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Identification of centrolobol as the platyphylloside metabolite responsible for the observed effect on in vitro digestibility of hay.
Mid Sweden University, Faculty of Science, Technology and Media, Department of Natural Sciences. (Skigen som resurs)
2004 (English)In: Journal of Agricultural and Food Chemistry, ISSN 0021-8561, E-ISSN 1520-5118, Vol. 52, no 19, p. 5869-5872Article in journal (Refereed) Published
Abstract [en]

Syntheses of the metabolites from platyphylloside, a phenol causing digestibility inhibition in rumen fluid, have been performed to identify the active metabolite. 1,7-Bis(4‘-hydroxyphenyl)-3-heptanone (3-platyphyllone), racemic, and the two enantiomers of 1,7-bis(4‘-hydroxyphenyl)-3-heptanol (centrolobol) 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 decreased digestion. Centrolobol was found to be the metabolite causing the observed effect, and (R)-centrolobol was found to be the enantiomer formed in the rumen liquor in vitro.

Place, publisher, year, edition, pages
2004. Vol. 52, no 19, p. 5869-5872
Keywords [en]
Diarylheptanoids; platyphylloside; 5-hydroxy-3-platyphyllone; 3-platyphyllone; centrolobol; platyphyllane; phenols; stereochemistry; digestibility inhibition; rumen fluid; birch; Betula pendula
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Other Basic Medicine
Identifiers
URN: urn:nbn:se:miun:diva-8608DOI: 10.1021/jf040135eOAI: oai:DiVA.org:miun-8608DiVA, id: diva2:174129
Available from: 2009-02-19 Created: 2009-02-19 Last updated: 2018-01-13Bibliographically approved

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Sunnerheim, Kerstin

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