Structure of a geranyl-alpha-pyrone from Mimulus aurantiacus leaf resin.
A previously reported but misidentified geranyl-alpha-pyrone, in addition to six known compounds, was isolated from the leaf resin of Mimulus aurantiacus. HMBC NMR analyses of the geranyl-alpha-pyrone resolved uncertainties in the site of attachment of the two side chains and necessitated a revision of the previously reported structure. This compound is shown to be 3-geranyl-4-hydroxy-6-(2-hydroxypropyl)-2-pyrone.
Hare
J Daniel
JD
Department of Entomology, University of California, College of Natural and Agricultural Sciences, Riverside, CA 92521-0314, USA. daniel.hare@ucr.edu
Borchardt
Dan B
DB
D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D018515:Plant Leaves / Q000737:chemistry*; D011753:Pyrones / Q000737:chemistry* / Q000302:isolation & purification; D012116:Resins, Plant / Q000737:chemistry*; D028083:Scrophulariaceae / Q000737:chemistry*; D013729:Terpenes / Q000737:chemistry* / Q000302:isolation & purification
C454562:3-geranyl-4-hydroxy-6-(2-hydroxypropyl)-2-pyrone; D011753:Pyrones; D012116:Resins, Plant; D013729:Terpenes