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1.
Int J Biol Macromol ; 253(Pt 6): 127281, 2023 Dec 31.
Artigo em Inglês | MEDLINE | ID: mdl-37806422

RESUMO

Hydrogels made with depolymerized guar gum, oxidized with theoretical oxidation degrees of 20, 35 and 50 %, were obtained via Schiff's base reaction with N-succinyl chitosan. The materials obtained were subjected to characterization by FT-IR, rheology, swelling, degradation, and morphology. Additionally, their gelation time categorized all three hydrogels as injectable. The materials' swelling degrees in Phosphate-Buffered Saline (PBS) were in the range of 26-35 g of fluid/g gel and their pore size distribution was heterogeneous, with pores varying from 67 to 93 µm. All hydrogels degraded in PBS solution, but maintained around 40 % of their initial mass after 28 days, which was more than enough time for wound healing. The biomaterials were also flexible, self-repairing, adhesive and cytocompatible and presented intrinsic actions, regardless of the presence of additives or antibiotics, against gram-positive (Staphylococcus aureus, Staphylococcus epidermidis) and gram-negative bacteria (Escherichia coli). However, the most pronounced bactericidal effect was against resistant Staphylococcus aureus - MRSA. In vivo assays, performed with 50 % oxidized gum gel, demonstrated that this material exerted anti-inflammatory effects, accelerating the healing process and restoring tissues by approximately 99 % within 14 days. In conclusion, these hydrogels have unique characteristics, making them excellent candidates for wound-healing dressings.


Assuntos
Quitosana , Staphylococcus aureus Resistente à Meticilina , Hidrogéis/farmacologia , Quitosana/farmacologia , Espectroscopia de Infravermelho com Transformada de Fourier , Bandagens , Bactérias , Antibacterianos/farmacologia , Staphylococcus aureus
2.
Int J Biol Macromol ; 165(Pt A): 436-444, 2020 Dec 15.
Artigo em Inglês | MEDLINE | ID: mdl-32980410

RESUMO

Galactomannan extracted from Cassia fistula seed endosperm present little data related to the its structural characterization. This study reports the chemical characterization of the galactomannan from Cassia fistula (CF) and their oxidized derivatives. The extracted CF presented a yield of 26.5% (w/w) and the intrinsic viscosity [η] was 9.73 dL/g. 1D and 2D nuclear magnetic resonance spectroscopy (NMR) confirmed that the polysaccharide has a backbone of 4-linked ß-D-mannose units, and contains galactose units as pending groups. These galactose units are linked to the central core through a (1→6) linkage and the galactomannan presented Man/Gal ratio of 3.1/1. The galactomannan from Cassia fistula presents low cytotoxicity in Vero cells with a CC50 > 1000 µg/ml. The properties of CF resemble other commercially important galactomannans such as Locust bean gum. Three oxidized derivatives of CF were produced by periodate oxidation, which were carefully characterized by different structural techniques. It was observed that as the degree of oxidation increased, there was an increase in the Man/Gal ratio and a reduction in molar mass and viscosity. The polialdehyde produced may be explored as a versality material to react with amine group of the protein and amined polysaccharide to produce biomaterials.


Assuntos
Cassia/química , Mananas/química , Mananas/isolamento & purificação , Animais , Chlorocebus aethiops , Galactanos/química , Galactose/análogos & derivados , Mananas/farmacologia , Oxirredução , Gomas Vegetais/química , Células Vero
3.
Carbohydr Polym ; 174: 849-857, 2017 Oct 15.
Artigo em Inglês | MEDLINE | ID: mdl-28821140

RESUMO

Cashew gum (CG), an exudate polysaccharide from Anacardium occidentale trees, was carboxymethylated (CGCm) and oxidized (CGO). These derivatives were characterized by FTIR and zeta potential measurements confirming the success of carboxymethylation and oxidation reactions. Nanostructured multilayered films were then produced through layer-by-layer (LbL) assembly in conjugation with chitosan via electrostatic interactions or Schiff bases covalent bonds. The films were analyzed by QCM-D and AFM. CG functionalization increased the film thickness, with the highest thickness being achieved for the lowest oxidation degree. The roughest surface was obtained for the CGO with the highest oxidation degree due to the predominance of covalent Schiff bases. This work shows that nanostructured films can be assembled and stabilized by covalent bonds in alternative to the conventional electrostatic ones. Moreover, the functionalization of CG can increase its feasibility in multilayers films, widening its potential in biomedical, food industry, or environmental applications.

4.
Carbohydr Polym ; 157: 567-575, 2017 Feb 10.
Artigo em Inglês | MEDLINE | ID: mdl-27987963

RESUMO

Chemical modifications to cashew gum (CG) structure have been previously reported to obtain new physicochemical characteristics, however until now there were no reports of modifications by introduction of new functional groups to add cationic character. This study presents a quaternization route for CG using a quaternary ammonium reagent. The chemical features of the quaternized cashew gum derivatives (QCG) were analyzed by: FTIR, elemental analysis, degree of substitution, Zeta potential, 1H NMR and 1H-13C correlation (HSQC). QCG were evaluated for their anti-staphylococcal activity by determining minimum inhibitory and bactericidal concentrations against pathogenic Staphylococcus spp. and by imaging using atomic force microscopy. Moreover, the mammalian cell biocompatibility were also assessed through hemolytic and cell toxicity assays. QCG presented promising antimicrobial activity against methicillin-resistant S. aureus and biocompatibility on tested cells. These results show that QCG could be a promising tool in the development of biomaterials with an anti-septic action.


Assuntos
Anacardium/química , Antibacterianos/química , Gomas Vegetais/química , Animais , Materiais Biocompatíveis/química , Linhagem Celular , Eritrócitos/efeitos dos fármacos , Hemólise , Humanos , Staphylococcus aureus Resistente à Meticilina/efeitos dos fármacos , Camundongos , Testes de Sensibilidade Microbiana , Polímeros , Staphylococcus/efeitos dos fármacos
5.
J Pharm Pharmacol ; 67(7): 1017-27, 2015 Jul.
Artigo em Inglês | MEDLINE | ID: mdl-25808583

RESUMO

OBJECTIVES: The aim of the study was to investigate the anti-inflammatory, antioxidant and antinociceptive actions of PFPe, a polysaccharide fraction isolated from the dried fruit of the Passiflora edulis. METHODS: Animals were pretreated with PFPe (0.3, 1 or 3 mg/kg, i.p.) 1 h before induction of paw oedema by carrageenan, histamine, serotonin, compound 48/80 or prostaglandin E2 (PGE2). Neutrophil migration and vascular permeability were measured after carrageenan injection into the peritoneum, and the action of the PFPe on the tumour necrosis factor-alpha, interleukin-1 beta (IL-1ß), myeloperoxidase (MPO), glutathione (GSH) and malondialdehyde (MDA) levels was also evaluated. To assay nociception, we examined acetic acid-induced writhing, formalin-induced paw licking and response latency in the hot plate test. KEY FINDINGS: Pretreatment with PFPe significantly inhibited carrageenan-induced paw oedema. PFPe also reduced paw oedema induced by compound 48/80, histamine, serotonin, and PGE2 and compound 48/80-induced vascular permeability. In addition, PFPe significantly reduced the MPO activity, MDA and GSH concentrations, and IL-1ß level. In the nociception tests, PFPe reduced acetic acid-induced writhing and formalin-induced paw licking and did not increase the response latency time. CONCLUSIONS: Our results suggest that PFPe administration reduces the inflammatory response by modulation of the liberation or synthesis of histamine and serotonin, by reduction of neutrophil migration, IL-1ß levels, and oxidative stress and nociception.


Assuntos
Anti-Inflamatórios/farmacologia , Inflamação/tratamento farmacológico , Estresse Oxidativo/efeitos dos fármacos , Passiflora/química , Polissacarídeos/química , Polissacarídeos/farmacologia , Analgésicos/química , Analgésicos/farmacologia , Animais , Anti-Inflamatórios/química , Permeabilidade Capilar/efeitos dos fármacos , Carragenina/farmacologia , Dinoprostona/metabolismo , Edema/tratamento farmacológico , Edema/metabolismo , Glutationa/metabolismo , Histamina/metabolismo , Inflamação/metabolismo , Interleucina-1beta/metabolismo , Masculino , Malondialdeído/metabolismo , Camundongos , Neutrófilos/efeitos dos fármacos , Neutrófilos/metabolismo , Medição da Dor/métodos , Peroxidase/metabolismo , Extratos Vegetais/química , Extratos Vegetais/farmacologia , Serotonina/metabolismo , Fator de Necrose Tumoral alfa/metabolismo
6.
Carbohydr Polym ; 91(1): 92-9, 2013 Jan 02.
Artigo em Inglês | MEDLINE | ID: mdl-23044109

RESUMO

Chitosan of high molar mass and with 82% deacetylation was sulfated using two procedures and characterized. In the first method sample chitosan-S1 was produced using chlorosulfonic acid as the sulfating agent and N,N-dimethylformamide as the medium, and in the second method (chitosan-S2) formic acid was also used. The degrees of sulfation were 0.87 (chitosan-S1) and 0.67 (chitosan-S2). FTIR spectra showed bands at 1230, 800 and 580 cm(-1), attributed to sulfation. Moisture content followed the order: chitosan-S-0.87>chitosan-S-0.67>chitosan. Chain depolymerization was verified by GPC. Aqueous solutions showed pseudoplastic behavior and the viscosity at a concentration of 0.3% (w/v) was higher than that of healthy human tears (close to 3 mPas at shear rate 130 s(-1)). Substitutions in the C2NH and in C6OH groups were verified by NMR. Antimicrobial activity against Staphylococcus aureus and Pseudomonas aeruginosa was not observed. Considering that chitosan-S-0.67 had a higher solubility, less chain depolymerization, higher yield and better thermal stability in comparison with chitosan-S-0.87, the derivative with DS 0.67 offered the greatest potential for use in formulations of tear substitutes.


Assuntos
Antibacterianos/química , Antibacterianos/farmacologia , Quitosana/química , Quitosana/farmacologia , Soluções Oftálmicas/química , Soluções Oftálmicas/farmacologia , Sulfatos/química , Humanos , Concentração Osmolar , Pseudomonas aeruginosa/efeitos dos fármacos , Reologia , Staphylococcus aureus/efeitos dos fármacos
7.
Carbohydr Polym ; 92(1): 598-603, 2013 Jan 30.
Artigo em Inglês | MEDLINE | ID: mdl-23218341

RESUMO

Seaweeds are considered an important source of bioactive molecules. In this work the marine red alga Gracilaria caudata was submitted to aqueous extraction of their polysaccharides for 2 h at 100 °C. The polysaccharide fraction (PGC) presented a recovery of 32.8%. The sulfate content of PGC, calculated by S%, is 1 ± 0.2% and the degree of sulfation accounts for 0.13 ± 0.2. High-Performance Size-Exclusion Chromatography demonstrated that PGC consists of a high molecular weight polysaccharide (2.5 × 10(5)gmol(-1)). Chemical analysis of PGC was performed by microanalysis, infrared (FT-IR) and nuclear magnetic resonance (NMR, 1 and 2D) spectroscopy. The structure of PGC is mainly constituted by the alternating residues 3-linked-ß-D-galactopyranose and 4-linked-3,6-α-L-anhydrogalactose; however some hydroxyl groups were substituted by methyl groups and pyruvic acid acetal. The biological precursor of 3,6-α-L-anhydrogalactose (6-sulfate-α-l-galactose) was also detected.


Assuntos
Ágar/química , Gracilaria/química , Polissacarídeos , Galactose/análogos & derivados , Galactose/química , Espectroscopia de Ressonância Magnética , Estrutura Molecular , Polissacarídeos/química , Polissacarídeos/isolamento & purificação , Espectroscopia de Infravermelho com Transformada de Fourier
8.
Carbohydr Polym ; 87(1): 139-145, 2012 Jan 04.
Artigo em Inglês | MEDLINE | ID: mdl-34662942

RESUMO

A hot water-extracted polysaccharide fraction (PFCM) of Passiflora edulis was characterized by microanalysis, infrared spectroscopy, NMR and high performance size-exclusion chromatography. The major component in PFCM is (1→4) linked galacturonic acid (esterified and unesterified). Neutral sugars such as arabinose, glucose, rhamnose, mannose, and fucose were also present. Traces of xylose and ribose were detected. The PFCM sample had a similar molar mass to that of pectin extracted from P. edulis under acidic conditions. Sarcoma 180 tumors treated with PFCM showed a growth inhibition ratio ranging from 40.59% to 48.73% depending on the dosage and type of PFCM administration (oral or intraperitoneal). Toxicological analysis shows that PFCM increases the cell types involved in primary defense mechanisms and no significant changes in the biochemical parameters and organs (e.g., kidney and liver) were observed. However, the use of PFCM treatment increased the spleen weight when compared with the use of 5-fluorouracil.

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