Combined analysis of <i>Xylopia rubescens</i> Oliv. leaf oil using gas chromatography with flame ionization detection, gas chromatography with mass spectrometry and <sup>13</sup>C nuclear magnetic resonance: structure elucidation of new compounds

et al. 2019

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The chemical composition of 44 leaf oil samples of Laggera pterodonta (DC.) SCH.BIP. EX OLIV. (Asteraceae) from Côte d'Ivoire was investigated, using combination of chromatographic (GC-FID) and spectroscopic (GC/MS, 13 C-NMR) techniques. Two oil samples chosen according to their chromatographic profiles were submitted to column chromatography and all fractions of CC were analyzed by GC-FID, GC/MS and 13 C-NMR. In total, 83 components accounting for 96.5 to 99.4 % of the whole chemical composition were identified. Significant variations were observed within terpene classes: monoterpene hydrocarbons (0.4 -22.7 %), oxygenated monoterpenes (32.9 -54.9 %), sesquiterpene hydrocarbons (18.6-38.3 %) and oxygenated sesquiterpenes (3.5-38.4 %). Thus, the 44 compositions were subjected to hierarchical cluster analysis (HCA) and principal component analysis (PCA). Two groups were differentiated according to their composition. All the samples contained 2,5dimethoxy-p-cymene, α-humulene and (E)-β-caryophyllene among the main components. Other components were present at appreciable contents and allowed differentiation of two groups: sabinene and germacrene D for Group I; 10-epi-γ-eudesmol and eudesm-7(11)-en-4α-ol for Group II. All the samples collected in Eastern Côte d'Ivoire constituted Group I, while samples collected in the Central area of the country constituted Group II.

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confidence: 99%

Composition and Intraspecific Chemical Variability of Leaf Essential Oil of Laggera pterodonta from Côte d'Ivoire

Kambiré

et al. 2019

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“…-As shown previously, the leaf and root-bark essential oils of the genus Xylopia exhibited chemical compositions often dominated by mono-and sesquiterpene hydrocarbons, including various new compounds whose structural elucidation has been achieved by our group, i.e., 4,4-dimethyl-2-vinylcyclohexene and 3,3-dimethyl-1-vinylcyclohexene in X. aethiopica [18] and furanoguaia-1,4-diene and furanoguaia-1,3-diene in X. rubescens [19]. The presence of furanoguaiadiene isomers was also observed in X. quintasii leaf oil and contributed to the chemical variability within the 36 investigated oil compositions, three groups being differentiated.…”

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confidence: 97%

“…The constituents of the fruit, leaf, stem, and root oils are well-known monoterpenes and sesquiterpenes and more scarcely diterpenes or aromatic compounds [13 -17]. Recently, phytochemical investigations carried out in our research groups allowed the isolation and structure elucidation of new compounds in X. aethiopica root-bark oil (vinylcyclohexene and 5-methoxypatchoulene) and in X. rubescens leaf oil (furanoguaia-1,4-diene and (Z,Z,Z)-heptadeca-8,11,14-trien-2-ol) [18] [19]. The chemical variability of X. aethiopica leaf oil was also investigated, leading to the partition of the samples in two groups differentiated by their content of a-pinene, b-pinene, and germacrene D [20].…”

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confidence: 99%

“…Other constituents present at appreciable contents were furanoguaia-1,4-diene (up to 17.6%), a-humulene (up to 15.1%), sabinene (up to 14.8%), (E)-b-ocimene (up to 14.6%), caryophyllene oxide (up to 14.3%), and b-selinene (up to 10.3%). The furanoguaiadiene isomers previously isolated from X. rubescens leaf oil [19], viz., furanoguaia-1,4-diene (up to 17.6%) and furanoguaia-1,3-diene (up to 3.5%), were identified in 6 of the 42 samples.…”

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confidence: 99%

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Chemical Variability of Xylopia quintasiiEngl. & Diels Leaf Oil from Côte d'Ivoire

Tonzibo

et al. 2014

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The chemical composition of 42 essential-oil samples isolated from the leaves of Xylopia quintasii harvested in three Ivoirian forests was investigated by GC-FID, including the determination of retention indices (RIs), and by (13) C-NMR analyses. In total, 36 components accounting for 91.9-92.6% of the oil composition were identified. The content of the main components varied drastically from sample to sample: (E)-β-caryophyllene (0.9-56.9%), (Z)-β-ocimene (0.3-54.6%), β-pinene (0.8-27.9%), α-pinene (0.1-22.8%), and furanoguaia-1,4-diene (0.0-17.6%). The 42 oil compositions were submitted to hierarchical cluster and principal components analysis, which allowed the distinction of three groups within the oil samples. The composition of the oils of the major group (22 samples) was dominated by (E)-β-caryophyllene. The oils of the second group (12 samples) contained β-pinene and α-pinene as the principal compounds, while the oils of the third group (8 samples) were dominated by (Z)-β-ocimene, germacrene D, (E)-β-ocimene, and furanoguaia-1,4-diene. The oil samples of Group I and II came from clay-soil forests, while the oil samples belonging to Group III were isolated from leaves harvested in a sandy-soil forest.

Chemical Variability of Ivoirian Xylopia rubescens Leaf Oil

Tonzibo

et al. 2017

Forty-two essential oil samples were isolated from leaves of Xylopia rubescens harvested in three forests of Southern Ivory Coast. All the samples have been submitted to GC-FID and the retention indices (RIs) of individual components have been measured on two capillary columns of different polarity. In addition, 20 oil samples, selected on the basis of their chromatographic profile, were also analyzed by C-NMR and 24 components (78.0 - 92.4% of the whole compositions) have been identified. The content of the main components varied drastically from sample to sample: furanoguaia-1,4-diene (5.7 - 54.1%), furanoguaia-1,3-diene (1.1 - 10.5%), (8Z,11Z,14Z)-heptadeca-8,11,14-trien-2-one (4.3 - 16.0%), and (E)-β-caryophyllene (1.7 - 17.3%). Hierarchical cluster and principal components analysis of the 42 oil compositions allowed the distinction of two well-differentiated groups of unequal importance within the oil samples. Oil samples of the main group (Group II) contained mainly furanoguaia-1,4-diene (mean [M] = 43.1%; standard deviation [SD] = 3.2%) while furanoguaia-1,3-diene (M = 8.4%; SD = 0.9%) and (8Z,11Z,14Z)-heptadeca-8,11,14-trien-2-one (M = 7.1%; SD = 1.5%) were present at appreciable contents. The composition of Group I was dominated by furanoguaia-1,4-diene (M = 17.0%; SD = 8.5%), (8Z,11Z,14Z)-heptadeca-8,11,14-trien-2-one (M = 10.2%; SD = 2.4%) and (E)-β-caryophyllene (M = 9.5%; SD = 5.3%).