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1.
Acta Biochim Pol ; 67(1): 123-129, 2020 03 18.
Artigo em Inglês | MEDLINE | ID: mdl-32187238

RESUMO

The objective of this study was to assess and scrutinize the competency of probiotic L. plantarum K25 to produce linoleic acid analogues in the medium supplemented with different concentrations of linoleic acid, ranging from 1% to 10%, in a dose dependent manner. The analogues produced were identified and quantitated by GC-MS and in silico studies were done to confirm enzymatic reactions involved in its conversion. The results showed that L. plantarum K25 could convert linoleic acid at different concentrations to 9 different fatty acid analogues at concentrations ranging from 0.01 to 17.24 mg/L. Among these metabolites, formation of an essential fatty acid, the linolenic acid, in media supplemented with 9% linoleic acid, is being reported for the first time. Putative candidate enzymes involved in biotransformation of linoleic acid into linoleic acid analogues were identified in the whole genome of L. plantarum K25, which was sequenced previously. In silico studies confirmed that many enzymes, including linoleate isomerase and dehydrogenase, may be involved in biotransformation of linoleic acid into linoleic acid analogues. Both enzymes could effectively bind the linoleic acid molecule, mainly by forming hydrogen bonding between the acidic groups of linoleic acid and the proline residues at the active sites of the enzymes, validating putative reaction partners.


Assuntos
Lactobacillus plantarum/metabolismo , Ácido Linoleico/metabolismo , Ácido alfa-Linolênico/metabolismo , Biotransformação , Domínio Catalítico , Simulação por Computador , Relação Dose-Resposta a Droga , Ácidos Graxos/metabolismo , Microbiologia de Alimentos/métodos , Cromatografia Gasosa-Espectrometria de Massas , Lactobacillus plantarum/enzimologia , Prolina , Ácido alfa-Linolênico/biossíntese
2.
Acta Biochim Pol ; 67(1): 99-109, 2020 Feb 07.
Artigo em Inglês | MEDLINE | ID: mdl-32031769

RESUMO

Lactobacillus plantarum YW11 capability to convert linoleic acid into conjugated linoleic acid and other metabolites was studied in a dose-dependent manner by supplementing LA at different concentrations. L. plantarum YW11 displayed a uniform distinctive growth curve of CLA and other metabolites at concentrations of LA ranging from 1% (w/v) to 10% (w/v), with slightly increased growth at higher LA concentrations. The biotransformation capability of L. plantarum YW11 evaluated by GC-MS revealed a total of one CLA isomer, i.e. 9-cis,11-trans-octadecadienoic acid, also known as the rumenic acid (RA), one linoleic acid isomer (linoelaidic acid), and LA metabolites: (E)-9-octadecenoic acid ethyl ester, trans, trans-9,12-octadecadienoic acid, propyl ester and stearic acid. All the metabolites of linoleic acid were produced from 1 to 10% LA supplemented MRS media, while surprisingly the only conjugated linoleic acid compound was produced at 10% LA. To assess the presence of putative enzymes, responsible for conversion of LA into CLA, in silico characterization was carried out. The in silico characterization revealed presence of four enzymes (10-linoleic acid hydratase, linoleate isomerase, acetoacetate decarboxylase and dehydrogenase) that may be involved in the production of CLA (rumenic acid) and LA isomers. The biotransformation ability of L. plantarum YW11 to convert LA into RA has great prospects for biotechnological and industrial implications that could be exploited in the future scale-up experiments.


Assuntos
Biotransformação , Lactobacillus plantarum/metabolismo , Ácido Linoleico/metabolismo , Ácidos Linoleicos Conjugados/metabolismo , Simulação por Computador , Microbiologia de Alimentos , Cromatografia Gasosa-Espectrometria de Massas , Humanos , Isomerismo , Lactobacillus plantarum/enzimologia
3.
PLoS One ; 11(8): e0161670, 2016.
Artigo em Inglês | MEDLINE | ID: mdl-27552161

RESUMO

The neotropical bracken fern Pteridium arachnoideum (Kaulf.) Maxon. (Dennstaedtiaceae) is described as an aggressive pioneer plant species. It invades abandoned or newly burned areas and represents a management challenge at these invaded sites. Native to the Atlantic Forest and Cerrado (Tropical Savanna) Brazilian biomes, P. arachnoideum has nevertheless become very problematic in these conservation hotspots. Despite some reports suggesting a possible role of allelopathy in this plant's dominance, until now there has been little evidence of isolated and individually identified compounds with phytotoxic activities present in its tissues or in the surrounding environment. Thus, the aim of this study was to investigate the allelopathic potential of P. arachnoideum by isolating and identifying any secondary metabolites with phytotoxic activity in its tissues, litter, and soil. Bioguided phytochemical investigation led to the isolation and identification of the proanthocyanidin selligueain A as the major secondary compound in the green fronds and litter of this fern. It is produced by P. arachnoideum in its green fronds, remains unaltered during the senescence process, and is the major secondary compound present in litter. Selligueain A showed phytotoxic activity against the selected target species sesame (Sesamum indicum) early development. In particular, the compound inhibited root and stem growth, and root metaxylem cell size but did not affect chlorophyll content. This compound can be considered as an allelochemical because it is present in the soil under P. arachnoideum patches as one of the major compounds in the soil solution. This is the first report of the presence of selligueain A in any member of the Dennstaedtiaceae family and the first time an isolated and identified allelochemical produced by members of the Pteridium species complex has been described. This evidence of selligueain A as a putative allelochemical of P. arachnoideum reinforces the role of allelopathy in the dominance processes of this plant in the areas where it occurs.


Assuntos
Alelopatia , Pteridium/química , Pteridium/fisiologia , Antibiose , Brasil , Estrutura Molecular , Compostos Fitoquímicos/química , Compostos Fitoquímicos/toxicidade , Extratos Vegetais/química , Extratos Vegetais/toxicidade , Raízes de Plantas/química , Raízes de Plantas/citologia , Raízes de Plantas/crescimento & desenvolvimento , Proantocianidinas , Sesamum/crescimento & desenvolvimento , Solo/química , Triticum/fisiologia
4.
Bioorg Med Chem ; 22(3): 1121-7, 2014 Feb 01.
Artigo em Inglês | MEDLINE | ID: mdl-24398381

RESUMO

In this work the synthesis and antiparasitical activity of new 1,5-diaryl-3-oxo-1,4-pentadienyl derivatives are described. First, compounds 1a, 1b, 1c and 1d were prepared by acid-catalyzed aldol reaction between 2-butanone and benzaldehyde, anisaldehyde, p-N,N-dimethylaminobenzaldehyde and p-nitrobenzaldehyde. Reacting each of the methyl ketones 1a, 1b, 1c and 1d with the p-substituted benzaldehydes under basic-catalyzed aldol reaction, we further prepared compounds 2a-2p. All twenty compounds were evaluated for antiproliferative activity, particularly for promastigote of Leishmania amazonensis and epimastigote of Trypanosoma cruzi. All compounds showed good activity while nitro compounds 2i and 2k showed inhibition activity at a few µM.


Assuntos
Antiparasitários/química , Antiparasitários/farmacologia , Leishmania/efeitos dos fármacos , Trypanosoma cruzi/efeitos dos fármacos , Animais , Antiparasitários/síntese química , Benzaldeídos/química , Células Cultivadas , Técnicas de Química Sintética , Avaliação Pré-Clínica de Medicamentos/métodos , Cetonas/química , Macrófagos/efeitos dos fármacos , Camundongos , Estrutura Molecular , Relação Estrutura-Atividade , Tripanossomicidas/química , Tripanossomicidas/farmacologia
5.
Ann Biomed Eng ; 38(11): 3500-8, 2010 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-20574766

RESUMO

This paper presents the simulation results of a novel technique to stimulate the brain using a carbon nanotubes (CNT) based optically activated stimulator. This technique could be a promising alternative solution to overcome the limitations occurring in the conventional electrical stimulation of the brain and the newly developed opto-genetic stimulation. In this technique, the CNT stimulator, which generated an electrical current when exposed to light, was implanted in the brain. This current stimulated the nearby neurons to generate an action potential. The simulation results illustrated that a single-wall carbon nanotube of 50 nm² size could stimulate a 40 µm² area of the brain, whereas a multiwall carbon nanotube could cover a 12 µm² area of the brain. Additionally, simulations were also performed to determine the optimal shape and appropriate coating material for commercial optical stimulators to maximize the stimulation efficacy in the brain.


Assuntos
Potenciais de Ação , Encéfalo , Terapia por Estimulação Elétrica/instrumentação , Terapia por Estimulação Elétrica/métodos , Nanotubos de Carbono , Dispositivos Ópticos , Animais , Camundongos , Óptica e Fotônica/instrumentação , Óptica e Fotônica/métodos
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