scholarly journals New Natural Oxygenated Sesquiterpenes and Chemical Composition of Leaf Essential Oil from Ivoirian Isolona dewevrei (De Wild. & T. Durand) Engl. & Diels

Molecules ◽  
2020 ◽  
Vol 25 (23) ◽  
pp. 5613
Author(s):  
Didjour Albert Kambiré ◽  
Jean Brice Boti ◽  
Thierry Acafou Yapi ◽  
Zana Adama Ouattara ◽  
Ange Bighelli ◽  
...  

This study aimed to investigate the chemical composition of the leaf essential oil from Ivoirian Isolona dewevrei. A combination of chromatographic and spectroscopic techniques (GC(RI), GC-MS and 13C-NMR) was used to analyze two oil samples (S1 and S2). Detailed analysis by repetitive column chromatography (CC) of essential oil sample S2 was performed, leading to the isolation of four compounds. Their structures were elucidated by QTOF-MS, 1D and 2D-NMR as (10βH)-1β,8β-oxido-cadin-4-ene (38), 4-methylene-(7αH)-germacra-1(10),5-dien-8β-ol (cis-germacrene D-8-ol) (52), 4-methylene-(7αH)-germacra-1(10),5-dien-8α-ol (trans-germacrene D-8-ol) (53) and cadina-1(10),4-dien-8β-ol (56). Compounds 38, 52 and 53 are new, whereas NMR data of 56 are reported for the first time. Lastly, 57 constituents accounting for 95.5% (S1) and 97.1% (S2) of the whole compositions were identified. Samples S1 and S2 were dominated by germacrene D (23.6 and 20.5%, respectively), followed by germacrene D-8-one (8.9 and 8.7%), (10βH)-1β,8β-oxido-cadin-4-ene (7.3 and 8.7), 4-methylene-(7αH)-germacra-1(10),5-dien-8β-ol (7.8 and 7.4%) and cadina-1(10),4-dien-8β-ol (7.6 and 7.2%). Leaves from I. dewevrei produced sesquiterpene-rich essential oil with an original chemical composition, involving various compounds reported for the first time among the main components. Integrated analysis by GC(RI), GC-MS and 13C-NMR appeared fruitful for the knowledge of such a complex essential oil.

2017 ◽  
Vol 12 (3) ◽  
pp. 1934578X1701200
Author(s):  
Sylvain Sutour ◽  
François Luro ◽  
Joseph Casanova ◽  
Félix Tomi

The chemical composition of the essential oil (EO), microwave extract (ME) and hydrolate extract (HE) from the same batch of leaves of Fortunella japonica, was investigated by combination of chromatographic (GC, CC) and spectroscopic techniques (GC-MS, 13C NMR). F. japonica essential oil and extracts are complex mixtures of 28–60 compounds being mainly oxygenated sesquiterpenes. The EO composition was dominated by germacrene D (14.9%), β-elemol (9.1%), cis-guai-6-en-10p-ol (6.3%), β-eudesmol (5.5%), and δ-elemene (5.2%). Limonene was the unique monoterpene identified at appreciable amount (7.1%). The extract obtained by microwave assisted hydrodistillation contained as main components: β-elemol (12.4%), germacrene D (9.9%), cis-guai-6-en-10β-ol (9.0%), β-eudesmol (8.2%), germacra-1(10),5-dien-4α-ol (7.1%) and α-eudesmol (6.4%). Finally, the highest content of oxygenated sesquiterpenes (near 92%) was found in the hydrolate extract displaying cryptomeridiol (23.3%, but totally absent in the EO and ME), β-eudesmol (20.6%) and α-eudesmol (10.7%). Combined analysis by chromatographic and spectroscopic techniques appeared useful for identification of various sesquiterpenols bearing a tertiary alcohol function.


2013 ◽  
Vol 8 (1) ◽  
pp. 1934578X1300800
Author(s):  
Yu-Chang Su ◽  
Chen-Lung Ho

This study investigated the chemical composition and in-vitro cytotoxic activities of the essential oil isolated from the leaf of Beilschmiedia erythrophloia. The essential oil was isolated using hydrodistillation in a Clevenger-type apparatus, and characterized by GC-FID and GC-MS. Fifty-five compounds were identified, representing 100% of the oil. The main components identified were β-caryophyllene (22.6%), α-humulene (21.9%), terpinen-4-ol (5.3%), cis-β-ocimene (5.1%), sabinene (5.0%) and limonene (4.5%). The anticancer activities of oil were evaluated. The results showed that the oil exhibited cytotoxic activity against human oral, liver, lung, colon, melanoma, and leukemic cancer cells.


2009 ◽  
Vol 4 (6) ◽  
pp. 1934578X0900400 ◽  
Author(s):  
Claudia Giuliani ◽  
Roberto Maria Pellegrino ◽  
Bruno Tirillini ◽  
Laura Maleci Bini

The essential oils from both leaves (L) and flowers (F) of Stachys germanica subsp. salviifolia (Ten.) Gams (Labiatae/Lamiaceae) from Italy were analyzed by GC-MS for the first time. The distribution, morphology and histochemistry of the different types of glandular trichomes present on the epidermal surface were also determined. Twenty-nine constituents, representing 89.4% of the total leaf oil, and forty-one compounds, forming 97.8% of the total flower oil, were identified. Germacrene D (39.4%), phytol (10.2%), β-bourbonene (3.5%) and β-ylangene (3.3%) were recognized as the main constituents of the leaf essential oil, while limonene (24.1%), β-pinene (18.7%), germacrene D (12.8%) and ( E)-nerolidol (6.6%) were the main compounds of the flower essential oil.


2006 ◽  
Vol 1 (3) ◽  
pp. 1934578X0600100 ◽  
Author(s):  
Jennifer M. Schmidt ◽  
William N. Setzer

The leaf essential oil of Stauranthus perforatus Leibm. (Rutaceae) from Monteverde, Costa Rica, was isolated by hydrodistillation and the chemical composition determined by GC–MS. The most abundant essential oil components were α-pinene, germacrene D, and α-cadinol.


2015 ◽  
Vol 10 (8) ◽  
pp. 1934578X1501000 ◽  
Author(s):  
Jelena G. Stamenković ◽  
Gordana S. Stojanović ◽  
Ivana R. Radojković ◽  
Goran M. Petrović ◽  
Bojan K Zlatković

The present study reports the chemical composition on the essential oil obtained from fresh roots, stems, inflorescences and fruits of Chaerophyllum temulum. In all samples, except the roots, the most dominant components were sesquiterpene hydrocarbons. ( Z)-Falcarinol was the principal constituent of the root essential oils (61.7% at the flowering stage and 62.3% at the fruiting stage). The blossom oil was dominated by ( Z,E)-α-farnesene (23.4%), ( E)-β-farnesene (9.0%) and germacrene D-4-ol (9%), whereas the oil from the fruit had germacrene D-4-ol (27.6%) as its main compound, accompanied by ( Z,E)-α-farnesene (13.4%). Germacrene D was the most abundant component of the stem essential oil (38.4% at the flowering stage and 32.5% at the fruiting stage). The obtained results show that the qualitative composition of the oil depends on the part of the plant which is analyzed, while the quantitative composition of the main components depends on the growing stage of the plant.


2013 ◽  
Vol 8 (2) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Tran Huy Thai ◽  
Ophélie Bazzali ◽  
Tran Minh Hoi ◽  
Nguyen Anh Tuan ◽  
Félix Tomi ◽  
...  

The essential oil isolated from Asarum cordifolium C. E. C. Fischer recently discovered in Vietnam, and A. glabrum Merr., an endangered species listed as vulnerable in the Red Data Book of Vietnam, have been analyzed by a combination of chromatographic and spectroscopic techniques including 13C NMR spectroscopy. The composition of A. cordifolium essential oil, investigated for the first time, was dominated by elemicin (82.5%). The essential oil isolated from A. glabrum contained safrole (41.9%) as its major component and was characterized by the diversity of phenylpropanoids contained in this oil (10 compounds).


2012 ◽  
Vol 7 (8) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Rajendra C. Padalia ◽  
Ram S. Verma ◽  
Amit Chauhan ◽  
Chandan S. Chanotiya ◽  
Anju Yadav

The essential oil composition of the leaves, stem, flowers and roots of Ligusticopsis wallichiana (DC.) Pimenov & Kljuykov were analyzed by GC-FID and GC-MS methods. Forty-five constituents, forming 93.2%–97.8% of the oil compositions, were dominated by acetylenic (31.5%–92.8%) compounds and sesquiterpenoids (0.3%–44.4%). The leaf essential oil was mainly composed 3,5-nonadiyne (35.8%), β-selinene (20.9%), α-funebrene (10.1%) and ( Z)-falcarinol (6.1%). The stem oil was dominated by acetylenic compounds (73.8%) represented by 3,5-nonadiyne (67.8%) and ( Z)-falcarinol (5.7%). On the contrary, the major components of the flower essential oil were sesquiterpenoids (37.5%), such as germacrene D (16.6%), α-funebrene (7.4%), and acetylenic compounds (31.5%), such as ( Z)-falcarinol (21.0%) and 3,5-nonadiyne (10.0%). Monoterpenoids constituted 23.9% of the flower oil with limonene (19.9%) as the single major constituent. The essential oil of the roots was dominated by 3,5-nonadiyne (90.5%). The results showed considerable qualitative and quantitative variations in the essential oil compositions of the different plant parts of L. wallichiana. ( Z)-Falcarinol (1.9%–21.0%) and α-funebrene (0.1%–10.1%) were reported for the first time from the essential oils of L. wallichiana.


2012 ◽  
Vol 7 (1) ◽  
pp. 1934578X1200700
Author(s):  
Nasser A. Awadh Ali ◽  
Rebecca A. Crouch ◽  
Mohamed A. Al-Fatimi ◽  
Norbert Arnold ◽  
Axel Teichert ◽  
...  

The chemical composition of the hydrodistilled leaf essential oil from Pulicaria stephanocarpa Balf Fil was determined by GC-MS analysis, and its antimicrobial, antioxidant and anticholinesterase (AChE) activities were evaluated. Eighty-three compounds were identified representing 97.2% of the total oil. ( E)-Caryophyllene 13.4%, ( E)-nerolidol 8.5%, caryophyllene oxide 8.5%, α-cadinol 8.2% spathulenol 6.8% and τ-cadinol 4.7%, were the main components. Antimicrobial activity of the oil, evaluated using the disc diffusion and broth dilution methods, demonstrated the highest susceptibility on Gram-positive bacteria and Candida albicans. The free radical scavenging ability of the oil was assessed by the DPPH assay to show antiradical activity with IC50 of 330 μg/mL. Moreover, the oil revealed an AChE inhibitory activity of 47% at a concentration of 200 μg/mL using Ellman's method.


2013 ◽  
Vol 8 (4) ◽  
pp. 1934578X1300800 ◽  
Author(s):  
Yu-Chang Su ◽  
Kuan-Ping Hsu ◽  
Eugene I-Chen Wang ◽  
Chen-Lung Ho

This study investigated the chemical composition and in vitro anticancer activities of the essential oil isolated from the leaf of Neolitsea variabillima. The essential oil was isolated using hydrodistillation in a Clevenger-type apparatus, and characterized by GC-FID and GC-MS. Sixty-seven compounds were identified, representing 100% of the oil. The main components identified were trans-β-ocimene (13.4%), α-cadinol (10.5%), terpinen-4-ol (9.3%), τ-cadinol (9.2%), β-caryophyllene (8.8%), and sabinene (6.7%). The anticancer activities of oil were evaluated. The results showed that the oil exhibited cytotoxic activity against human oral, liver, lung, colon, melanoma, and leukemic cancer cells. The presence of β-caryophyllene, τ-cadinol, and α-cadinol significantly contributed to the anticancer activities of N. variabillima leaf oil.


2019 ◽  
Vol 14 (1) ◽  
pp. 1934578X1901400 ◽  
Author(s):  
José V. Martínez-Arévalo ◽  
Sully M. Cruz ◽  
Miriam A. Apel ◽  
Amélia T. Henriques ◽  
Armando Cáceres

Essential oils of leaves of the endemic species Piper oradendron Trel. & Standl. (Piperaceae) were obtained from three sites of the Guatemalan Pacific slope. The yields of the essential oils obtained by hydrodistillation varied from the site of collection (0.4-1.4%). The GC/MS analysis showed that sample A (Samayac) had up to 53 peaks that were identified, B (Popoyá) showed 31 peaks and C (Bulbuxyá) showed 22; major constituents were similar in the three samples, including α- and β-pinene (28.3-46.9%), germacrene D (10.7-22.7%), and iso-spathulenol (10.2-22-3%). This is the first report on the chemical composition of the essential oil of samples of P. oradendron from different provenances of Guatemala, suggesting little variability in its main components.


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