Identification of triterpene saponins in Quercus robur L. and Q. petraea Liebl. Heartwood by LC-ESI/MS and NMR.
A detailed structural study of the major acidic triterpene saponins from European oak heartwood, Quercus robur L. and Q. petraea Liebl., revealed the presence of 2 alpha,3 beta,19 alpha-trihydroxyolean-12-ene-24,28-dioic acid (1), 2 alpha,3 beta,19 alpha-23-tetrahydroxyolean-12-ene-24,28-dioic acid (2), and their corresponding glycosides, 28-beta-D-glucopyranosyl-2 alpha,3 beta,19 alpha-trihydroxyolean-12-ene-24,28-dioic acid (3), and 28-beta-D-glucopyranosyl-2 alpha,3 beta,19 alpha,23-tetrahydroxyolean-12-ene-24,28-dioic acid (4). Compounds were isolated and purified by successive flash chromatography and semi-preparative HPLC, and structurally determined by NMR and LC-ESI/MS in the negative ion mode. Compounds 2 and 4 have been identified for the first time in Quercus species and are new compounds.
Arramon
G
G
Faculté d'OEnologie, Université Victor Ségalen Bordeaux II-351, Cours de la Libération, F-33405 Talence, France.
Saucier
C
C
Colombani
D
D
Glories
Y
Y
D002853:Chromatography, Liquid / Q000379:methods; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry; D029963:Quercus / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods; D014315:Triterpenes / Q000737:chemistry*
D010936:Plant Extracts; D012503:Saponins; D014315:Triterpenes