH-H2O mixtures in normal-phase and reverse phase mode, respectively. With this method, the isolation of tyrosol, hydroxytyrosol, and the mixture of (3S,4E)- and (3S,4Z)-OLC was achieved in approx. 70 min for each step. By one- and two-dimensional NMR-experiments and LC-MS, the equilibrium of (3S,4E)- and (3S,4Z)-OLC in such olive oil extracts has unambiguously been proven for the first time.

journal_name

Food Chem

journal_title

Food chemistry

authors

Adhami HR,Zehl M,Dangl C,Dorfmeister D,Stadler M,Urban E,Hewitson P,Ignatova S,Krenn L

doi

10.1016/j.foodchem.2014.08.079

subject

Has Abstract

pub_date

2015-03-01 00:00:00

pages

154-9

eissn

0308-8146

issn

1873-7072

pii

S0308-8146(14)01303-X

journal_volume

170

pub_type

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