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1.
J Agric Food Chem ; 72(9): 4610-4621, 2024 Mar 06.
Artículo en Inglés | MEDLINE | ID: mdl-38380437

RESUMEN

The excessive use of herbicides has caused a series of problems related to human health, environmental pollution, and an increase in the resistance of plants to commercial herbicides. As an alternative, natural compounds and their semisynthetic derivatives have been widely studied to obtain environmentally friendly and more effective herbicides than the usual ones. In view of these factors, the aim of this work was to synthesize new molecules with herbicidal potential using thymol as a starting material, a natural phenol that has a pronounced phytotoxic effect. Novel N-phenyl-2-thymoxyacetamides were synthesized and characterized by MS and by 1H and 13C NMR. All prepared molecules were subjected to phytotoxic and cytotoxic activity assays using Lactuca sativa L. and Sorghum bicolor L. as model plants. Molecules containing chlorine in the para position of the thymoxy group exhibited phytotoxic and cytogenotoxic effects superior to those of the commercial herbicides 2,4-D and glyphosate.


Asunto(s)
Herbicidas , Timol , Humanos , Timol/toxicidad , Herbicidas/toxicidad , Glifosato , Plantas
2.
Foods ; 12(24)2023 Dec 09.
Artículo en Inglés | MEDLINE | ID: mdl-38137226

RESUMEN

The Amazon rainforest and the biodiversity hotspot of the Atlantic Forest are home to fruit trees that produce functional foods, which are still underutilized. The present study aimed to select potential functional nut donor trees from two Brazilian chestnuts, by evaluating the nutritional and antioxidant composition of the nuts and the fatty acid profile of the oil. The nutritional characteristics, antioxidants, oil fatty acid profile, and X-ray densitometry of the nuts were evaluated, as well as the characterization of leaf and soil nutrients for each parent tree. The nut oil was evaluated through Brix (%), mass (g), yield (%), and the fatty acid profile. For L. pisonis, the most nutritious nuts were produced by L. pisonis tree 4 (N > P > K > Mg > Ca > Zn > Fe) and L. pisonis tree 6 (P > Ca > Mg > Mn > Zn > Cu > Fe), and for the species L. lanceolata, L. lanceolata tree 6 (N > P > Ca > Mg > Zn > Fe > Cu) and L. lanceolata tree 2 (P > K > Mg > Zn > Cu). In L. pisonis, the highest production of anthocyanins, DPPH, total phenolics, and flavonoids was obtained from the nuts of L. pisonis tree 4 as well as for L. lanceolata, from L. lanceolata tree 1, except for flavonoids. The Brix of the oil from the nuts of both species showed no difference between the trees and the fatty acid profile with a similar amount between saturated (48-65%) and unsaturated (34-57%) fatty acids. Both species have nuts rich in nutrients and antioxidant compounds and can be considered unconventional functional foods. The data collected in the present study confirm that the nuts of these species can replace other foods as a source of selenium.

3.
Environ Sci Pollut Res Int ; 30(13): 38955-38969, 2023 Mar.
Artículo en Inglés | MEDLINE | ID: mdl-36588132

RESUMEN

Herbicides are commonly used to control weed. However, some plants are resistant to such products. To identify less harmful herbicides, it is crucial to search for different mechanisms of action. Thymol is an easily acquired allelopathic compound, capable of producing its respective semisynthetic derivative, thymoxyacetic acid. The aim of this study was to determine the effects of thymol and thymoxyacetic acid molecules as bioherbicides in greenhouse at the concentration of 3 mmol L-1 in pre- and postemergence applications in five species: Amaranthus viridis L., Cucumis sativus L., Lactuca sativa L., Eleusine indica L., and Sorghum bicolor L. The initial seedling development and DNA changes were analyzed. These molecules were contrasting with the solvent, in the negative control, and with the glyphosate, in the positive control, promoting phytogenotoxic activities. The toxic effect of thymoxyacetic acid was more effective in preemergence and thymol's in postemergence. We also observed a reduction in the germination speed index and root growth with a negative correlation to the increase in potassium leaching. Damage to the root and shoot of the seedlings was verified at the DNA level, and the phytotoxicity of the plants treated with the herbicide glyphosate was similar to the plants treated with the natural molecules tested. The bioherbicidal effect of thymol and thymoxyacetic acid exacerbates the reduction of the environmental impact caused by the disordered and increased use of residual pesticides.


Asunto(s)
Herbicidas , Timol , Timol/farmacología , Malezas , Herbicidas/toxicidad , Plantones , Germinación
4.
Int J Biol Macromol ; 228: 23-39, 2023 Feb 15.
Artículo en Inglés | MEDLINE | ID: mdl-36565824

RESUMEN

Hops' (Humulus lupulus L.) phytochemicals are well known for their bioactivity. In the present study, the functional properties of hop extract rich in ß-acids, as potassium-salts structures (KBA), were investigated to develop a sustainable active food packaging. Polylactic acid (PLA)-based sheets were incorporated with increasing concentrations of hop extract (0.1-5 % w/w in terms of KBA) and characterized through performance and bioactive properties. KBA-added sheets presented decreased crystallinity and affected mechanical and thermal properties, especially with higher KBA amounts. The sheets' surface hydrophobicity gradually decreased by KBA-extract addition, while the water vapor permeability was not affected. A Fickian diffuse behavior and a better fit to application in fatty foods were observed during release tests. UV-blocking and antioxidant properties were improved by KBA incorporation. Furthermore, results from antibacterial assays revealed great susceptibility of Staphylococcus aureus and Listeria monocytogenes towards sheets added with 5 % of KBA. Moreover, the atomic force microscopy (AFM) observations revealed that KBA led to strong effects on the cell membranes of both bacteria, including disruption of membrane integrity and cell death. Therefore, this study is a sign of great prospects of hop ß-acids use, as KBA compound, in the production of sustainable active packaging for safe food shelf-life extension.


Asunto(s)
Embalaje de Alimentos , Humulus , Embalaje de Alimentos/métodos , Humulus/química , Antibacterianos/farmacología , Poliésteres , Ácidos
5.
Rev. Ciênc. Méd. Biol. (Impr.) ; 21(1): 11-17, maio 05,2022. tab, fig
Artículo en Inglés | LILACS | ID: biblio-1370480

RESUMEN

Introduction: Staphylococcus aureus and Escherichia coli are pathogens that cause chronic infections due to antibiotic resistance mechanisms and their ability to adhere to surfaces and to form biofilms. The search for new agents from natural resources to counter microbial biofilms is an urgent priority in healthcare. Objetive: chemical composition, antibacterial and anti-biofilm activity of Plectranthus amboinicus essential oil (PAEO) and carvacrol were investigated against E. coli and S. aureus. Methodology: PAEO was chemically analyzed using gas chromatography coupled to a mass spectrometer. Antimicrobial activity was assessed by the disc diffusion method and broth microdilution method to determine minimum inhibitory concentrations (MICs). Antibiofilm activity was investigated using 96-well plates with a crystal violet assay. Results: carvacrol (85.25%) was the major component of PAEO. The disc diffusion test confirmed the ability of PAEO and carvacrol in inhibiting bacteria in their planktonic form. The MICs of PAEO against S. aureus and E. coli were 0.31 and 1.25%, respectively, with bactericidal effect. Carvacrol demonstrated a significant antibacterial property (MIC = 0.31%), exhibiting bacteriostatic effects against S. aureus and bactericidal effects against E. coli. Carvacrol considerably inhibited E. coli biofilm formations (58.9%). Moreover, carvacrol inactivated the mature biofilms. Conclusion: the data obtained are promising, and facilitates the development of new therapeutic alternatives. These results indicate the potential of carvacrol in treating diseases caused by E. coli and S. aureus


Introdução: Escherichia coli e Staphylococcus aureus são patógenos que podem causar infecções persistentes devido aos mecanismos de resistência e à sua capacidade de aderir e formar biofilme. A busca por novos agentes a partir de recursos naturais para combater o biofilme é uma prioridade na área da saúde. Objetivo: a composição química, a atividade antibacteriana e anti-biofilme do óleo essencial de Plectranthus amboinicus (PAEO) e do carvacrol foram investigadas frente a S. aureus e E. coli. Metodologia: a análise química do PAEO foi realizada por cromatografia gasosa acoplada a espectrômetro de massa. A atividade antimicrobiana foi avaliada por difusão em disco e microdiluição em caldo para determinar as concentrações inibitórias mínimas (CIMs). As atividades do anti-biofilme foram investigadas usando placas de 96 poços pelo ensaio de cristal violeta. Resultados: o carvacrol (85,25%) foi o principal componente do PAEO. A capacidade do PAEO e do carvacrol para inibir bactérias planctônica foi confirmada por difusão em disco. A CIM do PAEO para S. aureus e E. coli foi de 0,31 e 1,25%, respectivamente, com efeito bactericida. O carvacrol demonstrou uma propriedade antibacteriana significativa (CIM=0,31%), exibindo efeito bacteriostático frente a S. aureus e efeito bactericida para E. coli. O carvacrol inibiu significativamente a formação de biofilme de E. coli (58,9%) e promoveu a desestabilização do biofilme maduro. Conclusão: os dados obtidos são promissores, possibilitando o desenvolvimento de novas alternativas terapêuticas e revelam a potencialidade do carvacrol como fonte para o tratamento de doenças causadas por E. coli e S. aureus.


Asunto(s)
Staphylococcus aureus/efectos de los fármacos , Aceites Volátiles/farmacología , Biopelículas/efectos de los fármacos , Plectranthus/química , Escherichia coli/efectos de los fármacos , Antibacterianos/farmacología , Pruebas de Sensibilidad Microbiana/métodos
6.
Food Chem ; 367: 130679, 2022 Jan 15.
Artículo en Inglés | MEDLINE | ID: mdl-34352695

RESUMEN

The chemical complexity of coffee influences the sensory evaluation of the beverage, the main method used to define the quality of the coffee. In view of the subjectivity that method offers, we propose the association of an instrumental method with multivariate calibration (PLS and GA-SVR) to predict the quality of arabica coffee as support for sensory analysis. Arabica coffee samples were submitted to sensory evaluation using the Specialty Coffee Association (SCA) protocol and HS-SPME-GC/MS analysis. The models presented RMSEp results from 0.20 to 0.25, within the evaluation range the quality levels of sensory attributes (0.25). For the fragrance/aroma attribute, a value of R2p equal to 0.8503 was reached. 15 volatile compounds were identified as responsible for predicting the quality of arabica coffee, among which, 1-nonadecene was first reported as an impact compound in the prediction of important sensory attributes.


Asunto(s)
Coffea , Café , Calibración , Cromatografía de Gases y Espectrometría de Masas , Odorantes/análisis
7.
Food Microbiol ; 98: 103786, 2021 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-33875214

RESUMEN

This work aimed to evaluate Coffea canephora's microbiological, chemical, and sensory characteristics at 300 and 600 m elevation plantations processed by the natural method inoculated with yeasts. The coffee was spread on suspended terraces and sprayed with approximately 107 cfu/mL of Meyerozyma caribbica CCMA 1738 or Pichia kluyveri CCMA 1743, separately. Cherries containing bark and parchment were collected during fermentation for microbial groups counting, qPCR, quantification of organic acids, and sugars (HPLC). Volatile compounds (GC-MS) and sensory analyses, cupping test with expert coffee tasters and triangular test with consumers, were performed on roasted coffee beans. The inoculated yeasts persisted during the entire fermentation process. M. caribbica reduced the filamentous fungal population by 63% and 90% in the 300- and 600-m coffees, respectively. The 300-m coffee fruits showed higher concentrations of organic acids in all fermentation times when compared to the 600-m reaching out to 8 times more. Twenty-four volatile compounds were identified in the roasted coffee beans, with the predominance of pyrazines. The 600-m coffee inoculated with M. caribbica showed an increase of more than one point in the score given by certified tasters. Consumers noticed the M. caribbica inoculation in the 300- and 600-m-elevation coffees. M. caribbica is a promising starter culture for Conilon coffee with the potential to increase the beverage quality.


Asunto(s)
Coffea/microbiología , Aromatizantes/química , Levaduras/metabolismo , Cromatografía Líquida de Alta Presión , Coffea/química , Coffea/metabolismo , Café/química , Fermentación , Aromatizantes/metabolismo , Cromatografía de Gases y Espectrometría de Masas , Humanos , Semillas/química , Semillas/metabolismo , Semillas/microbiología , Gusto , Compuestos Orgánicos Volátiles/química , Compuestos Orgánicos Volátiles/metabolismo , Levaduras/clasificación , Levaduras/genética
8.
Meat Sci ; 176: 108463, 2021 Jun.
Artículo en Inglés | MEDLINE | ID: mdl-33640647

RESUMEN

The antimicrobial activity of essential oils (EO) is associated with the presence of secondary metabolites synthesized by plants. Its mechanism of action involves the interaction of its hydrophobic components with the lipids present in the cell membrane of microorganism, resulting in metabolic damages and cell death. Spoilage and pathogenic microorganisms are contaminants in meat and meat products with considerable impacts on food quality and safety. Research shows the potential of applying essential oils in the preservation of meat food systems as compounds of low toxicity, extracted from a natural source, and as an alternative to consumer demand for healthy foods with a more natural appeal. In addition, there is a great diversity of plants from which essential oils can be extracted, whose antimicrobial activity in vitro and in meat and meat products has been proven.


Asunto(s)
Antiinfecciosos/farmacología , Conservantes de Alimentos/farmacología , Productos de la Carne/microbiología , Aceites Volátiles/farmacología , Animales , Antiinfecciosos/química , Bacterias/efectos de los fármacos , Membrana Celular/efectos de los fármacos , Microbiología de Alimentos , Conservantes de Alimentos/química , Aceites Volátiles/química , Aceites de Plantas/química , Aceites de Plantas/farmacología
9.
Food Chem ; 310: 125943, 2020 Apr 25.
Artículo en Inglés | MEDLINE | ID: mdl-31816532

RESUMEN

The interactions between edaphoclimatic factors, forms of processing, drying, storage and roasting, directly affect the sensorial results. This study applied four forms of wet-processing in six different altitude strata, aiming to potentiate the final quality of the drink. The final quality of the coffees was measured using the sensory technique and HS-SPME-GC/MS analyses. Results indicate that the use of starter culture in the fermentation phase constitutes a relevant alternative for lower-altitude zones, and that spontaneous fermentations have a higher potential of sensorial results at above 900 m. In the sequence, the volatile compounds were affected according to the type of processing and the altitude. The compounds in general that contributed the most to the formation of the math models were: 2-furylmethanol, octadecanal, 2-acetyl-3-methylpyrazine, 2,3-Dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (DDMP) and caffeine. The positive effects of the fermentation corroborate with new sensory routes, modification of the flavor and volatile compounds, consequently, generating new fermentation strategies.


Asunto(s)
Café/química , Manipulación de Alimentos/métodos , Altitud , Brasil , Cafeína/análisis , Café/microbiología , Desecación , Fermentación , Calidad de los Alimentos , Cromatografía de Gases y Espectrometría de Masas/métodos , Humanos , Odorantes/análisis , Saccharomyces cerevisiae , Gusto , Compuestos Orgánicos Volátiles/análisis
10.
Environ Sci Pollut Res Int ; 26(25): 26216-26228, 2019 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-31286378

RESUMEN

The use of allelopathic compounds is an alternative for weeds control, since they present low toxicity when compared with the synthetic herbicides, that may cause several damages, as the contamination of the environment. Our objective was to determine the chemical composition and allelopathic properties of the essential oils of Psidium cattleianum, P. myrtoides, P. friedrichsthalianum, and P. gaudichaudianum on the germination and root growth of Lactuca sativa and Sorghum bicolor, and to evaluate their action on the cell cycle of root meristematic cells of L. sativa. The main compound found in all the studied species was (E)-caryophyllene (P. cattleianum-23.4 %; P. myrtoides-19.3%; P. friedrichsthalianum-24.6% and P. gaudichaudianum-17.0%). The different essential oils were tested at different concentrations on L. sativa and S. bicolor, reducing germination, germination speed index, and root and shoot growth of lettuce and sorghum seedlings. The cytotoxicity and aneugenic potential of these oils were evidenced by the reduction of the mitotic index and increase of the frequency of chromosomal alterations in L. sativa. The essential oils of the species of Psidium studied have potential to be used in weeds control.


Asunto(s)
Germinación/efectos de los fármacos , Herbicidas/farmacología , Lactuca/efectos de los fármacos , Meristema/química , Aceites Volátiles/química , Aceites de Plantas/farmacología , Psidium/química , Plantones/efectos de los fármacos , Sorghum/química , Alelopatía , Herbicidas/química , Lactuca/química , Fitoquímicos , Sesquiterpenos Policíclicos , Psidium/efectos de los fármacos , Sesquiterpenos
11.
Food Res Int ; 119: 499-509, 2019 05.
Artículo en Inglés | MEDLINE | ID: mdl-30884682

RESUMEN

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.


Asunto(s)
Antiinfecciosos/química , Antiinfecciosos/farmacología , Conservantes de Alimentos/química , Conservantes de Alimentos/farmacología , Aceites Volátiles/química , Aceites Volátiles/farmacología , beta-Ciclodextrinas/química , beta-Ciclodextrinas/farmacología , Brasil , Escherichia coli/efectos de los fármacos , Conservación de Alimentos/métodos , Liofilización , Cromatografía de Gases y Espectrometría de Masas , Pruebas de Sensibilidad Microbiana , Ocimum basilicum/química , Pimenta/química , Staphylococcus aureus/efectos de los fármacos , Difracción de Rayos X
12.
Rev. biol. trop ; 66(2): 495-502, abr.-jun. 2018. tab, graf
Artículo en Inglés | LILACS, SaludCR | ID: biblio-977326

RESUMEN

Abstract The tropical and subtropical naturalized physic nut (Jatropha curcas L.), has been explored for biodiesel production in recent times. The oil is extracted from the seeds and, for the production to be feasible, utilization of the residual seed cake is crucial. Although the cake could be employed as a protein source in animal feed, it is rich in phorbol ester, which is toxic for animals. Therefore, breeding programs have been working to reduce or eliminate the phorbol ester content in physic nut. In this context, the present work aimed to evaluate the physic nut oil of toxic and non-toxic varieties (containing known or undetectable amounts of phorbol ester, respectively) with regards to phytotoxicity in a model experiment with Lactuca sativa L. For this, the percentage of germinated seeds was evaluated after 8, 16, 24, 36 and 48 hours of exposure to the treatments with toxic and non-toxic oil at concentrations of 22.5 %, 45 % and 67.5 % of emulsion (physic nut oil energetically mixed with distilled water). Root growth was determined after 48 hours of exposure and the germination speed index was obtained. The different stages of mitotic division as well as possible chromosomal and nuclear alterations were also recorded. The mitotic index was calculated as the number of dividing cells, as a fraction of the total number of cells, and the frequency of chromosome and nuclear alterations, expressed as the percentage of number of alterations divided by the total number of cells. Both varieties exhibited phytotoxicity, inducing significant reductions in percentage of germinated seeds (reduction of 98 %), germination speed index (reduction of 24.44) and root growth (reduction of 8.54 mm). In microscopic analysis, a mitodepressive effect was observed for both oils at the three concentrations used when compared to the negative control; however, it was possible to distinguish between the toxic and the non-toxic varieties based on the more expressive reduction of division promoted by the first, 2.19 %. Significant increments in the frequency of mitotic cells showing chromosome alterations as well, as the presence of condensed nuclei, were observed in the treated cells. However, these parameters were not significantly different from the control in the cells treated with both physic nut oils. In conclusion, the evaluation of root growth and cell division in the plant model L. sativa, can be proposed as an alternative to animal tests to distinguish the varieties with high and low phorbol ester concentration, thus contributing to the detection of toxicity in varieties used in breeding programs.


Resumen Jatropha curcas L., naturalizado tropical y subtropical, ha sido explorado para la producción de biodiesel. El aceite se extrae de las semillas y, para que la producción sea factible, la utilización de la torta de semillas residual es crucial. Aunque la torta se puede emplear como una fuente de proteína en la alimentación animal, es rica en éster de forbol, que es tóxico para los animales. Por lo tanto, los programas de mejoramiento han procurado reducir o eliminar el contenido de éster de forbol de J. curcas. En este contexto, el presente trabajo tuvo como objetivo evaluar el aceite de J. curcas de las variedades tóxicas y no tóxicas (con cantidades conocidas o indetectables de éster de forbol, respectivamente) con respecto a la fitotoxicidad en el modelo Lactuca sativa L. El porcentaje de semillas germinadas se evaluó después de 8, 16, 24, 36 y 48 horas de tratamiento. El crecimiento de la raíz se determinó después de 48 horas de exposición y se obtuvo el índice de velocidad de germinación. Se registraron las diferentes etapas de la división mitótica así como posibles alteraciones cromosómicas y nucleares. El índice mitótico se calculó como el número de células en división como una fracción del número total de células y la frecuencia de las alteraciones cromosómicas y nucleares, expresada como el porcentaje del número de alteraciones dividido entre el número total de células. Ambas variedades exhibieron fitotoxicidad, induciendo reducciones significativas en el porcentaje de semillas germinadas (Reducción del 98 %), índice de velocidad de germinación (Reducción de 24.44) y crecimiento de raíces (Reducción de 8.54 mm). En el análisis microscópico, se observó un efecto mitodepresivo para ambos aceites. Sin embargo, fue posible distinguir entre las variedades tóxicas y las no tóxicas basándose en la reducción más expresiva de la división promovida por la primera, 2.19 %. Se observaron incrementos significativos en la frecuencia de células mitóticas que mostraban alteraciones cromosómicas, así como la presencia de núcleos condensados en las células tratadas. Sin embargo, estos parámetros no fueron significativamente diferentes del control en las células tratadas con ambos aceites de J. curcas. En conclusión, la evaluación del crecimiento de las raíces y la división celular en el modelo L. sativa se puede proponer como una alternativa a las pruebas en animales para distinguir las variedades con concentraciones altas y bajas de éster de forbol, contribuyendo así a la detección de toxicidad en variedades utilizadas en programas de mejoramiento genético.


Asunto(s)
Ésteres del Forbol/toxicidad , Pruebas de Toxicidad , Germinación , Jatropha/química , Biocombustibles
13.
J Agric Food Chem ; 66(1): 323-330, 2018 Jan 10.
Artículo en Inglés | MEDLINE | ID: mdl-29286652

RESUMEN

Semisynthetic phenol derivatives were obtained from the natural phenols: thymol, carvacrol, eugenol, and guaiacol through catalytic oxychlorination, Williamson synthesis, and aromatic Claisen rearrangement. The compounds characterization was carried out by 1H NMR, 13C NMR, and mass spectrometry. The natural phenols and their semisynthetic derivatives were tested for their antimicrobial activity against the bacteria: Staphylococcus aureus, Escherichia coli, Listeria innocua, Pseudomonas aeruginosa, Salmonella enterica Typhimurium, Salmonella enterica ssp. enterica, and Bacillus cereus. Minimum inhibitory concentration (MIC) and minimal bactericidal concentration (MBC) values were determined using concentrations from 220 to 3.44 µg mL-1. Most of the tested compounds presented MIC values ≤220 µg mL-1 for all the bacteria used in the assays. The molecular properties of the compounds were computed with the PM6 method. Through principle components analysis, the natural phenols and their semisynthetic derivatives with higher antimicrobial potential were grouped.


Asunto(s)
Antibacterianos/síntesis química , Antibacterianos/farmacología , Fenol/farmacología , Antibacterianos/química , Cimenos , Escherichia coli/efectos de los fármacos , Eugenol/química , Eugenol/farmacología , Listeria/efectos de los fármacos , Pruebas de Sensibilidad Microbiana , Monoterpenos/química , Monoterpenos/farmacología , Fenol/síntesis química , Fenol/química , Salmonella typhimurium/efectos de los fármacos , Staphylococcus aureus/efectos de los fármacos , Timol/química , Timol/farmacología
14.
Molecules ; 22(10)2017 Oct 07.
Artículo en Inglés | MEDLINE | ID: mdl-28991165

RESUMEN

The synthesis of a series of 1,2,3-triazoles using glycerol as starting material is described. The key step in the preparation of these triazolic derivatives is the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC), also known as click reaction, between 4-(azidomethyl)-2,2-dimethyl-1,3-dioxolane (3) and different terminal alkynes. The eight prepared derivatives were evaluated with regard to their fungicide, phytotoxic and cytotoxic activities. The fungicidal activity was assessed in vitro against Colletotrichum gloeosporioides, the causative agent of papaya anthracnose. It was found that the compounds 1-(1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-1H-1,2,3-triazol-4-yl)-cyclo-hexanol (4g) and 2-(1-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-1H-1,2,3-triazol-4-yl)propan-2-ol (4h) demonstrated high efficiency in controlling C. gloeosporioides when compared to the commercial fungicide tebuconazole. The triazoles did not present any phytotoxic effect when evaluated against Lactuca sativa. However, five derivatives were mitodepressive, inducing cell death detected by the presence of condensed nuclei and acted as aneugenic agents in the cell cycle of L. sativa. It is believed that glycerol derivatives bearing 1,2,3-triazole functionalities may represent a promising scaffold to be explored for the development of new agents to control C. gloeosporioides.


Asunto(s)
Fungicidas Industriales/síntesis química , Glicerol/síntesis química , Triazoles/síntesis química , Supervivencia Celular/efectos de los fármacos , Química Clic , Colletotrichum , Reacción de Cicloadición , Fungicidas Industriales/toxicidad , Glicerol/toxicidad , Lactuca/efectos de los fármacos , Triazoles/química , Triazoles/toxicidad
15.
J Agric Food Chem ; 63(41): 8981-90, 2015 Oct 21.
Artículo en Inglés | MEDLINE | ID: mdl-26416575

RESUMEN

The essential oil of Plectranthus amboinicus and its chemotypes, carvacrol and thymol, were evaluated on the germination and root and aerial growth of Lactuca sativa and Sorghum bicolor and in acting on the cell cycle of meristematic root cells of L. sativa. The main component found in the oil by analysis in gas chromatography-mass spectrometry and gas chromatography flame ionization detection was carvacrol (88.61% in area). At a concentration of 0.120% (w v(-1)), the oil and its chemotypes retarded or inhibited the germination and decreased root and aerial growth in monocot and dicot species used in the bioassays. In addition, all substances caused changes in the cell cycle of the meristematic cells of L. sativa, with chromosomal alterations occurring from the 0.015% (w v(-1)) concentration. The essential oil of P. amboinicus, carvacrol, and thymol have potential for use as bioherbicides.


Asunto(s)
Monoterpenos/toxicidad , Aceites Volátiles/toxicidad , Extractos Vegetales/toxicidad , Plectranthus/química , Timol/toxicidad , Bioensayo , Cimenos , Lactuca/efectos de los fármacos , Lactuca/genética , Lactuca/crecimiento & desarrollo , Espectrometría de Masas , Monoterpenos/química , Aceites Volátiles/química , Extractos Vegetales/química , Hojas de la Planta/química , Semillas/efectos de los fármacos , Semillas/crecimiento & desarrollo , Sorghum/efectos de los fármacos , Sorghum/genética , Sorghum/crecimiento & desarrollo , Timol/química
16.
Ciênc. rural ; 45(7): 1154-1159, 07/2015. tab, graf
Artículo en Inglés | LILACS | ID: lil-749775

RESUMEN

Plant extracts have been studied as a promising source of natural insecticides. This study assessed the effect of the ethanol extract of Cymbopogon winterianus Jowitt (citronella grass) in comparison with an insecticide containing azadirachtin (ICA) on mortality and number of eggs of Tetranychus urticae Koch (Acari: Tetranychidae) in laboratory conditions. For the tests, the mites were sprayed with the aid of a Potter spray tower. To assess the mortality of females, LC50 value for extract of citronella grass and ICA was, respectively, 2.63 and 2.83%. With respect to the number of eggs, the greatest reduction was observed at a concentration of 5% for the evaluation period of 120h, both for the extract of citronella grass (86%) and for ICA (81%). These results suggest the potential of the ethanol extract of citronella grass to control of T. urticae. However, experiments, under field conditions, involving other populations of T. urticae should be performed to verify the efficacy of this extract as an alternative to be used in pest management programs.


Extratos vegetais têm sido estudados como uma fonte promissora de inseticidas naturais. Neste trabalho, foi avaliado o efeito do extrato etanólico de Cymbopogon winterianus Jowitt (capim-citronela) em comparação com um inseticida contendo azadiractina (ICA) sobre a mortalidade e o número de ovos de Tetranychus urticae Koch (Acari: Tetranychidae), em condições de laboratório. Para a realização dos ensaios, os ácaros foram pulverizados com o auxílio da torre de Potter. Para o teste de avaliação da mortalidade de fêmeas, a CL50, para o extrato de capim-citronela e ICA, foi, respectivamente, 2,63 e 2,83%. Em relação ao número de ovos, a maior redução foi observada na concentração de 5% no intervalo de avaliação de 120h, tanto para o extrato de capim-citronela (86%) quanto para o ICA (81%). Estes resultados sugerem que o extrato etanólico de capim-citronela apresenta potencial para ser utilizado no controle de T. urticae. Entretanto, ainda devem ser realizados experimentos em condições de campo, envolvendo outras populações de T. urticae, para averiguar a eficácia deste extrato como alternativa a ser utilizada em programas de manejo da praga.

17.
Biosci. j. (Online) ; 31(1): 1-8, jan./fev. 2015.
Artículo en Portugués | LILACS | ID: biblio-948739

RESUMEN

O declínio é a principal doença da goiabeira causada pelo parasitismo de Meloidogyne enterolobii e pelo fungo Fusarium solani, tem sido responsável pela erradicação de muitos pomares em âmbito nacional, o que resulta em elevada perda econômica aos produtores. Devido à crescente pressão da sociedade por produtos naturais e com o aumento da importância dos óleos essenciais no manejo de doenças de plantas, o objetivo deste trabalho foi identificar os principais componentes e avaliar o efeito fungitóxico do óleo essencial de Cymbopogon winterianus (citronela) sobre três isolados de Fusarium solani (UENF/CF163, UENF/CF241 e UENF/CF295). O óleo essencial foi obtido por hidrodestilação, utilizando o aparelho tipo Clevenger. Os compostos foram identificados por cromatografia gasosa e cromatografia gasosa com detector de massas do óleo essencial. Para avaliar o efeito dos óleos essenciais no crescimento micelial, esporulação e germinação de esporos do fungo, foram utilizadas alíquotas de 5, 10, 15, 20, 25 e 30 µL do óleo essencial que foram distribuídas na superfície do meio de cultura BDA contido em placas de Petri antes da repicagem do fungo. O delineamento experimental foi inteiramente casualizado num esquema fatorial 1 x 6 + 1, (um óleo, seis alíquotas e uma testemunha adicional), com 5 repetições. Os principais componentes encontrados no óleo de C. winterianus foram o geranial (28,62%), citronelol (23,62%) e neral (17,10%). A menor alíquota do óleo essencial de citronela (5µL) inibiu em mais de 90% a germinação de esporos dos isolados UENF/CF241 e UENF/CF295 e reduziu a produção de esporos em mais de 95% nos três isolados, indicando que esse óleo possui uma boa atividade fungitoxica para esses isolados.


The decline is the main disease of guava caused by parasitism of Meloidogyne enterolobii and the fungus Fusarium solani, has been responsible for the eradication of many orchards nationwide, resulting in high economic loss to producers. Due to increasing pressure from society for more natural products and to increase the importance of essential oils in the management of plant diseases, the aim of this study was to determine the chemical composition and evaluate the antifungal effect of the essential oil of Cymbopogon winterianus (citronella) on three isolates of Fusarium solani (UENF/CF 163, and UENF/CF241 UENF/CF295). The essential oil was obtained by hydrodistillation using the Clevenger type apparatus. The compounds were identified by gas chromatography and gas chromatography with mass detector essential oil. To evaluate the effect of essential oils on mycelial growth, sporulation and germination of spores of the fungus were used aliquots of 5, 10, 15, 20, 25 and 30 µl essential oil which were distributed on the surface of PDA culture medium contained in Petri dishes before subculturing the fungus. The experimental design was completely randomized with a 1 x 6 + 1, (an oil, six aliquots and an additional control) with 5 repetitions. The major components found in the oil of C. winterianus were geranial (28.62%), citronellol (23.62%) and neral (17.10%). The lowest essential oil of citronella (5µL) inhibited more than 90% spore germination of isolates UENF/CF241 and UENF/CF295 and reduced the production of spores in over 95% in three isolates.


Asunto(s)
Tylenchoidea , Aceites Volátiles , Cromatografía de Gases , Psidium , Cymbopogon , Fusarium
18.
Biosci. j. (Online) ; 31(1): 118-126, jan./fev. 2015.
Artículo en Portugués | LILACS | ID: biblio-963696

RESUMEN

Tetranychus urticae Koch (1836) (Acari: Tetranychidae), conhecido como ácaro rajado, é uma praga que pode reduzir a produção de frutos do morangueiro em até 80%. O controle desta praga por meio de acaricidas sintéticos tem proporcionado à destruição de organismos benéficos e o desenvolvimento de populações resistentes. Como alternativa ao controle tradicional, este trabalho teve como objetivo avaliar os efeitos do extrato de Sapindus saponaria e de solução sabão sobre a oviposição e mortalidade de fêmeas de T. urticae. Os ácaros foram pulverizados, com auxílio da Torre de Potter, usando formulações do extrato/solução sabão a 1, 2, 3, 4, 5% (m/v) e avaliados em 24, 72 e 120h. Verificou-se que o extrato de S. saponaria apresentou maior eficiência (CL50, 1,18%) do que a solução sabão (CL50, 1,31%). Em relação à atividade ovicida, o maior efeito foi observado com a formulação a 5% (m/v) após 120h, tanto para o extrato de S. saponaria (60,9%) quanto para solução sabão (84%). Os resultados observados, em condições de laboratório, são favoráveis à utilização do extrato de S. saponaria e de solução sabão no controle de T. urticae em programas de manejo fitossanitário para a cultura do morango.


Tetranychus urticae Koch (1836) (Acari: Tetranychidae), known as spider mite is a pest that can reduce fruit production in strawberry up to 80%. The control of the pest by synthetic acaricides has provided the destruction of beneficial organisms and development of resistant populations. As an alternative to traditional control, this study aimed to evaluate the effects of the extract from Sapindus saponaria and soap solution on the oviposition and mortality of females of T. urticae. The mites were sprayed with the aid of a Potter Tower, using formulations of extract/soap solution at 1, 2, 3, 4, 5% (w / v) and assessed at 24, 72 and 120h. It was found that the extract efficiency (LC50, 1.18%) than the soap solution (LC50, 1.31%). Regarding the ovicidal activity, the greatest effect was observed with the formulation at 5% (w / v) after 120 hours for both the extract (60.9%) as for soap solution (84%). The results observed in laboratory conditions are favorable to the use of the extract and soap solution to control T. urticae in pest management programs for the strawberry crop.


Asunto(s)
Tetranychidae , Fragaria , Sapindus , Acaricidas , Ácaros
19.
Biosci. j. (Online) ; 30(5 Supplement 2): 475-483, 2014. tab
Artículo en Portugués | LILACS | ID: biblio-947931

RESUMEN

Os óleos essenciais constituem um tipo de metabólito secundário de grande importância econômica e estão sendo cada vez mais estudados e utilizados como potentes inibidores de sementes e do crescimento de diversas plantas. O presente trabalho teve por objetivo a análise química qualitativa e quantitativa bem como a avaliação da atividade alelopática do óleo essencial extraído das folhas frescas de eucalipto (Eucalyptus citriodora) sobre a germinação e o desenvolvimento radicular das sementes de sorgo (Sorghum bicolor L.) e pepino (Cucumis sativus L.), cultivados em placa de Petri. O óleo essencial foi obtido por hidrodestilação, utilizando um aparelho tipo Clevenger, e analisado por cromatografia em fase gasosa com detector de ionização de chama e espectrometria de massas. Foi possível identificar doze constituintes químicos correspondendo a 97,69%, com predominância dos monoterpenos oxigenados citronelal (64,92%) e iso-isopulegol (10,20%) e do citronelol (8,25%). Os ensaios biológicos utilizando o óleo essencial mostraram que o mesmo apresenta efeito alelopático, prejudicando a germinação e o desenvolvimento da radícula das sementes de sorgo e pepino, sendo a redução da germinação mais pronunciada no sorgo, e que o aumento da concentração do óleo leva a uma redução linear na capacidade germinativa e no desenvolvimento da radícula.


Essential oils consist of a type of secondary metabolite that holds great economic importance, they have been increasingly studied and used as potent inhibitors of seeds and growth of various plants. The present work aimed at the qualitative and quantitative chemical analysis and evaluation of the allelopathic activity of the essential oil extracted from fresh leaves of eucalyptus (Eucalyptus citriodora) over the germination and root development of seeds of sorghum (Sorghum bicolor L.) and cucumber (Cucumis sativus L.), grown in a Petri dish. The essential oil was obtained by steam distillation, using a Clevenger apparatus, and analyzed by chromatography in gas phase with flame ionization detector and mass spectrometry. It was possible to identify twelve chemical constituents corresponding to 97.69%, with predominance of oxygenated monoterpenes citronellal (64.92%) and iso-isopulegol (10.20%) and citronellol (8.25%). The biological essays using the essential oil showed the presence of an allelopathic effect, affecting the germination and radicule length of sorghum and cucumber seeds, the germination reduction being more pronounced in sorghum, also the increase of the oil concentration leads to a linear decrease in the germination and in the radicule length.


Asunto(s)
Aceites Volátiles , Cucumis sativus , Sorghum , Eucalyptus , Alelopatía
20.
Biosci. j. (Online) ; 29(6): 1840-1847, nov./dec. 2013. tab
Artículo en Inglés | LILACS | ID: biblio-948368

RESUMEN

Phytovirus vectors Frankliniella schultzei (Trybom, 1920) (Thysanoptera: Thripidae) and Myzus persicae (Sulzer, 1776) (Hemiptera: Aphididae) feed on crops of great economic importance brings large economic losses worldwide to cultivated species such as tomato and cotton. F. schultzei transmits Tospovirus, Groundnut ring spot virus (GRSV) and Tomato spotted wilt virus (TSWV) to tomato plants and M. persicae transmits Potato virus Y (PVY), Tomato yellow top virus (ToYTV) and Tomato bottom yellow leaf virus (TBYLV) to tomato crops. Chemical constituents of essential oils have been increasingly studied because they present a wide range of biological activities. The aim of this work was to characterize Cymbopogon citratus essential oil and evaluate its potential insecticide activity against F. schultzei and M. persicae. The essential oil was obtained from fresh leaves by hydrodistillation using a Clevenger apparatus. Its yield (1.04%) was determined relative to the dry mass of the plant. Qualitative analysis was performed by gas chromatography coupled to mass spectrometry and chemical constituent content was determined by gas chromatography with a flame ionization detector. Nine compounds were identified, with geranial (49.98%) and neral (37.78%) being the major components. The insects were sprayed with C. citratus essential oil at different concentrations using a Potter tower. The LC50 values for M. persicae and F. schultzei were 0.28% and 1.49%, respectively. Essential oil from C. citratus is a promising natural alternative for developing pesticides to manage M. persicae.


Os vetores de fitovírus Frankliniella schultzei (Trybom, 1920) (Thysanoptera: Thripidae) e Myzus persicae (Sulzer, 1776) (Hemiptera: Aphididae) se alimentam de culturas de grande importância econômica, trazendo grandes perdas econômicas em todo o mundo para as espécies cultivadas, como tomate e algodão. F. schultzei transmite Tospovirus, Groundnut ring spot virus (GRSV) e Tomato spotted wilt virus (TSWV) em tomateiro and M. persicae transmite Potato virus Y (PVY), Tomato yellow top virus (ToYTV) e Tomato bottom yellow leaf virus (TBYLV) ao tomateiro. Os constituintes químicos dos óleos essenciais têm sido cada vez mais estudados, pois apresentam uma ampla gama de atividades biológicas. O objetivo deste trabalho foi caracterizar o óleo essencial de Cymbopogon citratus e avaliar o seu potencial inseticida sobre F. schultzei e M. persicae. O óleo essencial foi obtido a partir de folhas frescas por hidrodestilação utilizando um aparelho Clevenger. O seu rendimento (1,04%) foi determinado em relação à massa seca da planta. A análise qualitativa foi realizada por cromatografia gasosa acoplada a espectrometria de massa e o teor dos constituintes químicos foi determinado por cromatografia gasosa com detector de ionização de chama. Nove compostos foram identificados, com geranial (49,98%) e neral (37,78%), sendo os componentes principais. Os insetos foram pulverizados com óleo essencial de C. citratus em diferentes concentrações utilizando uma torre de Potter. Os valores de CL50 de M. persicae e F. schultzei foram de 0,28% e 1,49%, respectivamente. Óleo essencial de C. citratus é uma alternativa natural promissor para o desenvolvimento de inseticidas para o manejo de M. persicae.


Asunto(s)
Aceites Volátiles , Thysanoptera , Poaceae , Hemípteros , Insecticidas
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