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Identification of Centrolobol as the Platyphylloside Metabolite Responsible for the Observed Effect on in Vitro Digestibility of Hay
Uppsala University, Teknisk-naturvetenskapliga vetenskapsområdet, Chemistry, Department of Chemistry. Department of Biochemistry and Organic Chemistry, Organic Chemistry II. Organisk kemi.
2004 (English)In: Journal of Agricultural and Food Chemistry, Vol. 52, no 19, 5869-5872 p.Article in journal (Refereed) Published
Abstract [en]

Synthesis of the metabolites from plataphylloside, a phenol causing digestibility inhibition in rumen fluid, have been performed to identify the active metabolite. 1,7-Bis(4'-hydroxyphenyl)-3-heptanone (3-platphyllone), racemic, and the enantiomers of 1,7-bis(4'-hydroxyphenyl)-3-heptanol (centrobol) and 1,7-bis(4-hydroxyphenyl)heptane (platyphyllane) were synthesized and tested regarding digestibility inhibition in vitro in cow rumen fluid. All compounds tested induced a decreassed digestion. Centrolobol was found to be the metabolite causing the observed effect, and (R)-centrolobol was found to be enantiomer formed in the rumen liquor in vitro.

Place, publisher, year, edition, pages
2004. Vol. 52, no 19, 5869-5872 p.
Keyword [en]
Diarylheptanoids, platyphylloside, 5-hydroxy-3-platphyllone, 3-platyphyllone, centroloboi, platyphyllane, phenois, stereochemistry, digestibility inhibition, rummen fluid, birch, Betula pendula
URN: urn:nbn:se:uu:diva-69562OAI: oai:DiVA.org:uu-69562DiVA: diva2:97473
Available from: 2005-04-05 Created: 2005-04-05 Last updated: 2011-01-12

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