Identification of natural oak lactone precursors in extracts of american and French oak woods by liquid chromatography-tandem mass spectrometry.
A method for the screening of potential natural oak lactone precursors in oak wood extracts using LC-MS/MS combined with information-dependent acquisition was developed. The method was applied to extracts of American and French oak woods. As a result, cis-3-methyl-4-galloyloxyoctanoic acid (ring-opened cis-oak lactone gallate), (3S,4S)- and (3S,4R)-3-methyl-4-O-beta-D-glucopyranosyloctanoic acid (ring-opened cis- and trans-oak lactone glucoside), and (3S,4S)-3-methyl-4-O-(6'-O-galloyl)-beta-D-glucopyranosyloctanoic acid (ring-opened cis-oak lactone galloylglucoside) were identified as natural oak lactone precursors in the extracts by comparison with the respective synthetic reference compounds. In addition, the ring-opened oak lactone rutinoside was tentatively identified in the extracts. Three apparent isomers of the ring-opened cis-oak lactone galloylglucoside were also observed.
Hayasaka
Yoji
Y
The Australian Wine Research Institute, P.O. Box 197, Glen Osmond, SA, 5064 Australia. yoji.hayasaka@awri.com.au
Wilkinson
Kerry L
KL
Elsey
Gordon M
GM
Raunkjaer
Michael
M
Sefton
Mark A
MA
D002851:Chromatography, High Pressure Liquid; D007783:Lactones / Q000032:analysis*; D013058:Mass Spectrometry; D010936:Plant Extracts / Q000737:chemistry; D029963:Quercus / Q000737:chemistry*; D014934:Wood / Q000737:chemistry*
D007783:Lactones; D010936:Plant Extracts