Dorycnioside, a New Phenylbutanone Glucoside from Dorycnium pentaphyllum subsp. herbaceum

• Published in: Zeitschrift für Naturforschung C. A journal of biosciences Vol. 59; no. 1; pp. 23 - 26
• Main Authors: Kazantzoglou, Georgios, Magiatis, Prokopios, Panoutsopoulos, Georgios, Skaltsounis, Alexios-Leandros
• Format: Journal Article
• Language: English
• Published: Germany Verlag der Zeitschrift für Naturforschung 01-01-2004
• Subjects: Butanones - chemistry; Butanones - isolation & purification; Dorycnioside; Dorycnium pentaphyllum; Fabaceae - chemistry; Glucosides - chemistry; Glucosides - isolation & purification; Magnetic Resonance Spectroscopy; Models, Molecular; Molecular Structure; Optical Rotation; Phenylbutanone; Spectrometry, Mass, Fast Atom Bombardment
• DOI: 10.1515/znc-2004-1-205
• EISSN: 1865-7125
• ISSN: 0939-5075

A new phenylbutanone glucoside, dorycnioside, was isolated from the methanol extract of the aerial parts of Dorycnium pentaphyllum subsp. herbaceum Vill. (Rouy) and identified as 4-(4′-O-β-d-glucopyranosyl-3′,5′-dimethoxyphenyl)-2-butanone (1). In addition, two known phenylbutanone glucosides, five flavonoids, one cyanogenic glucoside, one cyclitol and one hydroquinone glucoside were also isolated and identified. The major constituent of the methanol extract was found to be myricitrin. The structure of 1 was elucidated on the basis of its spectroscopic data. It is the first time that derivatives of phenylbutanone are isolated from the Leguminosae family.