Erowid References Database
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Petroski RJ, Yates SG, Weisleder D, Powell RG.
“ISOLATION, SEMI-SYNTHESIS, AND NMR SPECTRAL STUDIES OF LOLINE ALKALOIDS”.
Journal of Natural Products. 1989 Jul-AugP;52(4):810-17.
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Abstract
Loline, a saturated pyrrolizidene-type alkaloid, was isolated from tall fescue (Festuca arundinacea) seed infected with the endophytic fungus Acermonium coenophialum. Procedures are described for the efficient conversion of loline to derivatives also known to occur naturally: norloline, N-formylnorloline, N-acetylnorloline, N-methlloline, N-formylloline, and N-acetylloline. The loline alkaloids are of interest as they are suspected contributors to several disease syndromes in cattle that consume endophyte-infected tall fescue. The structure of hydroxy-chlorololine, a reaction product of loline with HCI, was determined, and complete 1H- and 13C-nmr assignments for all the lolines are reported.
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