RESUMO
Haemaphysalis longicornis, which is widely distributed in China, can transmit various tick-borne diseases such as severe fever with thrombocytopenia syndrome, babesiosis, rickettsia disease and so on, and do great harm to human health and the development of animal husbandry. Chemical acaricides are the most traditional tick control method, but because of its many shortcomings, there is an urgent need to find a substitute with high efficiency, environmental protection and low toxicity. It has been found that some plant essential oils (EOs) have good insecticidal activity and environmental safety. In this study, the components of EOs from Pimenta racemosa and Eugenia caryophyllata were analyzed by gas chromatography-mass spectrometry (GC-MS), and their potential for application in the control of Haemaphysalis longicornis were studied. Gas chromatography-mass spectrometry analysis showed that the main components of P. racemosa EO were eugenol (64.07%), those of E. caryophyllata EO were Hexadecanoic acid, 2-methylpropyl ester (51.84%) and eugenol (39.76%). Larval packet test showed that the EOs of P. racemosa and E. caryophyllata had significant acaricidal activity against unfed larvae of H. longicornis, with LC50 values of 1.20 mg/mL and 0.47 mg/mL and LC90 values of 8.76 mg/mL and 2.91 mg/mL, respectively. The P. racemosa EO, E. caryophyllata EO and eugenol showed significant acaricidal activity against unfed nymph H. longicornis, with LC50 values of 1.65 mg/mL, 2.29 mg/mL and 0.93 mg/mL and LC90 values of 5.03 mg/mL, 11.01 mg/mL and 4.77 mg/mL, respectively. The P. racemosa EO, E. caryophyllata EO and eugenol showed significant acaricidal activity against unfed adults H. longicornis, with LC50 values of 0.51 mg/mL, 2.57 mg/mL and 1.83 mg/mL and LC90 values of 2.44 mg/mL, 11.44 mg/mL and 2.54 mg/mL, respectively. Enzyme assays revealed that the E. caryophyllata EO and eugenol significantly inhibited the activity of carboxylesterase (CarE), eugenol significantly inhibited the activity of catalase (CAT), and two EOs and eugenol had no significant effect on acetylcholinesterase (AchE) (p < 0.05). The above results suggest that the essential oils from P. racemosa and E. caryophyllata have great potential for use as alternatives to synthetic acaricides for tick control.
Assuntos
Acaricidas , Eugenia , Ixodidae , Larva , Óleos Voláteis , Pimenta , Animais , Óleos Voláteis/farmacologia , Óleos Voláteis/química , Ixodidae/efeitos dos fármacos , Acaricidas/farmacologia , Eugenia/química , Pimenta/química , Larva/efeitos dos fármacos , Cromatografia Gasosa-Espectrometria de Massas , Óleos de Plantas/farmacologia , Óleos de Plantas/química , Eugenol/análogos & derivados , Eugenol/farmacologia , Haemaphysalis longicornisRESUMO
In this study, we investigated the main constituent, the predominant class and biological activity of the essential oil extracted from the leaves of Pimenta dioica and the pattern of the major constituent against larvae in the third stage of Aedes aegypti. For this reason, we extracted the oil by hydrodistillation, identified its components by gas chromatography coupled with mass spectrometry (GC/MS) and calculated the lethal concentration (LC50) of the larvicidal activity using the Reed-Muench method. The results show that the oil consists mainly of eugenol, in which the phenylpropanoid class predominated and the lethal concentration, LC50, was 38.86 µg mL-1at a confidence level of 2.25 µg mL-1, while the eugenol standard presented LC5079.75 µg mL-1at a confidence level of 2.10 µg mL-1. Given the facts, we conclude that the oil is more active than the standard and that it has the potential to replace chemical larvicides.
En este estudio, investigamos el constituyente principal, la clase predominante y la actividad biológica del aceite esencial extraído de las hojas de Pimenta dioica y el patrón del constituyente principal contra las larvas en la tercera etapa de Aedes aegypti. Por este motivo, extrajimos el aceite por hidrodestilación, identificamos sus componentes mediante cromatografía de gases acoplada a espectrometría de masas (GC/MS) y calculamos la concentración letal (CL50) de la actividad larvicida mediante el método Reed-Muench. Los resultados muestran que el aceite está constituido principalmente por eugenol, en el que predominó la clase fenilpropanoide y la concentración letal, CL50, fue de 38,86 µg.mL-1 a un nivel de confianza de 2,25 µg.mL-1, mientras que el estándar de eugenol presentó CL50 79,75 µg.mL -1 a un nivel de confianza de 2,10 µg.mL-1. Dados los hechos, concluimos que el aceite es más activo que el estándar y que tiene el potencial de reemplazar los larvicidas químicos.
Assuntos
Óleos Voláteis/farmacologia , Óleos Voláteis/química , Aedes/efeitos dos fármacos , Pimenta/química , Larvicidas , Bioensaio , Produtos Biológicos , Eugenol/análise , Extratos Vegetais/farmacologia , Extratos Vegetais/química , Folhas de Planta , Monoterpenos/análise , Larva , Cromatografia Gasosa-Espectrometria de MassasRESUMO
ETHNOPHARMACOLOGICAL RELEVANCE: Snakebite envenoming is a public health problem of high impact in Central America. Bothrops asper, known as barba amarilla, terciopelo, and equis, is the snake species responsible for most snakebites in Central America. In this region, there is a long-standing tradition on the use of plants in the management of snakebites, especially in indigenous communities. Ethnomedical use of Eryngium foetidum L., Neurolaena lobata (L.) Cass. and Pimenta dioica (L.) Merr. to treat snakebite envenoming has been reported in Belice, Guatemala, Nicaragua, and Costa Rica. Extracts of the leaves of these plants have shown anti-venom activities in in vitro assays in previous studies. AIM OF THE STUDY: To assess the ability of organic fractions from these three plants to inhibit enzymatic activities associated with toxicity of the venom of B. asper, and to study, by docking analysis, the interaction of metalloproteinase and phospholipases A2 (PLA2) from B. asper venom with secondary metabolites previously described in these plants. MATERIALS AND METHODS: Organic fractions were obtained from these three plant species and their ability to neutralize proteolytic, PLA2 and in vitro coagulant activities of B. asper venom was assessed. A phytochemical analysis was carried out in these fractions. The interaction of secondary metabolites previously described in these plants with three toxins from B. asper venom (a metalloproteinase, a PLA2 and a PLA2 homologue) was investigated by docking analysis. RESULTS: The inhibitory activity of plants was mainly concentrated in their polar fractions. Acetonic fraction from P. dioica was the most active against PLA2 activity, while the acetonic fraction of E. foetidum completely inhibited the proteolytic activity of the venom. Coagulant activity was partially inhibited only by the acetone and ethyl acetate fractions of P. dioica. Phytochemical analysis of the most bioactive fractions identified flavonoids, saponins, essential oils, coumarins, alkaloids, tannins and sesquiterpene lactones. Docking analysis revealed high affinity interactions of several secondary metabolites of these plants with residues in the vicinity of the catalytic site of these enzymes and, in the case of PLA2 homologue myotoxin II, in the hydrophobic channel. CONCLUSIONS: Various fractions from these plants have inhibitory activity against enzymatic actions of B. asper venom which are directly associated with toxicological effects. Docking analysis showed structural evidence of the interaction of secondary metabolites with three toxins. These observations provide support to the potential of these plants to inhibit relevant toxic components of this snake venom.
Assuntos
Antivenenos/farmacologia , Venenos de Crotalídeos/antagonistas & inibidores , Extratos Vegetais/farmacologia , Mordeduras de Serpentes/tratamento farmacológico , Animais , Antivenenos/isolamento & purificação , Asteraceae/química , Bothrops , América Central , Eryngium/química , Humanos , Medicina Tradicional , Simulação de Acoplamento Molecular , Compostos Fitoquímicos/química , Compostos Fitoquímicos/isolamento & purificação , Compostos Fitoquímicos/farmacologia , Pimenta/química , Folhas de PlantaRESUMO
Essential oils are biologically and environmentally safe pesticidal compounds yielded from aromatic plants. Spices are important sources of essential oils, and they are widely used in the medicine, food, and various other industries. Among the different spices, Allspice (Pimenta dioica) is underexplored in terms of its biological efficacy and a limited number of studies are available on the chemical composition of Allspice essential oil (AEO); thus, the present study evaluated the larvicidal property, the repellency, and the fumigant toxicity against common pests of stored products of AEO. AEO was found to inhibit the survival of larvae of such vectors as Aedis, Culex, and Armigeres species. Further, AEO was found to exert repellant effects against the pests of such stored products as Sitophilus, Callosobruchus, and Tribolium. Similarly, the fumigant toxicity was found to be high for AEO against these species. The contact toxicity of AEO was high against Sitophilus and Callosobruchus. Apart from that, the essential oil was found to be safe against a non-target organism (guppy fishes) and was found to be non-genotoxic in an Allium cepa model. Overall, the results of the present study indicate that the essential oil from Allspice could be used as an environmentally safe larvicidal and biopesticidal compound.
Assuntos
Culicidae/efeitos dos fármacos , Inseticidas/química , Inseticidas/farmacologia , Óleos Voláteis/química , Óleos Voláteis/farmacologia , Pimenta/química , Óleos de Plantas/química , Óleos de Plantas/farmacologia , Animais , Relação Dose-Resposta a Droga , Concentração Inibidora 50 , Larva/efeitos dos fármacos , Dose Letal Mediana , Compostos Fitoquímicos/química , Compostos Fitoquímicos/farmacologia , Folhas de Planta/químicaRESUMO
In response to the urgent need to control Coronavirus disease 19 (COVID-19), this study aims to explore potential anti-SARS-CoV-2 agents from natural sources. Moreover, cytokine immunological responses to the viral infection could lead to acute respiratory distress which is considered a critical and life-threatening complication associated with the infection. Therefore, the anti-viral and anti-inflammatory agents can be key to the management of patients with COVID-19. Four bioactive compounds, namely ferulic acid 1, rutin 2, gallic acid 3, and chlorogenic acid 4 were isolated from the leaves of Pimenta dioica (L.) Merr (ethyl acetate extract) and identified using spectroscopic evidence. Furthermore, molecular docking and dynamics simulations were performed for the isolated and identified compounds (1-4) against SARS-CoV-2 main protease (Mpro) as a proposed mechanism of action. Furthermore, all compounds were tested for their half-maximal cytotoxicity (CC50) and SARS-CoV-2 inhibitory concentrations (IC50). Additionally, lung toxicity was induced in rats by mercuric chloride and the effects of treatment with P. dioca aqueous extract, ferulic acid 1, rutin 2, gallic acid 3, and chlorogenic acid 4 were recorded through measuring TNF-α, IL-1ß, IL-2, IL-10, G-CSF, and genetic expression of miRNA 21-3P and miRNA-155 levels to assess their anti-inflammatory effects essential for COVID-19 patients. Interestingly, rutin 2, gallic acid 3, and chlorogenic acid 4 showed remarkable anti-SARS-CoV-2 activities with IC50 values of 31 µg/mL, 108 µg/mL, and 360 µg/mL, respectively. Moreover, the anti-inflammatory effects were found to be better in ferulic acid 1 and rutin 2 treatments. Our results could be promising for more advanced preclinical and clinical studies especially on rutin 2 either alone or in combination with other isolates for COVID-19 management.
Assuntos
Anti-Inflamatórios/farmacologia , Antivirais/farmacologia , Tratamento Farmacológico da COVID-19 , Pimenta , Extratos Vegetais/farmacologia , SARS-CoV-2/efeitos dos fármacos , Animais , Anti-Inflamatórios/química , Antivirais/química , Chlorocebus aethiops , Ácido Clorogênico/isolamento & purificação , Ácido Clorogênico/farmacologia , Ácidos Cumáricos/isolamento & purificação , Ácidos Cumáricos/farmacologia , Ácido Gálico/isolamento & purificação , Ácido Gálico/farmacologia , Humanos , Masculino , Simulação de Acoplamento Molecular , Simulação de Dinâmica Molecular , Pimenta/química , Extratos Vegetais/química , Ratos , Rutina/isolamento & purificação , Rutina/farmacologia , Células VeroRESUMO
Volatile constituents isolated from the stems (S) and leaves (L) of Pimenta dioica (PD) and Pimenta racemosa (PR) during the four seasons were analyzed using GLC/FID (Gas liquid chromatography - flame ionization detector) and GLC/MS (Gas liquid chromatography - mass spectrometry). Eighty-nine compounds were identified in all samples, in which oxygenated monoterpene represented by eugenol was the major constituent in PDS-S3 (autumn) (88.71%) and PDS-S2 (summer) (88.41%). Discrimination between P. dioica and P. racemosa leaves and stems in different seasons was achieved by applying chemometrics analysis comprising Principal Component Analysis (PCA) and Hierarchal Cluster Analysis (HCA). For P. dioica, they were partially segregated where leaves collected from spring and autumn were superimposed, and similarly for P. dioica stems collected in summer and autumn. For P. racemosa leaves, the PCA score plot showed that all seasons were completely segregated from each other, with the winter and autumn samples being in very close distance to each other. P. racemosa stems collected in autumn and spring exhibited significant variation, as they were completely detached from each other. Moreover, summer and winter fell in a near distance to each other. An in vitro cell viability assay was done to evaluate the variation in the cytotoxicity of the isolated essential oils against breast (MCF-7), hepatic (HepG-2), and cervical (HeLa-2) cancer cell lines using the MTT assay. The maximum cytotoxic effect was observed by PDL against HeLa, HepG-2 and MCF-7 cells with IC50 values equal to 122.1, 139.6, and 178.7 µg mL-1, respectively. An in silico study was done to assess the cytotoxic effect of the major compounds detected in the oils by determining their inhibitory effect on human DNA topoisomerase II (TOP-2), human cyclin-dependent kinase 2 (CDK-2) and matrix metalloproteinase 13 (MMP-13). o-Cymene followed by eugenol showed the highest fitting with all of the examined proteins approaching doxorubicin. It can be concluded that GC coupled with chemometrics provide a strong tool for the discrimination of samples, while Pimenta could afford a natural drug that could alleviate cancer.
Assuntos
Metabolômica , Myrtaceae/química , Pimenta/química , Estações do Ano , Compostos Orgânicos Voláteis/química , Compostos Orgânicos Voláteis/farmacologia , Linhagem Celular , Simulação por Computador , Cromatografia Gasosa-Espectrometria de Massas , Humanos , Neoplasias/tratamento farmacológico , Óleos Voláteis/química , Óleos Voláteis/farmacologia , Preparações Farmacêuticas , Folhas de Planta , Óleos de PlantasRESUMO
Piper, Capsicum, and Pimenta are the main genera of peppers consumed worldwide. The traditional use of peppers by either ancient civilizations or modern societies has raised interest in their biological applications, including cytotoxic and antiproliferative effects. Cellular responses upon treatment with isolated pepper-derived compounds involve mechanisms of cell death, especially through proapoptotic stimuli in tumorigenic cells. In this review, we highlight naturally occurring secondary metabolites of peppers with cytotoxic effects on cancer cell lines. Available mechanisms of cell death, as well as the development of analogues, are also discussed.
Assuntos
Antineoplásicos Fitogênicos/farmacologia , Capsicum/metabolismo , Pimenta/metabolismo , Piper/metabolismo , Antineoplásicos Fitogênicos/química , Apoptose/efeitos dos fármacos , Capsaicina/química , Capsaicina/farmacologia , Capsicum/química , Capsicum/efeitos dos fármacos , Humanos , Pimenta/química , Pimenta/efeitos dos fármacos , Piper/química , Piper/efeitos dos fármacos , Verduras/químicaRESUMO
The chemical characterisation of Pimenta dioica essential oil (PDEO) revealed the presence of 50 components, amongst which α-Terpineol (30.31%) was the major component followed by ß-Linalool (6.75%) and γ-Terpinene (4.64%). The oil completely inhibited the growth of aflatoxin B1 secreting strain Aspergillus flavus LHP-VS-8 and aflatoxin B1 production at 2.5 µL/mL and 1.5 µL/mL, respectively. The oil caused dose dependent reduction of methylglyoxal (an AFB1 inducer), enhanced leakage of Ca2+, Mg2+ and K+ ions and significantly reduced ergosterol content of fungal plasma membrane. During in situ experiments, PDEO exhibited complete protection of fumigated maize cob slices from fungal infestation without affecting seed germination. The chemically characterised PDEO is recommended as a plant based preservative and shelf life enhancer of food commodities by preventing fungal growth, AFB1 production and lipid peroxidation. This is the first report on PDEO as inhibitor of AFB1 secretion and methylglyoxal biosynthesis.
Assuntos
Aflatoxina B1/antagonistas & inibidores , Anti-Infecciosos/isolamento & purificação , Contaminação de Alimentos/prevenção & controle , Óleos Voláteis/farmacologia , Pimenta/química , Zea mays/efeitos dos fármacos , Monoterpenos Acíclicos , Anti-Infecciosos/farmacologia , Antifúngicos/isolamento & purificação , Antifúngicos/farmacologia , Monoterpenos Cicloexânicos , Óleos Voláteis/química , Óleos Voláteis/isolamento & purificaçãoRESUMO
A new source of pectin with a cytotoxic effect on glioblastoma cells is presented. A homogeneous GWP-FP-S fraction (Mw of 29,170â¯gâ¯mol-1) was obtained by fractionating the crude pectin extract (GW) from Campomanesia xanthocarpa pulp. According to the monosaccharide composition, the GWP-FP-S was composed of galacturonic acid (58.8%), arabinose (28.5%), galactose (11.3%) and rhamnose (1.1%), comprising 57.7% of homogalacturonans (HG) and 42.0% of type I rhamnogalacturonans (RG-I). These structures were characterized by chromatographic and spectroscopic methods; GW and GWP-FP-S fractions were evaluated by MTT and crystal violet assays for their cytotoxic effects. Both fractions induced cytotoxicity (15.55-37.65%) with concomitant increase in the cellular ROS levels in human glioblastoma cells at 25-400⯵g mL-1, after 48â¯h of treatment, whereas no cytotoxicity was observed for normal NIH 3T3 cells. This is the first report of in vitro bioactivity and the first investigation of the antitumor potential of gabiroba pectins.
Assuntos
Antineoplásicos/química , Antineoplásicos/farmacologia , Glioblastoma/patologia , Pectinas/química , Pectinas/farmacologia , Pimenta/química , Antineoplásicos/isolamento & purificação , Linhagem Celular Tumoral , Humanos , Espaço Intracelular/efeitos dos fármacos , Espaço Intracelular/metabolismo , Monossacarídeos/análise , Pectinas/isolamento & purificação , Espécies Reativas de Oxigênio/metabolismoRESUMO
Essential oils (EOs) are natural products composed of a mixture of volatile and aromatic compounds extracted from different parts of plants that have shown antimicrobial activities against pathogens. In this study, EOs extracted from Pimenta dioica (Myrtaceae) and Rosmarinus officinalis (Lamiaceae) were assessed for their antimicrobial activities using a panel of pathogenic Gram-positive, Gram-negative, and fungal strains. The antimicrobial activity was measured by the minimal inhibitory concentration required for the growth inhibition of the microorganisms. The cytotoxicity of the EOs was tested ex vivo using the model of human-derived macrophage THP-1 cells. In addition, an inflammatory response was evaluated using the anti-inflammatory cytokine IL-10 and the proinflammatory cytokines IL-6 and TNF-α. Results showed that both EOs had antimicrobial activity and different pathogens were exposed to concentrations ranging between 600 and 2000 µg/mL. In addition, the EOs showed no inflammatory activity when exposed to human macrophages, but a potent anti-inflammatory activity was measured when the oil from Rosmarinus officinalis was exposed to macrophages. This study demonstrates that the use of EOs is an effective alternative for pathogenic bacterial and fungal control, alone or in combination with antibiotic therapy. Moreover, the oil extracted from Rosmarinus officinalis could be used as potent anti-inflammatory agent.
Assuntos
Anti-Infecciosos/farmacologia , Anti-Inflamatórios/farmacologia , Citotoxinas/farmacologia , Óleos Voláteis/farmacologia , Pimenta/química , Rosmarinus/química , Anti-Infecciosos/química , Anti-Inflamatórios/química , Bactérias/crescimento & desenvolvimento , Citotoxinas/química , Fungos/crescimento & desenvolvimento , Humanos , Óleos Voláteis/química , Células THP-1RESUMO
The cattle tick Rhipicephalus (Boophilus) microplus is one of the most important ectoparasites for livestock in tropical and subtropical areas around the world. This tick economically impacts cattle production by reducing weight gain and milk production. Moreover, it is a vector of pathogens causing diseases such as babesiosis and anaplasmosis. Conventional tick control relies mainly on the use of chemical acaricides; however, their intensive use has led to the rapid appearance of resistant tick populations. It is therefore necessary to look for alternative tick control products. In that sense, plant extracts might represent a promising source of new acaricides. Previously, we reported a significant acaricide effect of essential oils from selected plant species. In the present study, we used a mixture design approach to develop phyto-formulations by combining individual essential oils. We produced several mixtures at 10% containing different proportions of individual essential oils (ranging from 0 to 1) from cinnamon (Cinnamomum zeylanicum), cumin (Cuminum cyminum) and allspice (Pimenta dioica) and tested their acaricidal activity against R. microplus ticks by means of larval packet test (LPT) and adult immersion test (AIT) assays. The optimal mixture predicted against R. microplus was composed of 66%, 17% and 17% of essential oils from C. zeylanicum, C. cyminum and P. dioica, respectively. We generated an estimated response surface contour plot that estimates 80%-100% acaricidal efficacy. In the optimal mixture 34 compounds were identified, which represent 98.65% of the total composition, with cinnamaldehyde (37.77%), ß-caryophyllene (13.92%), methyl eugenol (12.27%) and cuminaldehyde (8.99%) being the major components. Next, we developed emulsions by combining the optimal mixture with several surfactants and determined particle size, Zeta potential, stability and bioactivity. Emulsions containing 2% and 5% Tween 20 or Tween 80 remain stable after 14 days at 54⯰C. Finally, optimized emulsion retained a high acaricidal activity against larval and adult R. microplus ticks. Taken together, our findings showed the usefulness of mixture design method for the development of essential oil mixtures with potent acaricidal activity. These formulations have the potential to successfully control tick infestations.
Assuntos
Doenças dos Bovinos/prevenção & controle , Óleos Voláteis , Extratos Vegetais , Rhipicephalus , Controle de Ácaros e Carrapatos/métodos , Infestações por Carrapato/veterinária , Acaricidas , Análise de Variância , Animais , Vetores Aracnídeos , Bovinos , Doenças dos Bovinos/parasitologia , Cinnamomum zeylanicum/química , Misturas Complexas/química , Cuminum/química , Emulsões/química , Feminino , Frutas/química , Cromatografia Gasosa-Espectrometria de Massas , Óleos Voláteis/química , Pimenta/química , Extratos Vegetais/química , Sementes/química , Infestações por Carrapato/prevenção & controleRESUMO
The current study aimed obtaining antimicrobial sachets that could be used as preservatives for foods. Basil (BEO) and Pimenta dioica (PDEO) essential oils (EOs) were analyzed by GC-FID and GC-MS and tested against the foodborne bacteria S. aureus, E. coli, L. monocytogenes, P. aeruginosa, S. Enteritidis, and the food-spoilage mold B. nivea. Then, inclusion complexes (ICs) with EOs and ß-cyclodextrin (ß-CD) were prepared as a strategy to reduce volatility and increase the release time of EOs. Eight ICs were prepared by kneading and freeze-drying methods, in two molar ratios, and have been characterized by complementary methods: FT-IR, thermal analysis (DSC and TG/DTG), powder XRD, and solid state 13C NMR. In vitro antimicrobial activities of ICs, both dispersed in agar and loaded in sachets, have also been investigated. Complexation was confirmed for all samples. PDEO-based ICs prepared by kneading method, at both molar ratios, displayed better in vitro antimicrobial activity. The obtained results strongly suggest a potential application of these ICs as natural antimicrobials.
Assuntos
Anti-Infecciosos/química , Anti-Infecciosos/farmacologia , Conservantes de Alimentos/química , Conservantes de Alimentos/farmacologia , Óleos Voláteis/química , Óleos Voláteis/farmacologia , beta-Ciclodextrinas/química , beta-Ciclodextrinas/farmacologia , Brasil , Escherichia coli/efeitos dos fármacos , Conservação de Alimentos/métodos , Liofilização , Cromatografia Gasosa-Espectrometria de Massas , Testes de Sensibilidade Microbiana , Ocimum basilicum/química , Pimenta/química , Staphylococcus aureus/efeitos dos fármacos , Difração de Raios XRESUMO
Seeds are usual source of contamination and their sprouts are commonly associated foodborne illness. Therefore, the aim of this study was to evaluate the antibacterial vapor phase efficiency of allspice, thyme and rosemary essential oils on two foodborne pathogens in in vitro and on alfalfa seeds, including the chemical profile of the tested EOs and their effect on the sensory characteristics of the sprouts. Antibacterial activity was determined through the minimal inhibitory concentration (MIC) of EOs in vapor phase to inhibit the growth of Listeria monocytogenes and Salmonella Typhimurium in culture media and on alfalfa seeds. Also, the germination and the effect on sensory characteristics of the sprouts were determined. Thyme EO was the most effective of the tested EOs on culture media and on alfalfa seeds, against both bacteria. When rosemary EO was tested against L. monocytogenes in alfalfa seeds, the MIC (4.0â¯mL/Lair) was higher, compared to the one obtained in culture media (2.7â¯mL/Lair). But when this EO was tested against S. Typhimurium, the MIC in alfalfa seeds was lower than in culture media (11.7 vs 13.3â¯mL/Lair). Allspice EO resulted more effective against both bacteria in alfalfa seeds (6.0â¯mL/Lair for L. monocytogenes and 6.7â¯mL/Lair for S. Typhimurium), compared to culture media (12.0â¯mL/Lair for L. monocytogenes and 13.3â¯mL/Lair for S. Typhimurium). Vapor phase EOs MICs resulted in significant (pâ¯≤â¯0.05) decreases of L. monocytogenes and S. Typhimurium counts compared to the control. There also was a significant (pâ¯≤â¯0.05) difference between systems (in vitro or on alfalfa seeds) despite the microorganism or the evaluated EO. Treatment alfalfa seed with vapor phase EOs, did not affect the seed germination. Sensory acceptability of the sprouts, obtained of treated seeds, did not were significant (pâ¯≥â¯0.05) different of the sprouts obtained from the non-treated seeds.
Assuntos
Microbiologia de Alimentos/métodos , Medicago sativa/microbiologia , Óleos Voláteis/farmacologia , Antibacterianos/farmacologia , Listeria monocytogenes , Medicago sativa/efeitos dos fármacos , Testes de Sensibilidade Microbiana , Pimenta/química , Rosmarinus/química , Plântula/efeitos dos fármacos , Sementes/efeitos dos fármacos , Thymus (Planta)/químicaRESUMO
Strawberry has a limiting postharvest shelf life, especially because of soft rot. The antifungal activity of the essential oils (EOs) of Eucalyptus staigeriana, Lippia sidoides and Pimenta pseudocaryophyllus was tested in vitro against plant pathogen Rhizopus stolonifer. The chemical composition of the EO with the highest activity and its effects on pathogen morphology were verified. The in vivo antifungal activity of this EO associated with carboxymethylcellulose (CMC) coating, in preventive and curative applications, was also evaluated. L. sidoides EO presented the highest in vitro antifungal activity. The analysis of the chemical composition of this EO showed a prevalence of the compound thymol and the scanning and transmission electron microscopy showed that L. sidoides EO was able to cause damage to the cell wall and the intracellular components of the pathogen. Strawberries treated with L. sidoides EO associated with CMC presented a reduction in disease severity, especially when treated in a curative way.
Assuntos
Carboximetilcelulose Sódica/farmacologia , Fragaria/microbiologia , Fungicidas Industriais/farmacologia , Óleos Voláteis/farmacologia , Rhizopus/efeitos dos fármacos , Eucalyptus/química , Contaminação de Alimentos/prevenção & controle , Microbiologia de Alimentos , Lippia/química , Pimenta/química , Timol/farmacologia , Compostos Orgânicos Voláteis/farmacologiaRESUMO
A high performance liquid chromatography (HPLC) method was developed for the simultaneous isolation, on a semi-preparative scale, of chavibetol and methyleugenol from the crude essential oil of P. pseudocaryophyllus leaves. The purity of the isolated compounds and their quantifications were developed using GC/FID. Chavibetol was isolated with high purity (98.7%) and mass recovery (94.6%). The mass recovery (86.4%) and purity (85.3%) of methyleugenol were lower than those of chavibetol. Both compounds were identified on the basis of spectral analysis. The results suggest that the method can provide chavibetol with high purity, mass recovery, and productivity from crude essential, which will be used in bioassays against stored insect pests.
Assuntos
Eugenol/análogos & derivados , Pimenta/química , Cromatografia Líquida de Alta Pressão , Eugenol/isolamento & purificação , Óleos Voláteis/química , Folhas de Planta/química , Óleos de Plantas/químicaRESUMO
BACKGROUND: Pimenta racemosa tree has many traditional uses where its leaves are used as herbal tea for treatment of flatulence, gastric disorder, osteoarthritis, colds and fever in addition to its analgesic and anti-inflammatory activities. So, this study aimed to isolate phenolic constituents of 80% aqueous methanol extract (AME) of leaves and evaluate its biological activities. METHODS: The defatted AME was chromatographed and structures of the isolated compounds were elucidated using UV, NMR spectroscopy and UPLC-ESI-MS analysis. Antioxidant activity was investigated using 2, 2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging capacity. Anti-inflammatory activity was evaluated using carrageenan - induced paw oedema, while antinociceptive activity was determined by chemical and thermal stimuli. Anti-ulcerogenic effect of AME against gastric damage induced by ethanol in Wister male albino rats was evaluated. Also, hepatoprotective activity was investigated through determination of alanine aminotransferase (ALT) and aspartate aminotransferase (AST) following oral administration of paracetamol. Both of Anti-ulcerogenic and hepatoprotective activities (125, 250 and 500 mg/kg b.wt.) were supported by histopathological examinations. RESULTS: Gallic acid (1), methyl gallate (2), avicularin (3), quercetin 3-O-ß-D-arbinopyranoside (4), quercetin 3-O-ß-D-glucopyranoside (5), quercetrin (6), cynaroside (7), strictinin (8), castalagin (9), grandinin (10) quercetin (11) and ellagic acid (12) were isolated. AME showed significant radical scavenging activity (SC50 = 4.6 µg/mL), promising anti-inflammatory effect through inhibition of oedema and antinociceptive activity by reduction in number of writhes after acetic acid injection and prolongation of reaction time towards the thermal stimulus. AME reduced the gastric mucosal lesions compared with ethanol control and ranitidine groups, ALT at the three doses and AST only at 125 and 250 mg/kg b.wt., when compared with paracetamol group. The results were confirmed by histopathological studies. CONCLUSION: P. racemosa leaves are rich in phenolic compounds and showed significant biological activities.
Assuntos
Analgésicos , Anti-Inflamatórios , Fenóis , Pimenta/química , Extratos Vegetais , Substâncias Protetoras , Analgésicos/química , Analgésicos/farmacologia , Animais , Anti-Inflamatórios/química , Anti-Inflamatórios/farmacologia , Comportamento Animal/efeitos dos fármacos , Edema/fisiopatologia , Feminino , Fígado/efeitos dos fármacos , Fígado/patologia , Masculino , Fenóis/análise , Fenóis/química , Fenóis/farmacologia , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Folhas de Planta/química , Substâncias Protetoras/química , Substâncias Protetoras/farmacologia , Ratos , Ratos Wistar , Estômago/efeitos dos fármacos , Estômago/patologiaRESUMO
Essential oils (EOs), as substitutes for antibiotics in animal diets, should have selective antibacterial activity between pathogenic and beneficial bacteria from the animal gut. Thus, this study evaluated the selective antibacterial activity of Eucalyptus globulus (EG) and Pimenta pseudocaryophyllus (PP) EOs on Enterococcus faecalis as a surrogate model of pathogenic bacterium and on Lactobacillus rhamnosus as a beneficial bacterium model. The EOs antibacterial activity was evaluated by determination of minimal inhibitory concentrations (MICs), minimal bactericidal concentration (MBCs), and fractional inhibitory concentration (FIC) indices. The time-kill and sequential exposure assays were also performed, but using only the EG oil, which was the best selective EO, since it had a MIC lower on E. faecalis (7.4 mg/mL) than on L. rhamnosus (14.8 mg/mL). FIC index values showed that the combination of the two EOs had an indifferent effect (1.25 and 2.03) on E. faecalis and an additive effect (1.00) on L. rhamnosus. The time-kill assay showed that EG oil was able to kill E. faecalis within 15 min of treatment (â¼5 log reduction) and caused a reduction â¼3 log of L. rhamnosus viability. The sequential exposure assay showed that EG oil (at MIC/2) produced higher reduction on E. faecalis viability (â¼3 log) than on L. rhamnosus (â¼2 log) as well. Therefore, L. rhamnosus presented higher tolerance to the antibacterial activity of EG oil than E. faecalis did.
Assuntos
Antibacterianos/farmacologia , Enterococcus faecalis/efeitos dos fármacos , Óleo de Eucalipto/farmacologia , Eucalyptus/química , Lacticaseibacillus rhamnosus/efeitos dos fármacos , Óleos Voláteis/farmacologia , Pimenta/química , Animais , Antibacterianos/isolamento & purificação , Bactérias/efeitos dos fármacos , Combinação de Medicamentos , Óleo de Eucalipto/isolamento & purificação , Testes de Sensibilidade Microbiana , Óleos Voláteis/isolamento & purificaçãoRESUMO
Aedes aegypti is the vector responsible for transmitting pathogens that cause various infectious diseases, such as dengue, Zika, yellow fever, and chikungunya, worrying health authorities in the tropics. Due to resistance of mosquitoes to synthetic insecticides, the search for more effective insecticidal agents becomes crucial. The aim of this study was to verify the larvicidal, adulticidal, and anticholinesterase activities of the essential oils of the Illicium verum (EOIV), Pimenta dioica (EOPD), and Myristica fragrans (EOMF) against Ae. aegypti. The essential oils (EOs) were obtained by hydrodistillation and analyzed by gas chromatography-mass spectrometry (GC-MS). The larvicidal and adulticidal activities of EOs were evaluated against third instar larvae and Ae. aegypti adult females, respectively, using the procedures of the World Health Organization (WHO) and the anticholinesterase activity of the EOs by the modified Ellman method. The following major components were identified: (E)-anethole (90.1%) for EOIV, methyl eugenol (55.0%) for EOPD, and sabinene (52.1%) for EOMF. All EOs exhibited larvicidal and adulticidal activity against Ae. aegypti. The highest larval mortality was observed in EOMF with LC50 = 28.2 µg mL-1. Adult mortality was observed after 1 (knockdown) and 24 h exposure, with the highest potential established by the EOIV, KC50 = 7.3 µg mg female-1 and LC50 = 10.3 µg mg female-1. EOIV (IC50 = 4800 µg mL-1), EOMF (IC50 = 4510 µg mL-1), and EOPD (IC50 = 1320 µg mL-1) inhibited AChE. EOMF (4130 µg mL-1) and EOPD (IC50 = 3340 µg mL-1) inhibited BChE whereas EOIV showed no inhibition. The EOs were toxic to larvae and adults of Ae. aegypti, as well as being less toxic to humans than the currently used insecticides, opening the possibility of elaboration of a natural, safe, and ecological bioinsecticide for vector control.
Assuntos
Aedes/efeitos dos fármacos , Inseticidas/farmacologia , Mosquitos Vetores/efeitos dos fármacos , Óleos Voláteis/farmacologia , Zika virus , Animais , Inibidores da Colinesterase/química , Inibidores da Colinesterase/farmacologia , Avaliação Pré-Clínica de Medicamentos/métodos , Feminino , Illicium/química , Inseticidas/química , Larva/efeitos dos fármacos , Myristica/química , Óleos Voláteis/química , Pimenta/químicaRESUMO
It is challenging to disperse lipophilic substances in a validated cytotoxicity assay, especially for compounds with log Kow greater than or equal to 5 that may show false negative results. The purpose of this study was to explain the challenges in conducting a cytotoxicity validated test of lipophilic substances: Minthostachys setosa, Pimenta pseudocaryophyllus, and Drimysbrasiliensis essential oils. Additionally, we compared the equivalence of Neutral Red (NR) and 3- (4,5-dimethylthiazol-2-yl) -5- (3- carboxymethoxyphenyl) -2- (4-sulfophenyl) -2H -tetrazolium, inner salt (MTS) in detecting cell viability. The Hydrophile-Lipophile Balance (HLB) technique was used to evaluate the dispersion of essential oils and cytotoxicity in accordance to the guidelines of the OECD / GD 129 validated cytotoxicity assay. We compared the equivalence of vital dyes by TOST equivalence test. According to the results, we demonstrated the possibility of using other ways to disperse the lipophilic substances. Based on the HLB theory, we selected polysorbate 20 as the best solubilizing agent of the essential oils studied in D10 culture medium.
Assuntos
Óleos Voláteis/química , Óleos Voláteis/toxicidade , Animais , Células 3T3 BALB , Sobrevivência Celular/efeitos dos fármacos , Drimys/química , Lamiaceae/química , Camundongos , Óleos Voláteis/isolamento & purificação , Pimenta/química , Reprodutibilidade dos TestesRESUMO
CONTEXT: Pimenta dioica (L.) Merr. (Myrtaceae) is used in Costa Rican traditional medicine for women's health. Our previous work showed that P. dioica extracts were oestrogenic. OBJECTIVES: This work identifies phytochemicals from P. dioica that are responsible for the plant's oestrogen-like activities. MATERIALS AND METHODS: P. dioica leaves were collected in Costa Rica in 2005. Fractions resulting from chromatographic separation of a methanol extract were tested at 50 µg/mL in a competitive oestrogen receptor-binding assay. Active compounds were isolated by HPLC and identified by NMR and MS. Pure compounds were tested at 1 µM in the oestrogen-responsive SEAP reporter gene assay. The effects on cell viability, cytotoxicity and apoptosis were investigated in breast cancer (MCF-7 and SK-BR3) and gastric cancer (AGS and NCI-N87) cell lines using the ApoTox-Glo and Caspase-Glo assays and qPCR. RESULTS: Quercitrin and three new chromones, including a 2-phenoxychromone, 6,8-di-C-methylcapillarisin (1) were isolated and identified. Compound 1 caused a 6.2-fold increase in SEAP expression at 1 µM (p < 0.05). This activity was blocked by the ER antagonist ICI 182,780. Compound 2 caused a 6.0-fold increase in SEAP, inhibited the growth of MCF-7, AGS and NCI-N87 cells (IC50 54.27, 38.13 and 51.22 µg/mL, respectively), and induced apoptosis via caspase 8 and increased the Bax/Bcl-2 mRNA ratio in MCF-7 cells. Compound 3 was anti-oestrogenic in MCF-7 cells. DISCUSSION AND CONCLUSIONS: Compounds from P. dioica have oestrogenic, anti-oestrogenic and cytotoxic effects that may explain the ethnomedical use of this plant.