Composition and chemical variability of the bark oil of Cedrelopsis grevei H. Baillon from Madagascar

Abstract

A commercial sample of Cedrelopsis grevei H. Baillon from Madagascar was repeatedly chromatographed and the combined analysis of all the fractions by GC, GC-MS and 13 C-NMR led to the identification of 114 components. The major constituents were (E)-β-caryophyllene (9.3%), α-copaene (7.7%), α-selinene (5.8%), δ-cadinene (4.9%), β-selinene (4.5%), α-humulene (3.3%) and β-bisabolene (2.8%). Analysis of five other commercial samples confirmed the pre-eminence of sesquiterpene hydrocarbons and exhibited a variation in the contents of the main components: ishwarane (1.0-17.4%), (E)-β-caryophyllene (1.3-12.5%), α-copaene (4.9-11.0%), β-elemene (0.2-9.6%) and α-selinene (1.1-9.4%).

Isolation and structure elucidation of ishwarol B

“…11 A slightly polar sub-fraction (F2.30; see Experimental) contained a major compound (2, 13.4%, retention indices D 1680 and 2369 on apolar and polar columns, respectively) which remained unidentified. The compound was isolated using preparative gas chromatography (GC) and submitted to a full set of 1D and 2D NMR experiments ( Table 1).The 1 H, 13 C and DEPT spectra combined with the mass spectrum (m/z 220) suggested a saturated tetracyclic sesquiterpene alcohol bearing a cyclopropane sub-structure.…”

“…In the course of a detailed study on the composition of Cedrelopsis grevei H. Baillon bark oil from Madagascar, 11 we found ishwarane as the major component of some commercially available samples. In this oil, we reported also the occurrence of cis-dihydroagarofurane, which was isolated and identified spectroscopically.…”

Analysis ofJuniperus communis subsp.alpina needle, berry, wood and root oils by combination of GC, GC/MS and13C-NMR

“…Indeed, fractionation of the oil followed by combined analysis of the fractions by GC/ MS and NMR has proved to be efficient for the analysis of particularly complex essential oils. [32][33][34][35] The components identified in the needle, berry, wood and root oils of J. communis L. subsp. alpina are reported in Table 1, together with their percentage, their ]undecan-9-ol.…”

Dihydroagarofurans: the fourth isomer isolated from Cedrelopsis grevei bark oil

“…4 A slightly polar subfraction (F2.1, see Experimental) contained a major compound (1, 75.3%) and was submitted to GC-MS analysis. Commercial and laboratory-made mass spectral libraries suggested the structure of trans-dihydroagarofuran for 1.…”

“…4 The major constituents were (E)-ˇ-caryophyllene (9.3%),˛-copaene (7.7%),˛-selinene (5.8%), υ-cadinene (4.9%),ˇ-selinene (4.5%),˛-humulene (3.3%) andˇ-bisabolene (2.8%).…”