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1.
Microsc Microanal ; : 1-12, 2022 Mar 22.
Artigo em Inglês | MEDLINE | ID: mdl-35314015

RESUMO

The objective of this work was to characterize the ontogenesis of Protium spruceanum secretory ducts, to evaluate the effects of seasonality on that process, and to characterize the chemical nature of the resin. Morphometric, anatomical, micromorphometric, histochemical, and ultrastructural evaluations of shoot apexes and chemical analyses of the resin were performed. The ducts of schizolysigenous origin are distributed in the primary and secondary phloem. The subsecretory tissue is meristematic and can restore the secretory epithelium. Secretory epithelial cells have wall thickening resembling that of the Casparian strip that regulates secretion reflux. The main resin compounds are pentacyclic triterpenoids, α- and ß-amyrins, and α- and ß-amyrenones, which are reported here for the first time for this species. The presence of electron-dense and electron-opaque structures, in the secretory epithelial cells, are compatible with the triterpenes and mucilage identified in the resin. Rising temperatures, rainfall, and increasing day length induce the formation of ducts in the vascular cambium throughout Spring/Summer. The abundant production of resin rich in pentacyclic triterpenes indicates the potential use of the species for medicinal and cosmetic purposes. The understanding that secretory processes are concentrated during the Spring/Summer seasons will contribute to the definition of resin extraction management strategies.

2.
Molecules ; 27(6)2022 Mar 15.
Artigo em Inglês | MEDLINE | ID: mdl-35335256

RESUMO

Avocado (Persea americana) is a widely consumed fruit and a rich source of nutrients and phytochemicals. Its industrial processing generates peels and seeds which represent 30% of the fruit. Environmental issues related to these wastes are rapidly increasing and likely to double, according to expected avocado production. Therefore, this work aimed to evaluate the potential of hexane and ethanolic peel (PEL-H, PEL-ET) and seed (SED-H, SED-ET) extracts from avocado as sources of neuroprotective compounds. Minerals, total phenol (TPC), total flavonoid (TF), and lipid contents were determined by absorption spectroscopy and gas chromatography. In addition, phytochemicals were putatively identified by paper spray mass spectrometry (PSMS). The extracts were good sources of Ca, Mg, Fe, Zn, ω-6 linoleic acid, and flavonoids. Moreover, fifty-five metabolites were detected in the extracts, consisting mainly of phenolic acids, flavonoids, and alkaloids. The in vitro antioxidant capacity (FRAP and DPPH), acetylcholinesterase inhibition, and in vivo neuroprotective capacity were evaluated. PEL-ET was the best acetylcholinesterase inhibitor, with no significant difference (p > 0.05) compared to the control eserine, and it showed neither preventive nor regenerative effect in the neuroprotection assay. SED-ET demonstrated a significant protective effect compared to the control, suggesting neuroprotection against rotenone-induced neurological damage.


Assuntos
Fármacos Neuroprotetores , Persea , Acetilcolinesterase , Antioxidantes/química , Inibidores da Colinesterase/análise , Inibidores da Colinesterase/farmacologia , Cromatografia Gasosa-Espectrometria de Massas , Fármacos Neuroprotetores/análise , Fármacos Neuroprotetores/farmacologia , Persea/química , Compostos Fitoquímicos/farmacologia , Extratos Vegetais/química , Extratos Vegetais/farmacologia
3.
Food Microbiol ; 103: 103962, 2022 May.
Artigo em Inglês | MEDLINE | ID: mdl-35082079

RESUMO

Microbial communities associated with coffee fermentation have been widely investigated. However, few reports about self-induced anaerobiosis fermentation (SIAF) on microbial diversity and the chemical and sensory profile of coffees grown under different environmental conditions have been studied. This study evaluated the microbial, chemical, and sensorial profile of the natural and pulped coffee fermented with and without induced anaerobiosis. The microbial diversity was determined by plating and next-generation sequencing, the chemical profile through 1H NMR and chemometrics analysis, and sensory analysis was conducted by Temporal Dominance of Sensations (TDS). Three hundred and eighty microorganisms were isolated; 149 mesophilic bacteria, 147 lactic acid bacteria, and 84 yeasts. Hanseniaspora uvarum, Lactiplantibacillus plantarum, Leuconostoc mesenteroides, and Weissella cibaria were identified in Monte Carmelo, Três Pontas, Carmo de Minas, and Lajinha in Minas Gerais, Brazil. New generation sequencing (NGS) analysis identified a high yeast species diversity (74). Some metabolites such as chlorogenic acid, sucrose, lactic acid, and trigonelline were identified in fermented coffees with the joint analysis of NMR and the loadings of PC1. Monte Carmelo coffees processed by the pulped method stood out sensorially showed a higher dominance rate for woody, herbaceous and fruity attributes. The SIAF positively impacts microbial behavior, resulting in coffees with a more intensified fruity attribute.


Assuntos
Café , Microbiota , Anaerobiose , Quimiometria , Fermentação
4.
Bioorg Med Chem ; 46: 116366, 2021 09 15.
Artigo em Inglês | MEDLINE | ID: mdl-34438338

RESUMO

The severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) outbreak, which started in late 2019, drove the scientific community to conduct innovative research to contain the spread of the pandemic and to care for those already affected. Since then, the search for new drugs that are effective against the virus has been strengthened. Featuring a relatively low cost of production under well-defined methods of cultivation, fungi have been providing a diversity of antiviral metabolites with unprecedented chemical structures. In this review, we present viral RNA infections highlighting SARS-CoV-2 morphogenesis and the infectious cycle, the targets of known antiviral drugs, and current developments in this area such as drug repurposing. We also explored the metabolic adaptability of fungi during fermentation to produce metabolites active against RNA viruses, along with their chemical structures, and mechanisms of action. Finally, the state of the art of research on SARS-CoV-2 inhibitors of fungal origin is reported, highlighting the metabolites selected by docking studies.


Assuntos
Antivirais/farmacologia , Produtos Biológicos/farmacologia , Tratamento Farmacológico da COVID-19 , Fungos/química , SARS-CoV-2/efeitos dos fármacos , Animais , Antivirais/química , Produtos Biológicos/química , COVID-19/epidemiologia , Linhagem Celular , Reposicionamento de Medicamentos , Inibidores Enzimáticos/química , Inibidores Enzimáticos/farmacologia , Humanos , Pandemias , SARS-CoV-2/fisiologia
5.
J Fungi (Basel) ; 7(7)2021 Jul 07.
Artigo em Inglês | MEDLINE | ID: mdl-34356920

RESUMO

Filamentous fungi are known to biosynthesize an extraordinary range of azaphilones pigments with structural diversity and advantages over vegetal-derived colored natural products such agile and simple cultivation in the lab, acceptance of low-cost substrates, speed yield improvement, and ease of downstream processing. Modern genetic engineering allows industrial production, providing pigments with higher thermostability, water-solubility, and promising bioactivities combined with ecological functions. This review, covering the literature from 2020 onwards, focuses on the state-of-the-art of azaphilone dyes, the global market scenario, new compounds isolated in the period with respective biological activities, and biosynthetic pathways. Furthermore, we discussed the innovations of azaphilone cultivation and extraction techniques, as well as in yield improvement and scale-up. Potential applications in the food, cosmetic, pharmaceutical, and textile industries were also explored.

6.
Phytochemistry ; 190: 112894, 2021 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-34364088

RESUMO

The cuticle is the outermost region of the epidermal cell wall of plant aerial organs. The cuticle acts as a two-way lipid barrier for water diffusion; therefore, it plays a vital role in foliar water uptake (FWU). We hypothesised that the chemical composition of the cuticular waxes influences the FWU strategy that plants adopt in a foggy tropical ecosystem. We analysed the leaf cuticular waxes of six plant species known by their different FWU strategies, in both qualitative and quantitative approaches, to test this hypothesis. We also investigated the fine structure of the plant cuticle by scanning electron microscopy. Neither the total wax loads nor the amounts of single wax compound classes correlated to the FWU. In contrast, the qualitative chemical composition of the cuticular waxes was related to the water absorption speed but not to the maximum water absorbed. The presence of wax crystals might interfere with the FWU. Our findings suggest that a complex three-dimensional network of the cuticular compounds contributes to different strategies of FWU in six plant species from foggy tropical mountaintops.


Assuntos
Ecossistema , Água , Pradaria , Folhas de Planta , Ceras
7.
J Equine Vet Sci ; 103: 103684, 2021 08.
Artigo em Inglês | MEDLINE | ID: mdl-34281651

RESUMO

The incidence of equine metabolic syndrome, a condition that results in endocrinopathic laminitis, is increasing worldwide. Although it is well known that the development of this syndrome depends on imbalances in energy metabolism and genetic traits, its pathophysiology remains unclear. Hydrogen nuclear magnetic resonance (1H NMR) is a powerful tool used to compare metabolic profiles and to discriminate metabolites in living beings. The aim was to apply this technology to detect blood biomarkers candidates in horses that were previously demonstrated to developed metabolic changes when subjected to induced obesity. Nine Mangalarga Marchador horses received a hypercaloric diet for 5 months and serum metabolomic analysis was performed before, during, and after the diet period. The 1H NMR results were subjected to multivariate analysis and NMR analysis allowed to identify six compounds (alanine, threonine, choline, α-glucose, ß-glucose, and creatinine), and observe the increasing choline level over the assessment period in four animals. A hypercaloric diet altered the metabolic profile of horses, with an individual bias in the time at which these changes occurred. This study is the first to describe metabolomic compounds in Mangalarga Marchador horses subjected to a hypercaloric diet rich in non-structural carbohydrates.


Assuntos
Doenças dos Cavalos , Metaboloma , Animais , Dieta/veterinária , Cavalos , Espectroscopia de Ressonância Magnética , Obesidade/veterinária , Prótons
8.
Mater Sci Eng C Mater Biol Appl ; 118: 111322, 2021 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-33254960

RESUMO

In this study we prepared annatto-loaded cellulose acetate nanofiber scaffolds and evaluated both in vitro cytotoxicity and potential for wound healing in a rat model. Annatto extract, which has been used to accelerate wound healing, was added to cellulose acetate polymer and the resulting material was used to produce nanofiber scaffolds via electrospinning. Physicochemical, and thermal evaluation of the resulting nanofiber mats showed that incorporating annatto did not significantly affect the thermal or chemical stability of the polymer. Annatto extract did not demonstrate cytotoxicity in the HET-CAM assay or MTT assay for fibroblast culture. Scanning electron microscopy of the fibroblasts confirmed that cells spread and penetrated into the nanofiber. In vivo experiments confirmed that cellulose acetate retained its biocompatibility when associated with crude annatto extract, and suggested that dose/response modulation occurs between the annatto-functionalized nanofibers and mast cells, indicating the potential of this material for wound healing applications.


Assuntos
Nanofibras , Animais , Bixaceae , Carotenoides , Celulose/análogos & derivados , Extratos Vegetais/farmacologia , Ratos , Cicatrização
9.
Parasit Vectors ; 13(1): 527, 2020 Oct 20.
Artigo em Inglês | MEDLINE | ID: mdl-33081837

RESUMO

BACKGROUND: Infection by nematodes is a problem for human health, livestock, and agriculture, as it causes deficits in host health, increases production costs, and incurs a reduced food supply. The control of these parasites is usually done using anthelmintics, which, in most cases, have not been fully effective. Therefore, the search for new molecules with anthelmintic potential is necessary. METHODS: In the present study, we isolated and characterized molecules from the nematophagous fungus Pochonia chlamydosporia and tested these compounds on three nematodes: Caenorhabditis elegans; Ancylostoma ceylanicum; and Ascaris suum. RESULTS: The ethyl acetate extract showed nematicidal activity on the nematode model C. elegans. We identified the major substance present in two sub-fractions of this extract as ketamine. Then, we tested this compound on C. elegans and the parasites A. ceylanicum and A. suum using hamsters and mice as hosts, respectively. We did not find a difference between the animal groups when considering the number of worms recovered from the intestines of animals treated with ketamine (6 mg) and albendazole (P > 0.05). The parasite burden of larvae recovered from the lungs of mice treated with ketamine was similar to those treated with ivermectin. CONCLUSIONS: The results presented here demonstrate the nematicidal activity of ketamine in vitro and in vivo, thus confirming the nematicidal potential of the molecule present in the fungus P. chlamydosporia may consist of a new method of controlling parasites.


Assuntos
Hypocreales/metabolismo , Ketamina , Nematoides , Albendazol/farmacologia , Ancylostoma/efeitos dos fármacos , Animais , Antinematódeos/metabolismo , Antinematódeos/farmacologia , Ascaris suum/efeitos dos fármacos , Caenorhabditis elegans/efeitos dos fármacos , Cricetinae , Ivermectina/farmacologia , Ketamina/metabolismo , Ketamina/farmacologia , Camundongos , Nematoides/efeitos dos fármacos , Nematoides/microbiologia , Controle Biológico de Vetores/métodos
10.
Invest New Drugs ; 38(4): 1044-1055, 2020 08.
Artigo em Inglês | MEDLINE | ID: mdl-31781904

RESUMO

Gliomas account for nearly 70% of the central nervous system tumors and present a median survival of approximately 12-17 months. Studies have shown that administration of novel natural antineoplastic agents is been highly effective for treating gliomas. This study was conducted to investigate the antitumor potential (in vitro and in vivo) of Miconia chamissois Naudin for treating glioblastomas. We investigated the cytotoxicity of the chloroform partition and its sub-fraction in glioblastoma cell lines (GAMG and U251MG) and one normal cell line of astrocytes. The fraction showed cytotoxicity and was selective for tumor cells. Characterization of this fraction revealed a single compound, Matteucinol, which was first identified in the species M. chamissois. Matteucinol promoted cell death via intrinsic apoptosis in the adult glioblastoma lines. In addition, Matteucinol significantly reduced the migration, invasion, and clonogenicity of the tumor cells. Notably, it also reduced tumor growth and angiogenesis in vivo. Moreover, this agent showed synergistic effects with temozolomide, a chemotherapeutic agent commonly used in clinical practice. Our study demonstrates that Matteucinol from M chamissois is a promising compound for the treatment of glioblastomas and may be used along with the existing chemotherapeutic agents for more effective treatment.


Assuntos
Antineoplásicos Fitogênicos/uso terapêutico , Cromonas/uso terapêutico , Glioblastoma/tratamento farmacológico , Animais , Antineoplásicos Fitogênicos/isolamento & purificação , Antineoplásicos Fitogênicos/farmacologia , Apoptose/efeitos dos fármacos , Linhagem Celular Tumoral , Movimento Celular/efeitos dos fármacos , Sobrevivência Celular/efeitos dos fármacos , Embrião de Galinha , Membrana Corioalantoide/irrigação sanguínea , Membrana Corioalantoide/efeitos dos fármacos , Cromonas/isolamento & purificação , Cromonas/farmacologia , Glioblastoma/irrigação sanguínea , Humanos , Melastomataceae , Potencial da Membrana Mitocondrial/efeitos dos fármacos , Neovascularização Patológica/tratamento farmacológico , Extratos Vegetais , Folhas de Planta
11.
Inflammopharmacology ; 27(2): 397-408, 2019 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-29372359

RESUMO

BACKGROUND: Annona crassiflora Mart., popularly known as "Araticum", is a native tree of the Brazilian Cerrado used in folk medicine for treatment of pain and inflammatory diseases. We proposed to analyze analgesic and anti-inflammatory properties of the filtrate (F1) and the precipitate (F2) of the hydroalcoholic fraction from the leaves of Annona crassiflora Mart. in mice. MATERIALS AND METHODS: Swiss mice were submitted to formalin-induced nociception test and tail-flick reflex test, to assess antinociceptive properties, and to the rota-rod test, for motor performance analyses. To evaluate anti-inflammatory properties, F1 and F2 were orally administered 1 h prior to the intrathoracic injection of carrageenan, zymosan, LPS, CXCL8, or vehicle in Balb/c mice and neutrophil infiltration was evaluated 4 h after injection. RESULTS: F1 and F2 reduced the licking time in the second phase of formalin-induced nociception test, but only F2 showed a dose-dependent response. Neither F1 nor F2 reduced the latency time in the tail-flick reflex test. In addition, motor performance alteration was not observed in F1- or F2-treated mice. F2 treatment significantly inhibited the neutrophilia induced by carrageenan, LPS, or CXCL8, but not zymosan. CONCLUSIONS: The experimental data demonstrated that hydroalcoholic fractions of Annona crassiflora Mart. leaves have remarkable anti-inflammatory and antinociceptive activities.


Assuntos
Analgésicos/farmacologia , Annona/química , Anti-Inflamatórios/farmacologia , Medição da Dor/efeitos dos fármacos , Extratos Vegetais/farmacologia , Folhas de Planta/química , Animais , Carragenina/farmacologia , Modelos Animais de Doenças , Camundongos , Camundongos Endogâmicos BALB C
12.
Planta Med ; 83(3-04): 261-267, 2017 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-27574895

RESUMO

Peltatoside is a natural compound isolated from leaves of Annona crassiflora Mart., a plant widely used in folk medicine. This substance is an analogue of quercetin, a flavonoid extensively studied because of its diverse biological activities, including analgesic effects. Besides, a previous study suggested, by computer structure analyses, a possible quercetin-CB1 cannabinoid receptor interaction. Thus, the aim of this work was to assess the antinociceptive effect of peltatoside and analyze the cannabinoid system involvement in this action. The mouse paw pressure test was used and hyperalgesia was induced by intraplantar injection of carrageenan (200 µg/paw). All used drugs were administered by intraplantar administration in Swiss male mice (n = 6). Peltatoside (100 µg/paw) elicited a local inhibition of hyperalgesia. The peripheral antinociceptive action of peltatoside was antagonized by the CB1 cannabinoid antagonist AM251 (160 µg/paw), but not by CB2 cannabinoid antagonist AM630 (100 µg/paw). In order to assess the role of endocannabinoids in this peripheral antinociceptive effect, we used (i) [5Z,8Z,11Z,14Z]-5,8,11,14-eicosatetraenyl-methyl ester phosphonofluoridic acid, an inhibitor of anandamide amidase; (ii) JZL184, an inhibitor for monoacylglycerol lipase, the primary enzyme responsible for degrading the endocannabinoid 2-arachidonoylglycerol; and (iii) VDM11, an endocannabinoid reuptake inhibitor. MAFP, JZL184, and VDM11 did not induce antinociception, respectively, at the doses 0.5, 3.8, and 2.5 µg/paw, however, these three drugs were able to potentiate the peripheral antinociceptive effect of peltatoside at an intermediary dose (50 µg/paw). Our results suggest that this natural substance is capable of inducing analgesia through the activation of peripheral CB1 receptors, involving endocannabinoids in this process.


Assuntos
Analgésicos/farmacologia , Canabinoides/metabolismo , Glicosídeos/farmacologia , Quercetina/análogos & derivados , Amidoidrolases/metabolismo , Analgésicos/química , Analgésicos/isolamento & purificação , Animais , Annona/química , Benzodioxóis/administração & dosagem , Benzodioxóis/farmacologia , Antagonistas de Receptores de Canabinoides/farmacologia , Carragenina/antagonistas & inibidores , Carragenina/farmacologia , Relação Dose-Resposta a Droga , Endocanabinoides/metabolismo , Glicosídeos/antagonistas & inibidores , Glicosídeos/química , Glicosídeos/isolamento & purificação , Hiperalgesia/tratamento farmacológico , Masculino , Camundongos , Monoacilglicerol Lipases/efeitos dos fármacos , Medição da Dor/efeitos dos fármacos , Piperidinas/administração & dosagem , Piperidinas/farmacologia , Extratos Vegetais/farmacologia , Pirazóis/farmacologia , Quercetina/antagonistas & inibidores , Quercetina/química , Quercetina/isolamento & purificação , Quercetina/farmacologia , Receptor CB1 de Canabinoide/antagonistas & inibidores , Receptor CB1 de Canabinoide/metabolismo , Receptor CB2 de Canabinoide/antagonistas & inibidores , Receptor CB2 de Canabinoide/metabolismo
13.
PeerJ ; 4: e1954, 2016.
Artigo em Inglês | MEDLINE | ID: mdl-27190702

RESUMO

The integration of invasive species into native food webs represent multifarious dynamics of ecological and evolutionary processes. We document incorporation of Prunus serotina (black cherry) into native insect food webs. We find that P. serotina harbours a herbivore community less dense but more diverse than its native relative, P. padus (bird cherry), with similar proportions of specialists and generalists. While herbivory on P. padus remained stable over the past century, that on P. serotina gradually doubled. We show that P. serotina may have evolved changes in investment in cyanogenic glycosides compared with its native range. In the leaf beetle Gonioctena quinquepunctata, recently shifted from native Sorbus aucuparia to P. serotina, we find divergent host preferences on Sorbus- versus Prunus-derived populations, and weak host-specific differentiation among 380 individuals genotyped for 119 SNP loci. We conclude that evolutionary processes may generate a specialized herbivore community on an invasive plant, allowing prognoses of reduced invasiveness over time. On the basis of the results presented here, we would like to caution that manual control might have the adverse effect of a slowing down of processes of adaptation, and a delay in the decline of the invasive character of P. serotina.

14.
Parasit Vectors ; 8: 113, 2015 Feb 19.
Artigo em Inglês | MEDLINE | ID: mdl-25885032

RESUMO

BACKGROUND: The aim of this work was to investigate the potential nematicidal activity of Annona crassiflora leaf extract against Caenorhabditis elegans. METHODS: The hydroalcoholic leaf extract and its fractions (dichloromethane, ethyl acetate, methanol and water) were submitted to mobility assay against the roundworm Caenorhabditis elegans. GC-MS and NMR analysis were performed in order to identify metabolites. RESULTS: The dichloromethane and ethyl acetate fractions showed to be the most active among the hydroalcoholic leaf extracts and its four fractions. The percentages of C. elegans larvae immobility were 98.13 and 89.66%, respectively, at a concentration of 1000 µg.mL(-1). Besides some amino acids, palmitic acid methyl ester, 2-isopropyl-5-methylcyclohexanol, oleic acid methyl esther, stearic acid methyl ester, quercetin and kaempferol were also identified in these fractions. CONCLUSION: The results indicated that of A. crassiflora leaf ethanolic extract has a good potential as a source for natural nematicide.


Assuntos
Annona/química , Anti-Helmínticos/farmacologia , Caenorhabditis elegans/efeitos dos fármacos , Extratos Vegetais/farmacologia , Folhas de Planta/química , Animais , Anti-Helmínticos/isolamento & purificação , Caenorhabditis elegans/fisiologia , Larva/efeitos dos fármacos , Larva/fisiologia , Locomoção/efeitos dos fármacos , Extratos Vegetais/isolamento & purificação , Análise de Sobrevida
15.
Nat Prod Res ; 28(16): 1254-9, 2014.
Artigo em Inglês | MEDLINE | ID: mdl-24678811

RESUMO

Annona crassiflora and Annonaceae plants are known to be used to treat malaria by traditional healers. In this work, the antimalarial efficacy of different fractions of A. crassiflora, particularly acetogenin, alkaloids and flavonoid-rich fractions, was determined in vivo using Plasmodium berghei-infected mice model and toxicity was accessed by brine shrimp assay. The A. crassiflora fractions were administered at doses of 12.5 mg/kg/day in a 4-day test protocol. The results showed that some fractions from woods were rich in acetogenins, alkaloids and terpenes, and other fractions from leaves were rich in alkaloids and flavonoids. The parasitaemia was significantly (p < 0.05, p < 0.001) reduced (57-75%) with flavonoid and alkaloid-rich leaf fractions, which also increased mean survival time of mice after treatment. Our results confirm the usage of this plant in folk medicine as an antimalarial remedy.


Assuntos
Acetogeninas/isolamento & purificação , Acetogeninas/farmacologia , Alcaloides/isolamento & purificação , Alcaloides/farmacologia , Annona/química , Antimaláricos/isolamento & purificação , Antimaláricos/farmacologia , Flavonoides/isolamento & purificação , Flavonoides/farmacologia , Acetogeninas/química , Alcaloides/química , Animais , Antimaláricos/química , Artemia/efeitos dos fármacos , Modelos Animais de Doenças , Flavonoides/química , Dose Letal Mediana , Malária/tratamento farmacológico , Medicina Tradicional , Camundongos , Estrutura Molecular , Folhas de Planta/química , Plasmodium berghei/efeitos dos fármacos
16.
Nat Prod Res ; 28(11): 808-11, 2014.
Artigo em Inglês | MEDLINE | ID: mdl-24571732

RESUMO

Annona crassiflora, a native tree from Brazilian Cerrado, is reported to possess several ethnomedical uses. Here, we report the isolation and unambiguous characterisation of the flavonoids quercetin-3-O-ß-D-glucopyranosil(1 â†’ 6)-O-α-L-arabinoside (1), known as peltatoside, kaempferol-3-O-ß-D-galactopyranoside (2), quercetin-3-O-ß-D-galactopyranoside (3), quercetin-3-O-ß-L-arabinopiranoside (4) and the ( - )-epicatechin (5) from the hydroalcoholic portion of the leaf ethanolic extract. Their structures were elucidated by using 1D and 2D NMR, ESI-MS, UV/Vis spectroscopy, optical rotation analysis and literature data comparison. The leaf ethanolic extract and its isolated compounds were evaluated by using antimicrobial, antioxidant and larvicidal assays, expressing antimicrobial and antioxidant activities. This is the first report on flavonoid isolation from A. crassiflora.


Assuntos
Flavonoides/isolamento & purificação , Glicosídeos/isolamento & purificação , Quercetina/análogos & derivados , Annona , Antioxidantes/química , Bacillus cereus/efeitos dos fármacos , Brasil , Candida albicans/efeitos dos fármacos , Escherichia coli/efeitos dos fármacos , Flavonoides/química , Flavonoides/farmacologia , Galactosídeos , Glicosídeos/química , Glicosídeos/farmacologia , Quempferóis , Testes de Sensibilidade Microbiana , Folhas de Planta/química , Quercetina/química , Quercetina/isolamento & purificação , Quercetina/farmacologia , Salmonella typhimurium/efeitos dos fármacos , Staphylococcus aureus/efeitos dos fármacos
17.
An Acad Bras Cienc ; 86(2): 829-839, 2014 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-30514008

RESUMO

Annona cornifolia A. St. -Hil. is a small annual perennial tree found in the Brazilian savannah; their green fruit is popularly used in the treatment of ulcers. The acetogenins isolated from the seeds of Annona cornifolia previously showed to possess antioxidant activity. In continuation of our investigations on the biological activities of acetogenins, four binary mixtures and ten pure adjacent bis-tetrahydrofuran annonaceous acetogenins were evaluated: the cytotoxic (against three human tumor cell lines), antifungal (against Paracoccidioides brasiliensis), trypanocidal (against Trypanosoma cruzi) and leishmanicidal (against Leishmania amazonensis) activities. Acetogenins presented cytotoxic activity confirming their potential use in anti-cancer therapy. Regarding leishmanicidal and trypanocidal activities, an inhibition of 87% of L. amazonensis amastigotes and 100% of T. cruzi amastigotes and trypomastigotes was observed, when tested at the concentration of 20 µg mL-1. Moreover, six acetogenins showed more activity against all the three tested isolates of P. brasiliensis than trimethoprim-sulfamethoxazole, a drug used for treating paracoccidioidomycosis. Thus, acetogenins may be an alternative in treating a number of diseases that have a huge impact on millions of people worldwide. This paper reports for the first time the antifungal, leishmanicidal and trypanocidal activities for these acetogenins.

18.
Phytochem Anal ; 25(2): 122-6, 2014.
Artigo em Inglês | MEDLINE | ID: mdl-24115144

RESUMO

INTRODUCTION: Prunus serotina is native to North America but has been invasively introduced in Europe since the seventeenth century. This plant contains cyanogenic glycosides that are believed to be related to its success as an invasive plant. For these compounds, chromatographic- or spectrometric-based (targeting on HCN hydrolysis) methods of analysis have been employed so far. However, the conventional methods require tedious preparation steps and a long measuring time. OBJECTIVE: To develop a fast and simple method to quantify the cyanogenic glycosides, amygdalin and prunasin in dried Prunus serotina leaves without any pre-purification steps using (1) H-NMR spectroscopy. METHODS: Extracts of Prunus serotina leaves using CH3 OH-d4 and KH2 PO4 buffer in D2 O (1:1) were quantitatively analysed for amygdalin and prunasin using (1) H-NMR spectroscopy. Different internal standards were evaluated for accuracy and stability. The purity of quantitated (1) H-NMR signals was evaluated using several two-dimensional NMR experiments. RESULTS: Trimethylsilylpropionic acid sodium salt-d4 proved most suitable as the internal standard for quantitative (1) H-NMR analysis. Two-dimensional J-resolved NMR was shown to be a useful tool to confirm the structures and to check for possible signal overlapping with the target signals for the quantitation. Twenty-two samples of P. serotina were subsequently quantitatively analysed for the cyanogenic glycosides prunasin and amygdalin. CONCLUSION: The NMR method offers a fast, high-throughput analysis of cyanogenic glycosides in dried leaves permitting simultaneous quantification and identification of prunasin and amygdalin in Prunus serotina.


Assuntos
Amigdalina/análise , Glicosídeos/análise , Espectroscopia de Ressonância Magnética/métodos , Nitrilas/análise , Extratos Vegetais/análise , Prunus/química , Amigdalina/química , Amigdalina/isolamento & purificação , Glicosídeos/química , Glicosídeos/isolamento & purificação , Hidrogênio/análise , Nitrilas/química , Nitrilas/isolamento & purificação , Extratos Vegetais/química , Extratos Vegetais/isolamento & purificação , Folhas de Planta/química , Propionatos/normas , Padrões de Referência , Reprodutibilidade dos Testes , Sensibilidade e Especificidade , Fatores de Tempo , Compostos de Trimetilsilil/normas
19.
Methods Mol Biol ; 1055: 117-27, 2013.
Artigo em Inglês | MEDLINE | ID: mdl-23963907

RESUMO

Metabolomics is a comprehensive profiling tool used to identify qualitatively and quantitatively all the metabolites present in a biological system. As the number of metabolites in a living being is assumed to be around 30,000, it is necessary to use an adequate extraction procedure and a good analytical technique to perform metabolomic analyses. Each analytical platform used in metabolomics has both advantages and disadvantages in terms of the sensitivity and resolution for metabolites to be detected. Of the methods, nuclear magnetic resonance (NMR) spectroscopy has been proved to have several advantages over other MS-based methods. NMR provides an efficient, robust, and nondestructive metabolomics analysis of crude extracts or samples as well as easy quantitation without calibration curves for each metabolite, although it shows relatively low sensitivity than MS-based methods. Thus, NMR-based metabolomics have been often used for the first step to capture the insight of the metabolome of organisms. This chapter presents general steps of NMR-based metabolomic analysis involved in the study of biodiversity.


Assuntos
Espectroscopia de Ressonância Magnética/métodos , Metabolômica/métodos , Animais , Biodiversidade , Humanos
20.
Rev. Soc. Bras. Med. Trop ; 44(6): 777-780, Nov.-Dec. 2011. tab
Artigo em Inglês | LILACS | ID: lil-611762

RESUMO

INTRODUCTION: Fatty acids are abundant in vegetable oils. They are known to have antibacterial and antifungal properties. METHODS: Antifungal susceptibility was evaluated by broth microdilution assay following CLSI (formerly the NCCLS) guidelines against 16 fungal strains of clinical interest. RESULTS: In this work, fatty acid methyl esters (FAME) was able to inhibit 12 clinical strains of the pathogenic fungus Paracoccidioides brasiliensis and were also active in the bioautographic assay against Cladosporium sphaerospermum. CONCLUSIONS: FAME was a more potent antifungal than trimethoprim-sulfamethoxazole against P. brasiliensis under the experimental conditions tested.


INTRODUÇÃO: Os ácidos graxos são abundantes em óleos vegetais. Eles são conhecidos por suas propriedades antibacterianas e antifúngicas. MÉTODOS: A suscetibilidade a antifúngicos foi avaliada pelo ensaio de microdiluição em caldo de acordo com CLSI (anteriormente NCCLS) sobre 16 isolados de interesse clínico. RESULTADOS: Nesse trabalho, os ésteres metílicos de ácidos graxos (FAME) inibiram doze isolados clínicos do fungo patogênico Paracoccidioides brasiliensis, e também foi muito ativo no ensaio de bioautografia sobre o fungo Cladosporium sphaerospermum. CONCLUSÕES: FAME foi um antifúngico mais potente do que sulfametoxazol-trimetoprim contra P. brasiliensis, nas condições utilizadas no presente trabalho.


Assuntos
Annona/química , Antifúngicos/farmacologia , Ácidos Graxos/farmacologia , Éteres Metílicos/farmacologia , Paracoccidioides/efeitos dos fármacos , Extratos Vegetais/farmacologia , Antifúngicos/isolamento & purificação , Candida/classificação , Candida/efeitos dos fármacos , Cryptococcus gattii/efeitos dos fármacos , Ácidos Graxos/isolamento & purificação , Testes de Sensibilidade Microbiana , Éteres Metílicos/isolamento & purificação , Sementes/química
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