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Quantification of 1,8-cineole and of its metabolites in humans using stable isotope dilution assays.
- Source :
-
Molecular nutrition & food research [Mol Nutr Food Res] 2010 Oct; Vol. 54 (10), pp. 1515-29. - Publication Year :
- 2010
-
Abstract
- The metabolism of 1,8-cineole after ingestion of sage tea was studied. After application of the tea, the metabolites 2-hydroxy-1,8-cineole, 3-hydroxy-1,8-cineole, 9-hydroxy-1,8-cineole and, for the first time in humans, 7-hydroxy-1,8-cineole were identified in plasma and urine of one volunteer. For quantitation of these metabolites and the parent compound, stable isotope dilution assays were developed after synthesis of [(2)H(3)]-1,8-cineole, [9/10-(2)H(3)]-2-hydroxy-1,8-cineole and [(13)C,(2)H(2)]-9-hydroxy-1,8-cineole as internal standards. Using these standards, we quantified 1,8-cineole by solid phase microextraction GC-MS and the hydroxyl-1,8-cineoles by LC-MS/MS after deconjugation in blood and urine of the volunteer. After consumption of 1.02 mg 1,8-cineole (19 μg/kg bw), the hydroxycineoles along with their parent compound were detectable in the blood plasma of the volunteer under study after liberation from their glucuronides with 2-hydroxycineole being the predominant metabolite at a maximum plasma concentration of 86 nmol/L followed by the 9-hydroxy isomer at a maximum plasma concentration of 33 nmol/L. The parent compound 1,8-cineole showed a low maximum plasma concentration of 19 nmol/L. In urine, 2-hydroxycineole also showed highest contents followed by its 9-isomer. Summing up the urinary excretion over 10 h, 2-hydroxycineole, the 9-isomer, the 3-isomer and the 7-isomer accounted for 20.9, 17.2, 10.6 and 3.8% of the cineole dose, respectively.
- Subjects :
- Adult
Beverages
Carbon Isotopes
Chromatography, High Pressure Liquid
Cyclohexanols blood
Cyclohexanols urine
Deuterium
Eucalyptol
Female
Flavoring Agents chemistry
Gas Chromatography-Mass Spectrometry
Humans
Indicator Dilution Techniques
Isotope Labeling
Limit of Detection
Monoterpenes analysis
Monoterpenes blood
Monoterpenes chemistry
Monoterpenes urine
Pilot Projects
Plant Leaves chemistry
Salvia officinalis chemistry
Solid Phase Microextraction
Spectrometry, Mass, Electrospray Ionization
Tandem Mass Spectrometry
Cyclohexanols metabolism
Flavoring Agents analysis
Flavoring Agents pharmacokinetics
Food Technology methods
Monoterpenes metabolism
Subjects
Details
- Language :
- English
- ISSN :
- 1613-4133
- Volume :
- 54
- Issue :
- 10
- Database :
- MEDLINE
- Journal :
- Molecular nutrition & food research
- Publication Type :
- Academic Journal
- Accession number :
- 20425757
- Full Text :
- https://doi.org/10.1002/mnfr.200900528