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Deuterium/hydrogen ratio analysis of thymol, carvacrol, gamma-terpinene and p-cymene in thyme, savory and oregano essential oils by gas chromatography-pyrolysis-isotope ratio mass spectrometry.
J Chromatogr A. 2006 Nov 03; 1132(1-2):219-27.JC

Abstract

Isotope ratio mass spectrometry online coupled with capillary gas chromatography (GC-Py-IRMS) on column INNOWAX is used in the origin specific analysis and the authenticity control of the phenolic essential oils (EOs). Isotopic data delta(2)H(V-SMOW) of thymol and carvacrol in natural essential oils were evidently more depleted than synthetic products (from -49 to 7 per thousand for thymol and -61 per thousand for carvacrol). delta(2)H(V-SMOW) values of p-cymene, gamma-terpinene and thymol in authentic thyme oils (Thymus vulgaris L. and Thymus zygis L.) were found from -300 to -270 per thousand, from -285 to -248 per thousand and from -259 to -234 per thousand, respectively. delta(2)H(V-SMOW) values of carvacrol and p-cymene in authentic oregano oils (Origanum heracleoticum L., Coridothymus capitatus L. and Origanum compactum L.) varied from -223 to -193 per thousand and from -284 to -259 per thousand, respectively. For authentic Satureja montana subsp. montana essential oils, the mean delta(2)H(V-SMOW) value for aromatic compounds were found to be the following: gamma-terpinene -273 per thousand (SD=4.6 per thousand) and p-cymene -283 per thousand (SD=3.0 per thousand), thymol -245 per thousand (SD=1.8 per thousand) and carvacrol -226 per thousand (SD=1.7 per thousand). In addition, p-cymene was previously found as a precursor of the biosynthesis of thymol and carvacrol in thyme oil, thus, we considered p-cymene as an endogenous reference compound (ERC) for D/H ratio analysis. The isotopic fractionation factors alpha(thymol/p-cymene)=1.05 and alpha(carvacrol/p-cymene)=1.08 were obtained and also used to control the authenticity of the phenolic EOs.

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Authors+Show Affiliations

Nhu-Trang TT
Service Central d'Analyse du CNRS, USR 59, Echangeur de Solaize, BP. 22, 69390 Vernaison, France.
Casabianca H
No affiliation info available
Grenier-Loustalot MF
No affiliation info available

MeSH

Cyclohexane MonoterpenesCymenesDeuteriumGas Chromatography-Mass SpectrometryHydrogenMolecular StructureMonoterpenesOils, VolatileReproducibility of ResultsThymolThymus Plant

Pub Type(s)

Journal Article

Language

eng

PubMed ID

16945376

Citation

Nhu-Trang, Tran-Thi, et al. "Deuterium/hydrogen Ratio Analysis of Thymol, Carvacrol, Gamma-terpinene and P-cymene in Thyme, Savory and Oregano Essential Oils By Gas Chromatography-pyrolysis-isotope Ratio Mass Spectrometry." Journal of Chromatography. A, vol. 1132, no. 1-2, 2006, pp. 219-27.
Nhu-Trang TT, Casabianca H, Grenier-Loustalot MF. Deuterium/hydrogen ratio analysis of thymol, carvacrol, gamma-terpinene and p-cymene in thyme, savory and oregano essential oils by gas chromatography-pyrolysis-isotope ratio mass spectrometry. J Chromatogr A. 2006;1132(1-2):219-27.
Nhu-Trang, T. T., Casabianca, H., & Grenier-Loustalot, M. F. (2006). Deuterium/hydrogen ratio analysis of thymol, carvacrol, gamma-terpinene and p-cymene in thyme, savory and oregano essential oils by gas chromatography-pyrolysis-isotope ratio mass spectrometry. Journal of Chromatography. A, 1132(1-2), 219-27.
Nhu-Trang TT, Casabianca H, Grenier-Loustalot MF. Deuterium/hydrogen Ratio Analysis of Thymol, Carvacrol, Gamma-terpinene and P-cymene in Thyme, Savory and Oregano Essential Oils By Gas Chromatography-pyrolysis-isotope Ratio Mass Spectrometry. J Chromatogr A. 2006 Nov 3;1132(1-2):219-27. PubMed PMID: 16945376.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Deuterium/hydrogen ratio analysis of thymol, carvacrol, gamma-terpinene and p-cymene in thyme, savory and oregano essential oils by gas chromatography-pyrolysis-isotope ratio mass spectrometry. AU - Nhu-Trang,Tran-Thi, AU - Casabianca,Hervé, AU - Grenier-Loustalot,Marie-Florence, Y1 - 2006/09/01/ PY - 2006/04/11/received PY - 2006/07/03/revised PY - 2006/07/07/accepted PY - 2006/9/2/pubmed PY - 2006/12/16/medline PY - 2006/9/2/entrez SP - 219 EP - 27 JF - Journal of chromatography. A JO - J Chromatogr A VL - 1132 IS - 1-2 N2 - Isotope ratio mass spectrometry online coupled with capillary gas chromatography (GC-Py-IRMS) on column INNOWAX is used in the origin specific analysis and the authenticity control of the phenolic essential oils (EOs). Isotopic data delta(2)H(V-SMOW) of thymol and carvacrol in natural essential oils were evidently more depleted than synthetic products (from -49 to 7 per thousand for thymol and -61 per thousand for carvacrol). delta(2)H(V-SMOW) values of p-cymene, gamma-terpinene and thymol in authentic thyme oils (Thymus vulgaris L. and Thymus zygis L.) were found from -300 to -270 per thousand, from -285 to -248 per thousand and from -259 to -234 per thousand, respectively. delta(2)H(V-SMOW) values of carvacrol and p-cymene in authentic oregano oils (Origanum heracleoticum L., Coridothymus capitatus L. and Origanum compactum L.) varied from -223 to -193 per thousand and from -284 to -259 per thousand, respectively. For authentic Satureja montana subsp. montana essential oils, the mean delta(2)H(V-SMOW) value for aromatic compounds were found to be the following: gamma-terpinene -273 per thousand (SD=4.6 per thousand) and p-cymene -283 per thousand (SD=3.0 per thousand), thymol -245 per thousand (SD=1.8 per thousand) and carvacrol -226 per thousand (SD=1.7 per thousand). In addition, p-cymene was previously found as a precursor of the biosynthesis of thymol and carvacrol in thyme oil, thus, we considered p-cymene as an endogenous reference compound (ERC) for D/H ratio analysis. The isotopic fractionation factors alpha(thymol/p-cymene)=1.05 and alpha(carvacrol/p-cymene)=1.08 were obtained and also used to control the authenticity of the phenolic EOs. SN - 0021-9673 UR - https://www.unboundmedicine.com/medline/citation/16945376/Deuterium/hydrogen_ratio_analysis_of_thymol_carvacrol_gamma_terpinene_and_p_cymene_in_thyme_savory_and_oregano_essential_oils_by_gas_chromatography_pyrolysis_isotope_ratio_mass_spectrometry_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0021-9673(06)01352-5 DB - PRIME DP - Unbound Medicine ER -