Contribution of the 13C NMR analysis of vegetable oils, essential oils and resins (Olea europaea, Pinus halepensis and Cedrus atlantica)

Natural products isolated from plants acquired, in recent years, a growing success in many industries (aromatherapy, cosmetic, perfumes). The objective of our study was to contribute, on the one hand, to the development of methods involving 13C and 1H NMR for the identification and quantification of the components of natural mixtures, and on the other hand, to the chemical characterization of two conifers brought to Corsica, Aleppo pine (essential oil) and atlas cedar (essential oil, pyrolysis oil and resins). The first part concerned the quantification of squalene present in olive oil. Indeed, linear triterpene participated in the oxidative stability of olive oil and play an important role by decreasing some kind of cancers risks. It's deal with to elaborate an experimental part based on NMR 1H and 13C by using routine apparatus (9.4 Tesla). Quantification by NMR 13C is reliable and have been applied to squalene quantification in 25 samples of Corsican olive oil. The second part of our work concerned the chemical characterization of the essential oil of Aleppo pine brought to Corsica in three different stations (Capo di Feno, Saleccia and Tre Padule de Suartone). A detailed analysis of cone essential oil, using the combination of chromatographic and spectroscopic techniques, leads to the identification of 48 compounds. Chemical composition is extensively dominated by monoterpens (a-pinene and myrcene) and one olefinic sesquiterpen ((E)-a-caryophyllene). 13C NMR allowed to the identification of various diterpens, particularly the 8,12-epoxy-14-labden-13-ol. This compound is described for the first time in aleppo pine essential oil. Fifteen samples of cone essential oil were analysed allowing differentiating three kinds of compositions: a-pinene; myrcene; a-pinene/myrcene. Finally, analysis of 47 samples of needles essential oil, associated with statistical treatment of the results (PCA and PFA), suggested the occurrence of an intraspecific chemical variability. Samples are divided into three groups, based on their high contents in (E)-a-caryophyllene (groupe I), in (E)-a-caryophyllene/a-pinene/myrcene (groupe II) and in myrcene (groupe III). The last part concerned the study of Cedrus atlantica. A detailed analysis of commercial essential oil leads to the identification of 20 constituents. Main compounds are b-, a- and g-himachalene. Moreover, seven compounds, not yet referenced in our home-made NMR spectral data library, were identified by NMR 13C. Chemical compositions of handwork pyrolysis oils from Morocco were also dominated by the himachalene's and (E)-a-atlantone. Qualitative and quantitative analysis of 28 samples of Cedrus atlantica resins, obtained from the five Corsican forests referenced by the Office National des Forêts of Corsica (Bavella, Bonifato, Ospedale, Pineta and Vizzavona) have been done, without any step of chromatography. Beside resinic acids, we have been identified three lignans (pinoresinol, lariciresinol and lariciresinol-9-acetate). Qualitative and quantitative analysis of these compounds, leads to the occurrence of three types of chemical composition. Finally, we have developed and validated a method for quantification of lignans by 1H NMR. Discipline: Organic and analytical chemistry Key words: Natural mixture analysis; Essential oil; Pyrolysis oil; Olive oil; Oleoresins; 13C NMR; 1H NMR; Squalene; Lignans; Olea europaea; Pinus halepensis; Cedrus atlantica

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Source https://theses.hal.science/tel-00978825
Author Nam, A.-M.
Maintainer CCSD
Last Updated May 5, 2026, 14:45 (UTC)
Created May 5, 2026, 14:45 (UTC)
Identifier NNT: 377
Language fr
Rights https://about.hal.science/hal-authorisation-v1/
contributor Ressources naturelles ; Laboratoire « Sciences pour l’Environnement » (UMR CNRS 6134 SPE) (SPE) ; Centre National de la Recherche Scientifique (CNRS)-Università di Corsica Pasquale Paoli [Université de Corse Pascal Paoli]-Centre National de la Recherche Scientifique (CNRS)-Università di Corsica Pasquale Paoli [Université de Corse Pascal Paoli]
creator Nam, A.-M.
date 2014-03-21T00:00:00
harvest_object_id 64b6855c-6428-4b93-9986-7b19ed6947fa
harvest_source_id 3374d638-d20b-4672-ba96-a23232d55657
harvest_source_title test moissonnage SELUNE
metadata_modified 2025-08-12T00:00:00
set_spec type:THESE