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Molecular charecterization and ageing of the sandarac resin and its principal component communic acid

Abstract : The chemical composition of sandarac resin and its principal component communic acid was investigated by gas chromatography-mass spectrometry (GC-MS), MALDI-TOF (Matrix Assisted Laser Desorption Ionization - Time of Flight), ESI (Electrospray ionization)-Orbitrap, FTIR/ATR (Fourier transform infrared spectroscopy/Attenuated total reflectance), liquid- and solid state NMR (Nuclear magnetic resonance) spectroscopy. Six compounds with labdane and pimarane skeletons were identified in the commercial resin. The obtained mass spectra were interpreted and the mass spectrometric behaviour of these diterpenoids under EI conditions was described. Quantitative analysis by the method of internal standard revealed that identified diterpenoids represent only 10–30% of the analysed sample. The complexity of the reticulated fraction of the commercial sandarac resin was well reflected by the MALDI-TOF and ESI-Orbitrap mass spectra. As a result, MALDI-TOF mass spectra comprised three clusters of peaks in the m/z range of 300–900, and for the ESI-Orbitrap mass spectra contained five clusters of peaks in the m/z range of 300–1100. The peaks in the clusters corresponded to the oxygenated derivatives of the diterpenoids. The results obtained from the IRCP (Inversion Recovery Cross-Polarization) experiments revealed the rigid character of the sandarac resin samples analyzed and justified the hypothesis that the rest of the sample, which could not be quantified by the method of internal standard, would have a polymeric nature.
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Inna Kononenko. Molecular charecterization and ageing of the sandarac resin and its principal component communic acid. Analytical chemistry. Université Pierre et Marie Curie - Paris VI, 2017. English. ⟨NNT : 2017PA066403⟩. ⟨tel-01754771⟩

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