Antibacterial Action of Essential Oils of Artemisia as an Ecological Factor: II. Antibacterial Action of the Volatile Oils of Artemisia tridentata (Big Sagebrush) on Bacteria from the Rumen of Mule Deer

Rumen microorganisms of wild and captive deer were subjected to increasing amounts of volatile oils. The oils had a marked antibacterial effect on the rumen bacteria when the concentration reached approximately 16 muliters of oil per 10 ml of rumen fluid nutrient broth. The gross reactions of rumen bacteria obtained from wild, as well as captive, deer to the volatile oils seemed to be of the same magnitude; thus no adaptation by the bacteria to the oils was apparent.     

Chemical Polymorphism of Essential Oils of Artemisia vulgaris Growing Wild in Lithuania

Compositional variability of mugwort (Artemisia vulgaris L.) essential oils has been investigated in the study. Plant material (over ground parts at full flowering stage) was collected from forty‐four wild populations in Lithuania. The oils from aerial parts were obtained by hydrodistillation and analyzed by GC(FID) and GC/MS. In total, up to 111 components were determined in the oils. As the major constituents were found: sabinene, 1,8‐cineole, artemisia ketone, both thujone isomers, camphor, cis‐chrysanthenyl acetate, davanone and davanone B. The compositional data were subjected to statistical analysis. The application of PCA (Principal Component Analysis) and AHC (Agglomerative Hierarchical Clustering) allowed grouping the oils into six clusters. AHC permitted to distinguish an artemisia ketone chemotype, which, to the best of our knowledge, is very scarce. Additionally, two rare cis‐chrysanthenyl acetate and sabinene oil types were determined for the plants growing in Lithuania. Besides, davanone was found for the first time as a principal component in mugwort oils. The performed study revealed significant chemical polymorphism of essential oils in mugwort plants native to Lithuania; it has expanded our chemotaxonomic knowledge both of A. vulgaris species and Artemisia genus.     

In vitro Antiproliferative and Antibacterial Activities of Essential Oils from Four Species of Guatteria

The essential oils (EOs) extracted from four species of the genus Guatteria, G. australis, G. ferruginea, G. latifolia, and G. sellowiana were analyzed. A total of 24, 22, 25, and 19 constituents of the oils from four species, respectively, were identified by GC/MS. These oils showed qualitative and quantitative differences. All the oils contained the oxygenated sesquiterpenes spathulenol (11.04 – 40.29%) and caryophyllene oxide (7.74 – 40.13%) as predominant constituents. Evaluation of antiproliferative activity of the EOs showed strong selectivity (1.1 – 4.1 μg/ml) against the tumor cell line OVCAR‐03 (ovarian cancer), i.e., more active than the positive control doxorubicin (11.7 μg/ml). All EOs showed strong antibacterial activity (minimum inhibitory concentrations of 0.062 – 0.25 mg/ml) against strains of Rhodococcus equi.     

种植青蒿与野生青蒿精油成分对比分析

用水蒸气蒸馏法和GC-MS法对来源于重庆云阳的栽培青蒿和野生青蒿精油的化学成分进行分析.从冬季和春季栽培的青蒿精油中分别鉴定出29和28个化合物,野生青蒿精油中鉴定出21个化合物.3种精油的化学成分差别明显,两种栽培青蒿精油有16个化合物相同.而栽培青蒿与野生青蒿精油仅有6个化合物相同.这表明基因型对青蒿精油的组成起决定作用;而气候因素对各成分的相对含量有重要影响,尤其对蒿酮和樟脑的积累影响较大.本文对进一步研究青蒿精油中萜类化合物之间的生源关系具有一定的参考价值.     

Antimicrobial Action of Some Citrus Fruit Oils on Selected Food-Borne Bacteria

The antimicrobial properties of essential oils, terpineol, and orange oil, in particular, varied according to the type of bacteria tested. Terpineol and other terpeneless fractions of citrus oils appeared to have greater inhibitory effect on food-borne bacteria than the other citrus oils or derivatives. Gram-positive bacteria were, in general, more sensitive to essential oils than gram-negative bacteria. Terpineol extended the shelf life of commercially pasteurized skim milk, low-fat milk, and whole milk for more than 56 days at 4 C. Orange oil extended the shelf life of skim milk and low-fat milk for the same period.     

Insecticidal Activity and Chemical Composition of the Essential Oils of Artemisia lavandulaefolia and Artemisia sieversiana from China

In our screening program for new agrochemicals from local wild plants, Artemisia lavandulaefolia and A. sieversiana were found to possess insecticidal activity against the maize weevil Sitophilus zeamais. The essential oils of the aerial parts of the two plants were obtained by hydrodistillation and analyzed by GC and GC/MS. The main components of A. lavandulaefolia oil were caryophyllene (15.5%), β‐thujone (13.8%), eucalyptol (13.1%), and β‐farnesene (12.3%), and the principal compounds identified in A. sieversiana oil were eucalyptol (9.2%), geranyl butyrate (9.2%), borneol (7.9%), and camphor (7.9%). The essential oils of A. lavandulaefolia and A. sieversiana possessed fumigant toxicity against S. zeamais adults with LC₅₀ values of 11.2 and 15.0 mg/l air, respectively. Both essential oils also showed contact toxicity against S. zeamais adults with LD₅₀ values of 55.2 and 112.7 μg/adult, respectively.     

In Vitro Trypanocidal and Antibacterial Activities of Essential Oils from Four Species of the Family Annonaceae

The objective of this study was to evaluate the chemical composition, and the trypanocidal and antibacterial activities of the essential oils from four species of Annonaceae: Bocageopsis multiflora (Mart .) R.E.Fr ., Duguetia quitarensis Benth ., Fusaea longifolia (Aubl. ) Saff ., and Guatteria punctata (Aubl .) R.A.Howard . The chemical composition of the essential oils from the aerial parts yielded 23, 20, 21 and 23 constituents, respectively, which were identified by GC/MS. The trypanocidal activity was evaluated against the amastigote and trypomastigote forms of T. cruzi. The antibacterial activity was evaluated by the microdilution method against enterohemorrhagic Escherichia coli, Pseudomonas aeruginosa, Streptococcus mutans, Streptococcus pyogenes, and methicillin‐resistant Staphylococcus aureus. The results of trypanocidal activity showed that the essential oils of the four species were active at the tested concentrations, with G. punctata essential oil being the most active, with IC₅₀=0.029 μg/mL, and selectivity index (SI)=32, being 34 times more active than the reference drug benznidazole. All EOs showed strong antibacterial activity (minimum inhibitory concentrations of 4.68–37.5 μg/mL) against strains of S. mutans.     

Chemical Composition and Antibacterial Activity of Essential Oils from Different Parts of Litsea cubeba

The composition of the essential oils obtained by hydrodistillation of different parts of Litsea cubeba, including roots, stems, leaves, alabastra (flower buds), flowers, and fruits, were investigated by GC (RI) and GC/MS. The antimicrobial activity of the oils was assessed with disc diffusion and microbroth dilution assays. The results showed large variations in the composition among the different oils. The major components in the oils from roots and fruits, from stems, leaves, and alabastra, and from flowers were citral B (neral), β‐phellandrene, and β‐terpinene, respectively. The inhibition zone (DD) and MIC values for the bacterial strains tested, which were all sensitive to the essential oil of L. cubeba, were in the range of 10.1–35.0 mm and 100–1000 μg/ml, respectively. Hence, the oils of the various parts showed moderate activity against the tested bacteria. This investigation showed that the antibacterial activity of L. cubeba was attributed to the essential oils, thus they can be a potential medicinal resource.     

Studies on Leaf Oils of Citrus Species

Leaf oils from 6 domestic citrus species were analysed by gas chromatography and 32 compounds were identified as constituents of one or more oils. Most components present were common to all 6 citrus leaf oils, but the percent composition of some components, i.e. β-pinene, limonene, β-phellandrene, γ-terpinene, p-cymene, p-α-dimethylstyrene, citronellal, linalool and thymol methyl ether, differed considerably from species to species. For example, γ-terpinene is a main component (36.5%) of Shiikuwasha (Citrus depressa Hayata), but is a trace in leaf oils from Kawabata-mikan (C. aurea Tanaka) and Otaheite-orange (C. limonia Osbeck var. otaitensis Tanaka). Yuzu (C. Junos Sieb. ex Tanaka) is characterized by relatively high contents of β-phellandrene (11.2%) and p-α-dimethylstyrene (6.7%), which are minor constituents in the other 5 citrus leaf oils. Otaheite-orange is characterized by high contents of limonene (39.7%) and citronellal (10.0%).     

Relationship between the Molecular Structures and Emulsification Properties of Edible Oils

Emulsification properties are very important to control the texture of foods. However, the relationship between the molecular structure and emulsification properties of edible oils is not understood. To analyze this relationship, the emulsification susceptibilities of various kinds of single triacylglycerol molecular species and edible oils were systematically measured. The emulsification susceptibility increased as the carbon number and double bond number of triacylglycerol molecular species consisting oils increased. In addition, the effect of the double bond number was predominant. These results demonstrate that the emulsification property is affected by the molecular structure of oils. Furthermore, the emulsification susceptibilities of edible oils modified by enzymatic interesterification were changed as compared with those of native oils. This shows that emulsification property can be changed by the modification of the molecular structure of edible oils.     

Chemodiversity of Essential Oils from Nine Species of Celastraceae

Extracts and compounds obtained from several species of Celastraceae family are reported as potential sources of drugs due to their diverse pharmacological properties. Nevertheless, essential oil composition from these species is still little known. This work aimed at the analysis of essential oils obtained from different Brazilian Celastraceae species. A total of seventeen oils were obtained using hydrodistillation process and analyzed by gas chromatography/mass spectrometry (GC/MS). Principal component analysis (PCA) allowed the identification of a chemical composition pattern among the analyzed essential oils. Some compounds were more frequent among Celastraceae species, such as cis‐ and trans‐linalool oxide (14/17 oil samples), nerylacetone (13/17), linalool (11/17), β‐ionone (10/17), α‐ionone (9/17), nerolidol (10/17), decanal (10/17), and dodecanoic acid (10/17). These results contribute to the chemophenetics of Celastraceae species.     

Antioxidant and Antibacterial Activities of Crude Extracts and Essential Oils of Syzygium cumini Leaves

This research highlights the chemical composition, antioxidant and antibacterial activities of essential oils and various crude extracts (using methanol and methylene chloride) from Syzygium cumini leaves. Essential oils were analyzed by gas chromatography-mass spectrometry (GC-MS).The abundant constituents of the oils were: α-pinene (32.32%), β-pinene (12.44%), trans-caryophyllene (11.19%), 1, 3, 6-octatriene (8.41%), delta-3-carene (5.55%), α-caryophyllene (4.36%), and α-limonene (3.42%).The antioxidant activities of all extracts were examined using two complementary methods, namely diphenylpicrylhydrazyl (DPPH) and ferric reducing power (FRAP). In both methods, the methanol extract exhibited a higher activity than methylene chloride and essential oil extracts. A higher content of both total phenolics and flavonoids were found in the methanolic extract compared with other extracts. Furthermore, the methanol extract had higher antibacterial activity compared to methylene chloride and the essential oil extracts. Due to their antioxidant and antibacterial properties, the leaf extracts from S. cumini may be used as natural preservative ingredients in food and/or pharmaceutical industries.     

The Accumulation of Volatile Oils in Whole Plants and Cell Cultures of Tarragon (Artemisia dracunculus)

Two important factors thought to be involved in determiningproduct yields in plant cell cultures are the genotype of theexplant material and the level of cell and/or tissue differentiationexhibited. Cell culture of A. dracunculus is reported for thefirst time and the accumulation of volatile oils in differentgenotypes and at various levels of differentiation are examined.The quantity and quality of oils accumulated varied markedlybetween plants of different types and with the level of anatomicaldifferentiation, both in planta and in vitro. The phenylpropene,allylanisole, the major component of commercial tarragon oil,is reported for the first time in disorganized cultures. Key words: Artemisia dracunculus, tarragon, tissue culture, essential oil, phenylpropenes, allylanisole     

Comparison of Rumen Microbial Inhibition Resulting from Various Essential Oils Isolated from Relatively Unpalatable Plant Species

Essential oils were isolated from eight plant species which were relatively unpalatable to sheep and deer. The inhibitory potency of these essential oils upon sheep and deer rumen microorganisms was compared, in terms of total gas and volatile fatty acid (VFA) production, by use of an anaerobic manometric technique. Inhibitory effects of oils from the eight plant species may be placed in four groups: (i) essential oils from vinegar weed (Trichostema lanceoletum) and California bay (Umbellularia californica) inhibited rumen microbial activity most; (ii) lesser inhibition was exhibited by rosemary (Rosmarinus officinalis) and California mugwort (Artemisia douglasiana) oils, followed by (iii) blue-gum eucalyptus (Eucalyptus globulus) and sagebrush (Artemisia tridentata) oils; and (iv) oils from Douglas fir (Psuedotsuga menziesii) and Jerusalem oak (chenopodium botrys) resulted in the least inhibition, when 0.3 ml of each oil was used. A highly significant correlation coefficient (r = 0.98(**)) between total gas and VFA production indicated the validity of either method to measure the activity of rumen microorganisms. Our results are discussed in relation to the hypothesis that the selectivity and voluntary consumption of ruminants are related to the characteristic odor and antibacterial action of essential oils isolated from relatively unpalatable plant species.     

栽培地区、采收季节和株龄对迷迭香精油成分和抑菌活性的影响

采用气相色谱-质谱联用的方法,研究了不同提取部位、栽培地区、采收季节和株龄对迷迭香精油提取率、成分和抑菌活性的影响。结果表明,在贵州栽培的迷迭香叶子中精油的主要成分为α-蒎烯（31.88%–39.09%）、1,8-桉叶素（8.82%–10.97%）和樟脑（7.63%–11.59%）;茎中精油的主要成分为龙脑（26.62%–39.05%）、樟脑（11.41%–15.27%）和α-蒎烯（7.23%–17.80%）;茎中精油的抑菌活性强于叶中精油。北京地区栽培的迷迭香,其叶子中精油的主要成分为樟脑（27.92%）和L-β-蒎烯（25.28%）,抑菌活性强;茎中精油和贵州栽培的成分和活性均相似。对于采收季节,夏季采收的迷迭香精油提取率高,抑菌活性强。而株龄对精油的成分和抑菌活性影响不大。该研究为我国引种迷迭香的合理配置栽培、采收、生产条件和高效开发利用其抑菌活性提供了科学的依据。     

Antichemotactic and Antifungal Action of the Essential Oils from Cryptocarya aschersoniana,Schinus terebinthifolia,and Cinnamomum amoenum

The purpose of this work was to determine the chemical composition and evaluate the antichemotactic, antioxidant, and antifungal activities of the essential oil obtained from the species Cryptocarya aschersoniana Mez , Cinnamomum amoenum (Ness & Mart .) Kosterm. , and Schinus terebinthifolia Raddi , as well as the combination of C. aschersoniana essential oil and terbinafine against isolates of dermatophytes. Allo‐aromadendrene, bicyclogermacrene, and germacrene B were identified as major compounds in essential oils. The essential oil of C. aschersoniana shown 100 % inhibitory effect on leukocyte migration at the concentration of 10 μg/mL while S. terebinthifolia oil presented 80.1 % inhibitory effect at the same concentration. Only S. terebinthifolia oil possessed free‐radical‐scavenging activity which indicates its antioxidant capacity. The essential oils were also tested against fungal isolates of dermatophyte species (Trichophyton rubrum, Trichophyton mentagrophytes, Microsporum canis and Microsporum gypseum), resulting in MIC ranging from 125 μg/mL to over 500 μg/mL. C. aschersoniana oil combined with terbinafine resulted in an additive interaction effect. In this case, the essential oil may act as a complement to conventional therapy for the topical treatment of superficial fungal infections, mainly because it is associated with an anti‐inflammatory effect.     

Phytochemical Fingerprints of Copaiba Oils (Copaifera multijuga Hayne) Determined by Multivariate Analysis

Oils of various species of Copaifera are commonly found in pharmacies and on popular markets and are widely sold for their medicinal properties. However, the chemical variability between and within species and the lack of standardization of these oils have presented barriers to their wider commercialization. With the aim to recognize patterns for the chemical composition of copaiba oils, 22 oil samples of C. multijuga Hayne species were collected, esterified with CH₂N₂, and characterized by GC‐FID and GC/MS analyses. The chromatographic data were processed using hierarchical cluster analysis (HCA) and principal component analysis (PCA). In total, 35 components were identified in the oils, and the multivariate analyses (MVA) allowed the samples to be divided into three groups, with the sesquiterpenes β‐caryophyllene and caryophyllene oxide as the main components. These sesquiterpenes, which were detected in all the samples analyzed in different concentrations, were the most important constituents in the differentiation of the groups. There was a prevalence of sesquiterpenes in all the oils studied. In conclusion, GC‐FID and GC/MS analyses combined with MVA can be used to determine the chemical composition and to recognize chemical patterns of copaiba oils.     

Variability in Foliar Essential Oils among Different Morphotypes of Lantana Species Complexes,and Its Taxonomic and Ecological Significance

The genus Lantana has many species complexes, and L. camara is one of the aggressive alien weedy species complexes; species delimitation in these complexes is a nightmare for taxonomists. We examined the diversity in the chemical composition of foliar essential oils among morphotypes of Lantana species complexes inhabiting the same ecological gradient, and its taxonomic and ecological significance. The yields of essential oils varied from 0.1 to 0.79% in foliar hydrodistillates of eleven morphotypes, and a total of 39 chemical constituents were detected by GC/MS. The quantitative and qualitative variability in the composition of essential oils among morphotypes was very high, and hence they represent chemotypes. The diversity observed in the composition of essential oils appears to be of genetic origin and thus of taxonomic value. The formation of distinct clusters and sub‐clusters at high distance cluster combine values also substantiates that the patterns of distribution of chemical constituents among morphotypes can be used in delimiting species and infraspecific taxa within the species complexes. The presence of β‐caryophyllene and other such compounds, which are known to prevent herbivory, in morphotypes of Lantana species complexes suggest that these compounds may provide selective advantage to Lantana over native species in the invasion of new and disturbed habitats.     

Studies on the Leaf Oils of Citrus Species

Leaf oil samples of four different citrus species were prepared from young leaves and the detailed composition of each leaf oil was investigated using gas chromatography, thin-layer chromatography and infrared spectrometry. The following components were identified: α-pinene, α-thujene, β-pinene, limonene, γ-terpinene, p-cymene, p-α-dimethylstyrene, β-humulene, β-selinene, trans-2-hexen-l-al, cis-3-hexen-l-ol, trans-2-hexen-l-ol, linalool terpinen-4-ol and α-terpineol. In addition, camphene, sabinene, β-myrcene, α-terpinene, β-elemene, caryophyllene, neral, geranial, nerol and geraniol were tentatively identified. Most of the components were found to be contained in common in the leaf oils of four different citrus species, but the relative contents of some of the components such as limonene, γ-terpinene, p-cymene, linalool, neral and geranial were distinctly different from species to species. Thus, gas chromatographic analyses of leaf oils seemed to be useful for the identification of citrus species.     

The Chemical Components of Essential Oils from the Leaves of 110 Species and Cultivars of Citrus Plants

Seventy-two chemical components of essential oils from the leaves of 110 species and cultivars of Citrus were analyzed by gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS). Among the plants analyzed, there are 3 species in papeda, 12 species and cultivars in Osmocitrus, 18 cultivars in C. aurantium L., 15 cultivars in C. sinensis Osbeck, 16 species and cultivars in Citrophorum, 16 species and cuhivars in Cephalocitrus, 30 species and cultivars in Acrumen. As resources of essential oils, some valuable plants were found such as Citrus hystrix D. C., C. junos (Sieb.) Tan. cv. Xiecheng, C. junos (Sieb.) Tan. cv. Luohancheng and C. tankan Hayata. Our study has provided systematic data of the chemical components of the essential oils for the taxonomic work of Citrus plants.