Abstract
The most abundant alkaloid of tall fescue
hay, termed festucine by the authors, was isolated by preparative paper
chromatography. The empirical formula of the free base is C8H14N2O,
and the molecular weight is 154. One nitrogen of festucine is tertiary, the
other secondary. The alkaloid also contains a cyclic ether which can be cleaved
by treatment with hydrochloric acid at 160�. The chemical evidence for
festucine is consistent with its structural formulation as a positional isomer
of loline, a pyrrolizidine alkaloid from the seed of a related grass (Lolium
cuneatum Nevski).
Cited by
47 articles.
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1. Excretion of loline alkaloids in urine and faeces of sheep dosed with meadow fescue (Festuca pratensis) seed containing high concentrations of loline alkaloids;New Zealand Veterinary Journal;2012-05
2. Loline alkaloids: Currencies of mutualism;Phytochemistry;2007-04
3. (1α,6α,7α,7aβ)-2,3,5,6,7,7a-Hexahydro-1,6-epoxy-1H-pyrrolizin-7-ol;Acta Crystallographica Section E Structure Reports Online;2003-08-08
4. Loline Alkaloids;Handbook of Secondary Fungal Metabolites;2003
5. Asymmetric synthesis of (+)-loline, a pyrrolizidine alkaloid from rye grass and tall fescue;Journal of the Chemical Society, Perkin Transactions 1;2001