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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.
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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.
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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.
Assuntos
Antibacterianos/química , Eugenia/química , Monoterpenos/química , Óleos Voláteis/química , Sesquiterpenos/química , Antibacterianos/isolamento & purificação , Antibacterianos/farmacologia , Mycoplasma/efeitos dos fármacos , Folhas de Planta/química , Sesquiterpenos Policíclicos , Estações do AnoRESUMO
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.
Assuntos
Anti-Infecciosos/química , Eugenia/química , Óleos Voláteis/química , Antibacterianos/química , Antibacterianos/isolamento & purificação , Anti-Infecciosos/análise , Anti-Infecciosos/isolamento & purificação , Cromatografia Gasosa-Espectrometria de Massas , Testes de Sensibilidade Microbiana , Óleos Voláteis/isolamento & purificação , Óleos Voláteis/uso terapêutico , Fitol/isolamento & purificação , Folhas de Planta/química , Sesquiterpenos/química , Sesquiterpenos/isolamento & purificação , Sesquiterpenos/farmacologiaRESUMO
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.
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Antibacterianos/química , Antioxidantes/química , Inibidores da Colinesterase/química , Óleos Voláteis/química , Folhas de Planta/química , Syzygium/química , Testes de Sensibilidade Microbiana , Monoterpenos/química , Monoterpenos/isolamento & purificação , Pseudomonas aeruginosa/efeitos dos fármacos , Estações do Ano , Sesquiterpenos/química , Sesquiterpenos/isolamento & purificação , Staphylococcus saprophyticus/efeitos dos fármacosRESUMO
The aim of this study was to investigate the antidepressant-like effect of fractions from Rosmarinus officinalis L.: ethyl acetate 1 and 2 (AcOEt1 and 2), hexane (HEX), ethanolic (ET), and essential oil-free (EOF) fractions, as well as essential oil, the isolated compounds carnosol and betulinic acid in the tail suspension test, a predictive test of antidepressant activity. Swiss mice were acutely administered by oral route (p.o.) with fractions, essential oil or isolated compounds, 60 min before the tail suspension test or open-field test. All of them produced a significant antidepressant-like effect: AcOEt1, ET, EOF fractions and essential oil (0.1-100mg/kg, p.o); HEX (0.1-10mg/kg, p.o) and AcOEt2 fraction (0.1-1mg/kg, p.o), carnosol (0.01-0.1mg/kg, p.o.) isolated from the HEX fraction and betulinic acid (10mg/kg, p.o.), isolated from the AcOEt1 and AcOEt2 fractions. No psychostimulant effect was shown in the open-field test, indicating that the effects in the tail suspension test are specific. This study suggests that carnosol and betulinic acid could be responsible for the anti-immobility effect of extracts from R. officinalis.
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Abietanos/administração & dosagem , Antidepressivos/administração & dosagem , Depressão/tratamento farmacológico , Óleos Voláteis/administração & dosagem , Extratos Vegetais/administração & dosagem , Rosmarinus/química , Triterpenos/administração & dosagem , Abietanos/análise , Abietanos/isolamento & purificação , Animais , Antidepressivos/química , Antidepressivos/isolamento & purificação , Depressão/psicologia , Elevação dos Membros Posteriores , Humanos , Masculino , Camundongos , Óleos Voláteis/química , Óleos Voláteis/isolamento & purificação , Triterpenos Pentacíclicos , Extratos Vegetais/isolamento & purificação , Triterpenos/análise , Triterpenos/isolamento & purificação , Ácido BetulínicoRESUMO
UNLABELLED: This study was conducted to investigate the anti-inflammatory efficacy of Esenbeckia leiocarpa against the inflammation caused by the carrageenan using a murine air pouch model. MATERIAL AND METHODS: The effects of the crude hydroalcoholic extract (CHE), fractions (n-hexane (Hex) and ethyl acetate (AcOEt)), subfractions (polar (Pol) and nonpolar (Nonpol)), or isolated compounds (dihydrocorynantheol (DHC) and beta-sitosterol (ß-Sit)) isolated from CHE upon leukocytes, exudate, myeloperoxidase (MPO) adenosine-deaminase (ADA), nitrate/nitrite (NO(x)), interleukin-1 beta (IL-1ß), tumor necrosis factor-alpha (TNF-α), and inhibitory kappa-B-alpha (IκB-α) degradation were evaluated. The CHE, Alk, Pol, Nonpol, DHC and ß-Sit, inhibited leukocytes, exudate, MPO and ADA, NO(x), IL-1ß, and TNF-α (P<0.05). The Hex and AcOEt fractions inhibited all of the proinflammatory parameters, except the exudate. The compound DHC prevented the IκB-α degradation. CONCLUSION: E. leiocarpa possesses important anti-inflammatory properties. These inhibitory effects occurred along with the downregulation of nitric oxide, IL-1ß and TNF-α levels. The isolated compounds DHC and ß-Sit may be partially responsible for these anti-inflammatory effects.
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Anti-Inflamatórios/uso terapêutico , Inflamação/tratamento farmacológico , Magnoliopsida/química , Casca de Planta/química , Extratos Vegetais/uso terapêutico , Adenosina Desaminase , Alcaloides/análise , Animais , Carragenina/farmacologia , Citocinas/biossíntese , Citocinas/efeitos dos fármacos , Regulação para Baixo/efeitos dos fármacos , Inflamação/induzido quimicamente , Leucócitos/efeitos dos fármacos , Camundongos , Sitosteroides/análise , Resultado do TratamentoRESUMO
This study evaluated the anti-inflammatory efficacy of the crude extract (CE), the fractions derived from hexane (HEX), ethyl acetate (AcOEt), n-butanol (BuOH), and aqueous (Aq) and isolated compounds (oleanolic acid or kaempferitrin) obtained from the aerial parts of Lotus corniculatus var. São Gabriel in mice with bradykinin-induced pleurisy. Swiss mice were used for the In Vivo experiments. Inflammatory parameters [leukocytes; exudate concentrations; myeloperoxidase and adenosine-deaminase activities, and nitric oxide and interleukin-17 levels] were evaluated 4 h after pleurisy induction. The crude extract of Lotus corniculatus, its derived fractions, and isolated compounds inhibited leukocytes and the exudate. This inhibitory effect was associated with decreased of myeloperoxidase and adenosine-deaminase activities, nitric oxide products, and IL-17A levels. Lotus corniculatus presented important anti-inflammatory action by inhibiting leukocyte influx and exudate concentrations. This effect was directly related to the inhibition of nitric oxide and interleukinin17 levels. Oleanolic acid and kaempferitrin can account for these anti-inflammatory effects.
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Anti-Inflamatórios/administração & dosagem , Modelos Animais de Doenças , Lotus/química , Extratos Vegetais/administração & dosagem , Pleurisia/tratamento farmacológico , Pleurisia/imunologia , Animais , Bradicinina , Humanos , Camundongos , Pleurisia/induzido quimicamenteRESUMO
Neste trabalho, a espécie Piper hispidinervum (pimenta longa), endêmica do estado do Acre, foi cultivada na região do Vale do Itajaí - SC, e sua adaptação foi avaliada em relação à composição química do óleo essencial obtido pelos processos de hidrodestilação convencional e por micro-ondas. O safrol foi identificado como o constituinte majoritário do óleo essencial desta espécie, o qual foi empregado como parâmetro de avaliação da capacidade de adaptação desta planta à região sul do Brasil, já que a proposta abrange avaliar a utilização desta espécie como fonte alternativa de safrol, em substituição a Canela Sassafrás (Ocotea odorifera), espécie muito explorada até a década de 90 nesta região. As amostras da planta foram obtidas de diferentes regiões do Acre e foram cultivadas na estação experimental da EPAGRI - Itajaí-SC. O óleo essencial das folhas forneceu um teor médio de safrol entre 76,6% e 89,9%. A análise por CG-DIC e CG-EM do óleo com maior concentração de safrol, apresentou os seguintes constituintes: safrol (89,93%), α-terpineno (0,35%), (E)-ß-ocimeno (0,54%), terpinoleno (3,10%), valenceno (0,21%), (Z)-ß-bisaboleno (1,70%) e guaiol (0,29%).
In this work a Piper hispidinervum specie (long pepper), endemic from the Acre state, was grown in Itajaí Valley in Santa Catarina State, and its adaptation was evaluated in relation to chemical composition of essential oil obtained by traditional hydrodistillation and microwave hydrodistillation. The safrole was identified as the major constituent of the essential oil of this specie, which was used as a measure of evaluation of the adaptation capacity of this plant in the southern Brazil, as the proposal includes the evaluation of the usage of this specie as an alternative source of safrole, replacing Sassafras Cinnamon (Ocotea odorifera), widely explored specie in this region until the 90's decade. The plant samples were obtained from different regions of the Acre state and were cultivated at the experimental station of EPAGRI Itajaí - SC. The essential oil of the leaves provided an average content of safrole between 76.6% and 89.9%. The analysis by GC-FID and GC-MS of the oil with higher safrole content, presented the following relative constitution: safrole (89.93%), α-terpinene (0.35%), (E)-ß-ocimene (0.54%), terpinolene (3.10%), valencene (0.21%), (Z)-ß-bisabolene (1.70%) and guaiol (0.29%).
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Safrol , Óleos Voláteis , Piper , Micro-OndasRESUMO
Os óleos essenciais, isolados por hidrodestilação de folhas e flores de Myrcia obtecta (O. Berg) Kiaersk. var. obtecta, Myrtaceae, coletadas a cada dois meses em Curitiba, Paraná, durante o período de outubro/2005 a agosto/2006, foram analisados por CG e CG/EM. Os óleos das folhas foram caracterizados pelo elevado conteúdo de sesquiterpenos cíclicos (cerca de 70 por cento) e quantidades variáveis de monoterpenos (5,6-16,7 por cento), compostos alifáticos (0,4-5,5 por cento) e salicilato de metila (0,1-1,5 por cento). Foram identificados 55 componentes, sendo que trans-calameneno (17,029,3 por cento) foi o componente majoritário em todas as amostras. Não houve mudanças significativas na composição, excepto em outubro (floração) quando α-terpineol e trans-calameneno atingiram os maiores níveis (11,2 por cento e 29,3 por cento, respectivamente). O óleo das flores contém salicilato de metila (89 por cento) como constituinte majoritário.
The essential oils isolated by hydrodistillation from leaves and flowers of Myrcia obtecta (O. Berg) Kiaersk. var. obtecta, Myrtaceae, collected bimonthly in Curitiba, Paraná state, Brazil, from October/2005 to August/2006 were analyzed by capillary GC and GC/MS. Fifty-five components were identified in the leaf oils, which were characterized by predominance of cyclic sesquiterpenes (around 70 percent) and variable amounts of monoterpenes (5.616.7 percent), aliphatic compounds (0.4-5.5 percent) and methyl salicylate (0.1-1.5 percent). The major component in all samples was trans-calamenene (17.0-29.3 percent). The composition did not show significant seasonal variation, except in October (flowering) when α-terpineol and trans-calamenene peaked (11.2 percent and 29.3 percent, respectively). The flower oil was characterized by high content of methyl salicylate (89 percent).