Identification of centrolobol as the platyphylloside metabolite responsible for the observed effect on in vitro digestibility of hay.
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
National Category
Other Basic Medicine
Identifiers
URN: urn:nbn:se:miun:diva-8608DOI: 10.1021/jf040135eOAI: oai:DiVA.org:miun-8608DiVA, id: diva2:174129
2009-02-192009-02-192018-01-13Bibliographically approved