Terpenoid chemistry. XVII. ( - )-Ngaoine, a toxic constituent of Myoporum deserti. The absolute configuration of ( - )-Ngaione

1970 ◽  
Vol 23 (1) ◽  
pp. 107 ◽  
Author(s):  
BF Hegarty ◽  
JR Kelly ◽  
RJ Park ◽  
MD Sutherland

Varieties of the shrub Myoporum deserti A. Cunn. (Ellangowan poison bush), which causes heavy losses of stock in inland Australia, yield at least nine different essential oils, most of which are toxic. One oil from plant material of the Longreach chemical race from Blackall, Clermont, Hannaford, Longreach, Meandarra, Moree, and Roma contains the toxic furanoid sesquiterpene ketone, (-)-ngaione, as the principal constituent while two others (the Mitchell and the Blackall races) contain lesser proportions of ngaione. (-)-Ngaione comprises over half of the essential oil of a "greenish leaf" variety of Eremophila latrobei F. Nuell. and a low proportion of the oil of a "silver leaf" variety of the same species. The trans isomer of ngaione [(-)-epingaione], present in low concentration in some of these essential oils, is formed from ( -)-ngaione during fractional distillation or more rapidly by base-catalysed epimerization. "Isongaione acetate" prepared from (-)-ngaione by treatment with acetic anhydride-sodium acetate is shown to be a mixture of a, β- and β, γ-unsaturated ketones and obtainable in optically active form contrary to literature statements. Oxidation of the optically active β,γ-unsaturated ketone yields (-) acetylmalic acid from which it follows that (-)-ngaione is l(S),4(R)-β-(4,8-dimethyl-6-oxo-1,4-epoxynonyl)furan, ipomeamarone is the 1(R),4(S) enantiomer, and (-)-epingaione is the 1(S),4(S) isomer.


2019 ◽  
Vol 70 (6) ◽  
pp. 2015-2020
Author(s):  
Silvia Robu ◽  
Aurelia Romila ◽  
Olimpia Dumitriu Buzia ◽  
Adrian Florin Spac ◽  
Camelia Diaconu ◽  
...  

Numerous articles on Salvia officinalis L. have been published regarding the composition of their essential oil. The considerable variation found may be due to the quality of the plant material as well as to the methods used for analysis. A simple GC-MS method was developed and optimized in the QbD approach, for the determination of sage essential oils. The optimization of GC-MS analysis was performed using different mobile phase flows, injection volumes, split ratios and temperature programs. The optimized method proved to be simple and can be successfully applied for the determination of sage essential oils.



2019 ◽  
Vol 8 (6) ◽  
pp. 202-206
Author(s):  
Attou Fatima ◽  
Terras Mohamed ◽  
Ammam Abdelkader ◽  
Tabet Aouel Faiza

The knowledge of traditional healers o en represents a basis for the pharmacological and phytochemical inves ga on of naturals medicaments. This work aims for the phytochemical study and evaluation of the antioxidant activity of essential oils of medicinal plant Pistacia atlantica.Through the results obtained, it appears that the leaves are rich in substances with a high antioxidant power. For essential oils, it is 0.24 % for 100 g of plant material. And the phytochemical screening of the plant showed the presence of tannins, resins, coumarins, terpenoids and  flavonoids, and absence of saponins. The strong antioxidant activity of extracts obtained only confirms the traditional use of this plant by the local population.



2007 ◽  
Vol 2 (7) ◽  
pp. 1934578X0700200 ◽  
Author(s):  
Chandan S. Chanotiya ◽  
Chandra S. Mathela

The essential oil from the aerial parts of Tanacetum nubigenum Wallich ex DC collected from the Milam glacier moraine showed the presence of 73 compounds, of which 69, representing 87.9% of the total oil, have been identified, with bornyl acetate (39.7%), borneol (10.6%), ( E)-β-farnesene (6.6%) and 1,8-cineole (5.8%) as major constituents, while the oil from the plant material from the Pindari glacier area contained a total of 81 compounds, of which 77 have been identified. This oil was characterized by the presence of (3 R, 6 R)-linalool oxide acetate (69.4%), β-eudesmol (3.2%), selin-11-en-4α-ol (3.2%) and (3.2% and 1.2%, respectively) for compounds ( E) and ( Z)-2-(2,4-hexadiynylidene)-1,6-dioxospiro [4,4] non-3-ene, respectively. The major constituents of the essential oils from the aerial parts were separated and characterized by GC, GC/MS and 1D- and 2D-NMR spectroscopy. The chemical differences between the two essential oils place them as distinct chemical races or chemotypes.



Author(s):  
Sonia A. Socaci ◽  
Maria Tofana ◽  
Carmen Socaciu ◽  
D. Varban ◽  
Sevastita Muste

The present study includes researches regarding the composition of different varieties of rosemary essential oil. The essential oils were extracted from the plant material using the hydrodistillation technique. The analyses of the composition of essential oils were carried out by using a GC-MS system. The chemical constituents of the essential oil were separated and identified using the GC-MS NIST libraries.



2013 ◽  
Vol 8 (10) ◽  
pp. 1934578X1300801 ◽  
Author(s):  
Antonios K. Kokolakis ◽  
Spyridon K. Golfinopoulos

In recent years Microwave-Assisted Techniques (MATs) have been introduced as a new process design and operation for essential oils extraction, representing a viable alternative to conventional old-type methods of distillation which are routinely used for the isolation of essential oils from herbs, flowers and spices prior to gas chromatographic analysis. The novelty of the technique lies in a microwave heating source generating a mixture of boiling solvent with the raw plant material settled above (or drenched inside). Several variations of distillation techniques are evaluated in terms of substantial energy saving, rapidity, product yield, cleanliness and product quality. Results confirm the effectiveness of MATs, which allow extraction of essential oils in shorter extraction time (up-to 9 times faster), using “greener” procedures and provide a higher quality essential oil with better sensory and antioxidant properties.



2012 ◽  
Vol 7 (11) ◽  
pp. 1934578X1200701 ◽  
Author(s):  
Ameneh Porgham Daryasari ◽  
Mojtaba Soleimani ◽  
Azam Ghorbani ◽  
Homayon Kheiri ◽  
Mohammad Porgham Daryasari

In this study microwave-assisted hydrodistillation (MAHD) has been compared with the conventional method of hydrodistillation for the extraction of the essential oils from two Iranian Lamiaceae species: Nepeta crispa Willd and N. racemosa Lam. The essential oils extracted by MAHD for 40 min were quantitatively and qualitatively (aromatic profile) similar to those obtained by conventional hydrodistillation for 3.5 h. The MAHD method yields an essential oil with higher amounts of more valuable oxygenated compounds, and allows substantial savings of costs in terms of time, energy and plant material.



2019 ◽  
Vol 21 (2) ◽  
pp. 38-42
Author(s):  
Alicja Wodnicka ◽  
Elżbieta Huzar ◽  
Małgorzata Dzięcioł ◽  
Maria Krawczyk

Abstract The yield, composition and fungicidal activity of essential oils obtained from fennel fruits cultivated in Poland (FEOPOL) and Egypt (FEO-EG) were compared. The influence of the duration of hydrodistillation using a Clevenger apparatus on the essential oil yield was studied. The composition of the fennel essential oils was determined by GC-MS method. Studies have shown that FEO-POL and FEO-EG are two distinct chemotypes, which differ in yield and composition. The fennel fruits cultivated in Poland contained 4.14% of essential oil with trans-anethole as a main component. The plant material from Egypt was characterised by low content of essential oil (1.32%) with a predominant share of estragole. The fungicidal activity was tested in vitro against ten species of pathogenic fungi. The best result for FEO-POL was achieved against Sclerotinia sclerotiorum, Rhizoctonia solani and Botrytis cinerea. Antifungal activity of FEO-EG against tested fungi was weak or none.



1965 ◽  
Vol 43 (12) ◽  
pp. 3372-3376 ◽  
Author(s):  
M. C. Nigam ◽  
K. L. Handa ◽  
I. C. Nigam ◽  
Leo Levi

The essential oil obtained by hydrodistillation of freshly harvested Indian Cannabis sativa L. was found to contain the following constituents that have not previously been reported: α-pinene, camphene, β-pinene, α-terpinene, β-phellandrene, γ-terpinene, linalool, trans-linalool oxide, sabinene hydrate, α-bergamotene, terpinene-4-ol, β-farnesene, α-terpineol, α-selinene, curcumene, and caryophyllene oxide. The presence of trace amounts of two alcohols and of an α,β-unsaturated ketone, for which gas chromatographic and spectral characteristics are recorded, was also detected.



2010 ◽  
Vol 5 (12) ◽  
pp. 1934578X1000501
Author(s):  
Emilie Duquesnoy ◽  
Bruno Marongiu ◽  
Vincent Castola ◽  
Alessandra Piras ◽  
Silvia Porcedda ◽  
...  

Two samples (leaves and twigs) of Abies alba Miller from Corsica were extracted using supercritical CO2 and their chemical compositions were compared with those of the essential oils obtained from the same batch of plant material. In total 45 components were identified using combined analysis by GC (RI), GC-MS and 13C NMR. It was observed that the contents of monoterpenes (mainly represented by limonene, α-pinene and camphene) were significantly lower in the supercritical fluid extract (SFE) than in the essential oil (EO). Conversely, the proportions of sesquiterpenes were much higher in CO2 extracts than in essential oils (around 30% vs 4%). Cis-abienol, a diterpene alcohol, was identified only in SFE, and the proportions of this constituent (7.5% and 17.3%) were determined using quantitative 13C NMR since it was under estimated using the standard conditions of GC.



Molecules ◽  
2019 ◽  
Vol 24 (6) ◽  
pp. 1062 ◽  
Author(s):  
Inga Matulyte ◽  
Mindaugas Marksa ◽  
Liudas Ivanauskas ◽  
Zenona Kalvėnienė ◽  
Robertas Lazauskas ◽  
...  

Myristica fragrans (f. Myristicaceae) seeds are better known as a spice, but their chemical compounds may have a pharmacological effect. The yield of their composition of extracts and essential oils differs due to different methodologies. The aim of this study was to evaluate an excipient material—magnesium aluminometasilicate—and to determine its influence on the qualitative composition of nutmeg extracts and essential oils. Furthermore, we wanted to compare the yield of essential oil. The extracts were prepared by maceration (M) and ultrasound bath-assisted extraction (UAE), and the essential oil—by hydrodistillation (HD). Conventional methods (UAE, HD) were modified with magnesium aluminometasilicate. The samples were analyzed by gas chromatography-mass spectrometry (GC-MS) method. From 16 to 19 chemical compounds were obtained using UAE with magnesium aluminometasilicate, while only 8 to 13 compounds were obtained using UAE without an excipient. Using our conditions and plant material, for the first time eight new chemical compounds in nutmeg essential oil were identified. Two of these compounds (γ-amorphene and cis-α-bergamotene) were obtained with the use of excipient, the other six (β-copaene, bergamotene, citronellyl decanoate, cubebol, cubenene, orthodene) by conventional hydrodistillation. Magnesium aluminometasilicate significantly increased the quantity of sabinene (from 6.53% to 61.42%) and limonene (from 0% to 5.62%) in essential oil. The yield of the essential oil from nutmeg seeds was significantly higher using magnesium aluminometasilicate; it increased from 5.25 ± 0.04% to 10.43 ± 0.09%.



Sign in / Sign up

Export Citation Format

Share Document