Fumigant activity of essential oils from Cinnamomum and Citrus spp. and pure compounds against Dermanyssus gallinae (De Geer) (Acari: Dermanyssidae) and toxicity toward the nontarget organism Beauveria bassiana (Vuill.).

Dermanyssus gallinae(De Geer) (Acari: Dermanyssidae) is the main ectoparasite associated with laying poultry. This mite is commonly controlled by the application of synthetic chemical insecticides, wich lead to the selection of resistant populations and formation of residues in eggs. Thus, new molecules must be developed to control D. gallinae. This work evaluated the toxicity of essential oils (EOs) from Cinnamomum cassia, Cinnamomum camphora, Cinnamomum camphora var. linalooliferum, Citrus aurantium, Citrus aurantium var. bergamia, Citrus aurantifolia and Citrus reticulata var. tangerine against D. gallinae. Additionally, the chemical profiles of the most bioactive EOs were analyzed by gas chromatography coupled with mass spectrometry (GC-MS) and the major compounds were subjected to new tests using D. gallinae. The most toxic EOs against D. gallinae were evaluated for the nontarget entomopathogenic fungus Beauveria bassiana (Unioeste 88). The EOs from C. cassia (LC50 = 25.43 ± 1.0423 µg/cm3) and C. camphora var. linalooliferum (LC50 = 39.84 ± 1.9635 µg/cm3) were the most active in the fumigant bioassay and caused mortality rates of 96 and 61%, respectively. The GC-MS analysis revealed that the major constituents of EOs from C. cassia and C. camphora var. linalooliferum were trans-cinnamaldehyde and linalool, respectively. The pure compounds, trans-cinnamaldehyde (LC50 = 68.89 ± 3.1391 µg/cm3) and linalool (LC50 = 51.45 ± 1.1967 µg/cm3), were tested on D. gallinae and showed lower toxicity than the EOs. Thus, the compounds were not the only active substances produced by C. cassia and C. camphora var. linalooliferum; moreover synergism may have occurred between the substances. The EOs from C. cassia and C. camphora var. linalooliferum were also toxic to B. bassiana (Unioeste 88). Thus, EOs from C. cassia and C. camphora var. linalooliferum are promising candidates for use in D. gallinae control, but cannot be used in conjunction with the fungus B. bassiana.

Effects of Gender and Geographical Origin on the Chemical Composition and Antiradical Activity of Baccharis myriocephala and Baccharis trimera.

This study aimed to characterize and compare essential oils and ethyl acetate fractions obtained in basic and acidic conditions from both male and female Baccharis species (Baccharis myriocephala and Baccharis trimera) from two different Brazilian regions. Samples were characterized according to their chemical compositions and antiradical activity by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assays. Principal component analysis (PCA) provided a clear separation regarding the chemical composition of essential oils from the samples obtained from different regions by using gas chromatography-mass spectrometry with flame-ionization detection (GC-MS-FID). PCA also revealed that gender and region of plant collections did not influence the chemical composition and antiradical activity of ethyl acetate fractions, which was corroborated with hierarchical cluster analysis (HCA) data. High performance liquid chromatography with diode-array detector (HPLC-DAD) identified significant quantities of flavonoids and phenolic acids in the fractions obtained in basic and acidic fractions, respectively. The obtained results clearly demonstrated that the geographical region of plant collection influenced the chemical composition of essential oils from the studied Baccharis species. Moreover, the obtained fractions were constituted by several antiradical compounds, which reinforced the usage of these species in folk medicine.

A Bioguided Approach for the Screening of Antibacterial Compounds Isolated From the Hydroalcoholic Extract of the Native Brazilian Bee's Propolis Using Mollicutes as a Model.

Nature is a vast source of medicinal substances, including propolis, which has been extensively investigated. Propolis is a resinous substance produced by bees from the exudates of plants that they collect and modify in their jaws; it is a rich and complex matrix with secondary metabolites of diverse botanical origins. The objective of this study was to apply an in vitro bioguided approach using as a model system the mollicutes with a sample of propolis from the Brazilian native bee Melipona quadrifasciata (mandaçaia) in order to identify potential new molecules with antimicrobial activity. A crude hydroalcoholic extract was obtained and submitted to liquid-liquid partitioning with solvents of different polarities, generating four different fractions: aqueous, dichloromethane, butanol, and ethyl acetate fractions. The antimollicute activity assays served as a basis for the bioguided fractionation. The dichloromethane fraction was the most promising, exhibiting a minimal inhibitory concentration (MIC) of 125 µg/mL against Mycoplasma pneumoniae. After purification by column liquid chromatography, a subfraction presenting MIC of 15.6 µg/mL against Mycoplasma genitalium was highlighted. The fractions were also tested against Escherichia coli, Staphylococcus aureus, and Pseudomonas aeruginosa. Using gas chromatography coupled to a mass spectrometer (GC-MS), several volatile compounds were identified in the non-polar fractions of this propolis. However, the more purified molecules had no better antimollicute activity than their original subfraction. Apparently, the synergism among its compounds is largely responsible for the antibacterial activity of the propolis of this native Brazilian bee.

Convenient enzymatic resolution of (R,S)-2-methylbutyric acid catalyzed by immobilized lipases.

The application of several immobilized lipases has been explored in the enantioselective esterification of (R,S)-2-methylbutyric acid, an insect pheromone precursor. With the use of Candida antarctica B, using hexane as solvent, (R)-pentyl 2-methylbutyrate was prepared in 2 h with c 40%, eep 90%, and E = 35, while Thermomyces lanuginosus leads to c 18%, eep 91%, and E = 26. The (S)-enantiomer was obtained by the use of Candida rugosa or Rhizopus oryzae (2-h reaction, c 34% and 35%, eep 75 and 49%, and E = 10 and 4, respectively). Under optimal conditions, the effect of the solvent, the molar ratio, and the nucleophile were evaluated.

Chemical composition and evaluation of the antimicrobial activity of the essential oil from leaves of Eugenia platysema.

This study describes the qualitative and quantitative chemical composition and evaluates the antibacterial activity of essential oil from Eugenia platysema leaves. Analysis by GC-FID and GC-MS allowed the identification of 22 compounds. Different from the other species of the Eugenia genus, the major compound found in the essential oil was the diterpene phytol (66.05%), being this the first report of the presence of this compound in the essential oils from Eugenia genus. The sesquiterpene elixene was the second most concentrated compound in the studied essential oil (9.16%). The essential oil from E. platysema was tested for its antibacterial activity against cell-walled bacteria and mollicute strains of clinical interest using the microdilution broth assay. The results showed that the essential oil of E. platysema was inactive until 1000 µg mL(-1) against tested bacteria.

Antimycoplasmic activity and seasonal variation of essential oil of Eugenia hiemalis Cambess. (Myrtaceae).

The purpose of this work was to study the chemical composition and antimycoplasmic and anticholinesterase activities of the essential oil of Eugenia hiemalis leaves collected throughout the year. A total of 42 compounds were identified by CG, and are present in almost every seasons. Sesquiterpenes were dominant (86.01-91.48%), and non-functionalised sesquiterpenes comprised the major fraction, which increased in the summer; monoterpenes were not identified. The major components were spathulenol (5.36-16.06%), δ-cadinene (7.50-15.93%), bicyclogermacrene (5.70-14.24%) and ß-caryophyllene (4.80-9.43%). The highest oil yield was obtained in summer and autumn. Essential oils presented activity against three evaluated Mycoplasma strains, but no activity was observed in the anticholinesterase assay.

Evaluation of seasonal chemical composition, antibacterial, antioxidant and anticholinesterase activity of essential oil from Eugenia brasiliensis Lam.

This study describes the seasonal composition and the antibacterial, antioxidant and anticholinesterase activity of the essential oil from Eugenia brasiliensis leaves. Analysis by using GC allowed the identification of 40 compounds. It was observed that the monoterpenes varied more (42%) than the sesquiterpenes (14%), and that the monoterpene hydrocarbons suffered the greatest variation throughout the year (64%). Major compounds were spathulenol in the spring (16.02 ± 0.44%) and summer (18.17 ± 0.41%), τ-cadinol in the autumn (12.83 ± 0.03%) and α-pinene (15.94 ± 0.58%) in the winter. Essential oils were tested for their antibacterial activity, and the best result was obtained from the autumn oil, with MIC = 500 µg mL(- 1) against Staphylococcus saprophyticus and Pseudomonas aeruginosa. Antioxidant activity was evaluated using DPPH, lipid peroxidation and iron-reducing power assays, as well as the anticholinesterase activity. Both tests showed a weak performance of the essential oils.