Volatiles of the Balkan endemic Daucus guttatus ssp. zahariadii and cultivated and wild-growing D. carota – A comparison study

Radulović, Niko S.; Đorđević, Nevenka; Stojanović-Radić, Zorica

doi:10.1016/j.foodchem.2010.08.028

Cited by 28 publications

(12 citation statements)

References 21 publications

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“…This is why we chose to test the antimicrobial activity of the esters, bearing in mind the numerous publications demonstrating such properties of essential oils. [16,17,26] …”

Section: C-nmr Ir and Ms)mentioning

confidence: 99%

Synthesis of small libraries of natural products: New esters of long‐chain alcohols from the essential oil of Scandix pecten‐veneris L. (Apiaceae)

Radulović

Mladenović

Stojanović-Radić

2014

Flavour & Fragrance J

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Scandix pecten-veneris L. (Apiaceae) is a weed species used in Iran and Turkey for medicinal purposes. The latest phytochemical reports on this umbellifer date to the 1980s. Motivated by a recent discovery of a series of chemotaxonomically important volatile long-chain n-alkyl isomeric butanoates and pentanoates from a related taxon, S. balansae, the aim of this work was to reinvestigate the chemical composition of the essential oil of S. pecten-veneris. Gas chromatography (GC) and GC combined with mass spectrometry (MS) analyses of the root, aerial part and fruit essential oils revealed the presence of 14 isomeric butanoates and pentanoates of long-chain 1-alkanols (C 13 -C 18 , C 21 and C 23 ). A small synthetic library of the tentatively identified esters allowed the final identity corroboration and screening of their antimicrobial activity. Among 123 successfully identified compounds in seven samples, seven esters (n-C 15 , C 17 , C 21 and C 23 isobutyrates, as well as n-C 13 , C 15 and C 17 isovalerates) turned out to be new natural metabolites and these were fully spectrally characterized (nuclear magnetic resonance, infrared, MS). All detected esters were quantified by GC with flame ionization detector (FID) calibration curves: 0.02-3.27 mg of these esters per 100 g of dry roots, aerial parts or fruits. The availability of the synthetic library made it possible to examine structure-antimicrobial activity relationships. The reinvestigation of S. pecten-veneris essential oil by standard analytical methods and the application of the synthetic approach presented the possibility of identifying very rare minor plant metabolites previously unidentifiable and provided relevant data for dereplication of other related secondary metabolites.

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“…This is why we chose to test the antimicrobial activity of the esters, bearing in mind the numerous publications demonstrating such properties of essential oils. [16,17,26] …”

Section: C-nmr Ir and Ms)mentioning

confidence: 99%

Synthesis of small libraries of natural products: New esters of long‐chain alcohols from the essential oil of Scandix pecten‐veneris L. (Apiaceae)

Radulović

Mladenović

Stojanović-Radić

2014

Flavour & Fragrance J

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“…The main components of the Daucus essential oils described in the literature are characterized by the occurrence of monoterpenes, sesquiterpenes and phenylpropanoid compounds . Several investigations dealt with the chemical compositions of the essential oils of D. carota and its subspecies.…”

Section: Introductionmentioning

confidence: 99%

Chemical Composition Variability of Essential Oils of Daucus gracilis Steinh. from Algeria

Benyelles

Allali

Dib

et al. 2017

Chemistry & Biodiversity

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The chemical compositions of 20 Algerian Daucus gracilis essential oils were investigated using GC-FID, GC/MS, and NMR analyses. Altogether, 47 compounds were identified, accounting for 90 - 99% of the total oil compositions. The main components were linalool (18; 12.5 - 22.6%), 2-methylbutyl 2-methylbutyrate (20; 9.2 - 20.2%), 2-methylbutyl isobutyrate (10; 4.2 - 12.2%), ammimajane (47; 2.6 - 37.1%), (E)-β-ocimene (15; 0.2 - 12.8%) and 3-methylbutyl isovalerate (19; 3.3 - 9.6%). The chemical composition of the essential oils obtained from separate organs was also studied. GC and GC/MS analysis of D. gracilis leaves and flowers allowed identifying 47 compounds, amounting to 92.3% and 94.1% of total oil composition, respectively. GC and GC/MS analysis of D. gracilis leaf and flower oils allowed identifying linalool (22.7%), 2-methylbutyl 2-methylbutyrate (18.9%), 2-methylbutyl isovalerate (13.6%), ammimajane (10.4%), 3-methylbutyl isovalerate (10.3%), (E)-β-ocimene (8.4%) and isopentyl 2-methylbutyrate (8.1%) as main components. The chemical variability of the Algerian oil samples was studied using statistical analysis, which allowed the discrimination of three main Groups. A direct correlation between the altitudes, nature of soils and the chemical compositions of the D. gracilis essential oils was evidenced.

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“…However, this study has identified the wild species D. guttatus with the highest content of geraniol among all studied samples and therefore, it can be the promising fortifying source for enriching our cultivated carrots in geraniol. The wild species D. guttatus can be also suggested as a good candidate for the potential production of new carrot hybrids with interesting chemical properties, amongst its antimicrobial effect (Radulović et al, 2011).…”

Section: Discussionmentioning

confidence: 99%

“…It is reported that the volatile oil from carrot seeds possess analgesic, anti-inflammatory and antibacterial activity (Radulović et al, 2011). Carrot seeds are also considered an important source of geraniol, an essential oil applied in most of cosmetics and medical products.…”

Section: Introductionmentioning

confidence: 99%

“…methodology of obtaining sources of plant material for industry; whether, collection in the wild or via cultivation, taking into consideration the advantages and disadvantages of each strategy (Lubbe and Verpoorte, 2011). There has been recently several publications investigating essential oil content in seeds and umbels of some wild and cultivated carrots (Kula et al, 2006;Radulović et al, 2011;Tavares et al, 2014;Verma et al, 2014).…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Essential oils in seeds of Daucus spp.: Insights into the development of potential new cultivars

Jawdat

Al-Faoury

Odeh

et al. 2015

Industrial Crops and Products

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Volatiles of the Balkan endemic Daucus guttatus ssp. zahariadii and cultivated and wild-growing D. carota – A comparison study

Cited by 28 publications

References 21 publications

Synthesis of small libraries of natural products: New esters of long‐chain alcohols from the essential oil of Scandix pecten‐veneris L. (Apiaceae)

Synthesis of small libraries of natural products: New esters of long‐chain alcohols from the essential oil of Scandix pecten‐veneris L. (Apiaceae)

Chemical Composition Variability of Essential Oils of Daucus gracilis Steinh. from Algeria

Essential oils in seeds of Daucus spp.: Insights into the development of potential new cultivars

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