Analysis of essential oils of Artemisia absinthium L. from Lithuania by CC, GC(RI), GC-MS and 13C NMR

Institute of Chemistry, Vilnius, Lithuania.
Natural product communications (Impact Factor: 0.91). 08/2009; 4(8):1113-8.
Source: PubMed


Different techniques have been utilized to determine the composition of Artemisia absinthum (wormwood) essential oil. The oil was fractionated on a silica gel column and each fraction analyzed by GC(RI), GC-MS and 13C NMR. This allowed the identification, for the first time in A. absinthium, of two diterpenes, 9-geranyl-p-cymene and 9-geranyl-alpha-terpinene, and two homoditerpenes, 9-(15,16-dihydro-15-methylene)-geranyl-p-cymene and 9-(15,16-dihydro-15-methylene)-geranyl-alpha-terpinene. Chemical variability of A. absinthium essential oils from plants collected in the surroundings of Vilnius city over several years (1999-2007) was also shown. Chemical composition was determined by GC and GC-MS. Thujones (cis+trans, 10.2-36.3%) and trans-sabinyl acetate (9.8-39.2%) were the two predominant constituents of almost all the investigated oils (13 out of 15 samples). The third major compound was myrcene (5.1-9.2%, in four samples), beta-pinene (5.4-10.4%, in 5), linalool (4.7% in one), trans-sabinol (6.4%, in one) and 1,8-cineole (5.2-7.1%, in two). In one oil, the prevailing components were thujones (cis+trans, 11.2%), trans-sabinene hydrate (11.0%) and trans-sabinyl acetate (8.8%), while another sample was characterized by a large quantity of trans-sabinyl acetate (55.2%) and the absence of thujones.

Download full-text


Available from: Asta Judzentiene,
  • Source
    • "Cited literature [5,15] described an A. absinthium oil rich in thujone and in the aerial parts of A.vulgaris an oil with high proportions of 1,8-cineole, sabinene, thujone, and caryophyllene oxide. "
    [Show abstract] [Hide abstract]
    ABSTRACT: A large number of essential oils is reported to have significant activity against Candida albicans. But the different chemical composition influences the degree of their activity. The intention of this study was to investigate the chemical composition and the activity against Candida albicans of volatile oils obtained from Artemisia dracunculus, A. abrotanum, A. absinthium, and A. vulgaris (Asteraceae). The aim of the study was to identify new chemical compounds that have effect against C. albicans.The essential oils were obtained by hydrodistillation or extraction with dichloromethane (a new procedure we developed trying to obtain better, more separated compounds) from air dried above ground plant material and analyzed by GC-MS. Additionally commercial essential oils from the same species were tested. The Candida albicans inhibition studies were carried out by the paper disc diffusion method. The essential oils shared common components but presented differences in composition and showed variable antifungal activity. Davanone and derivatives thereof, compounds with silphiperfolane skeleton, estragole, davanone oil, beta-thujone, sabinyl acetate, herniarin, cis-chrysanthenyl acetate, 1,8-cineol, and terpineol were the main components of Artemisia volatiles. Among the volatile fractions tested those from A. abrotanum containing davanone or silphiperfolane derivatives showed the highest antifungal activity. The in vitro tests revealed that the Artemisia oils are promising candidates for further research to develop novel anti-candida drugs.
    Chemistry Central Journal 01/2014; 8(1):6. DOI:10.1186/1752-153X-8-6 · 2.19 Impact Factor
  • Source
    • "It is noted that A. absinthium grown in different regions possessed different compositions of essential oils. The oils from Lithuania are rich especially in thujones and trans-sabinyl acetate which presents the two predominant constituents (Judzentiene et al., 2009). While for Tajikistan A. absinthium the major components of A. absinthium oil were myrcene and cis-chrysanthenyl acetate (Sharopov et al., 2012). "
    [Show abstract] [Hide abstract]
    ABSTRACT: a b s t r a c t This study is the first to investigate the chemical characterization of leaves and flowers essential oils and methanolic extract of Artemisia absinthium L. in Tunisia and their effect on the antioxidant activities. The yield of essential oil was higher in flowers (2.98%) than in leaves (1.87%). Qualitative and quanti-tative differences among the analyzed organ parts were revealed. 38 compounds in flower oils and 19 components in leaves oils were identified representing, respectively, 93.95% and 98.5% of the total oil composition. The two types of oils were dominated by chamazulene (flowers: 29.9%, leaves: 30.41%) and -thujone (flowers: 19.66%, leaves: 25.75%). Flowers oils are characterized by camphor (16.16%) whereas leaves essential oils are distinguished by bornan-2-one (17.33%). According to our results chamazulene chemotype is probably specific to North African region for essential oil of Artemisia absinthium L. Essen-tial oils show important antioxidant activities; however the highest antioxidant activities were recorded for methanol extract. In both cases leaves extract highlighted higher antioxidant capacity. Significant correlations were observed between the total phenols or flavonoid contents in methanol extracts and antioxidant activity estimated for both used tests even for leaves or for flowers extracts.
    Industrial Crops and Products 04/2013; 46:290-296. DOI:10.1016/j.indcrop.2013.01.036 · 2.84 Impact Factor
  • Source
    [Show abstract] [Hide abstract]
    ABSTRACT: A method that couples rapid, sensitive, reproducible and accurate ultra-performance LC (UPLC) with quadrupole-TOF-MS was established for the first simultaneous qualitative and quantitative analysis of phenolic compounds in Artemisia minor. Box-Behnken designs (BBDs) were applied as an effective tool to optimise major parameters that influence the resolution of UPLC, including three gradient steps and column temperature. Under optimal UPLC conditions, a total of 23 phenolic compounds in the crude methanol extracts of A. minor were well separated on a Waters Acquity UPLC BEH C(18) column (100×2.1 mm, 1.7 μm particle size) within 16.5 min, and the compounds were unequivocally or tentatively identified via comparisons with authentic standards and literature. In this study, a total of six major phenolic compounds were quantified in A. minor and the method was validated to be sensitive, precise and accurate within the LOD from 1.24 to 5.27 μg/mL, and the overall intra- and inter-day variations in detection were less than 3.76%. The recovery of the method ranged from 97.9 to 103.8% with RSDs that were less than 5.8%. These results demonstrate that this approach has the potential for quality control of A. minor and other Tibetan herbal medicines.
    Journal of Separation Science 12/2010; 33(23-24):3675-82. DOI:10.1002/jssc.201000452 · 2.74 Impact Factor
Show more