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1.
Water Environ Res ; 96(8): e11110, 2024 Aug.
Artículo en Inglés | MEDLINE | ID: mdl-39155465

RESUMEN

This study introduces draw solutions for application in forward osmosis (FO) processes, combining mono propylene glycol propyl ether (PGPE) with the cellulose derivative hydroxypropyl cellulose (HPC). A total of 16 unique single-solute and ternary organic draw solutions were prepared and evaluated, leading to the selection of three promising solutions for further investigation. Notably, eight of the initial organic draw solutions demonstrated osmotic pressures exceeding 2.4 MPa. The dynamic viscosities of all draw solutions exhibited a significant reduction with increasing temperature. Among the investigated solutions, the 0.25HPC-3.75PGPE demonstrated the most favorable FO performance, achieving average experimental water fluxes of 11.062 and 9.852 Lm-2 h-1 (LMH) against a 1 g/L NaCl brackish feed solution across two FO runs. PRACTITIONER POINTS: Hydroxypropyl cellulose (HPC, MW ~100,000) was mixed with propylene glycol propyl ether (PGPE) as draw solutes for FO processes. Seven combinations of HPC and PGPE produced osmolalities greater than 1000 mOsm/kg. 0.5HPC-7.5PGPE ternary draw solution achieved experimental water fluxes of 11.062 and 9.852 LMH against 1 g/L NaCl brackish feed solution. Leveraging the LCSTs of these ternary organic solutions holds promise for improved separation and regeneration processes.


Asunto(s)
Celulosa , Ósmosis , Aguas Salinas , Purificación del Agua , Celulosa/química , Celulosa/análogos & derivados , Purificación del Agua/métodos , Aguas Salinas/química , Glicoles de Propileno/química
2.
J Biochem ; 176(3): 245-254, 2024 Sep 03.
Artículo en Inglés | MEDLINE | ID: mdl-38987935

RESUMEN

3,3,3-Trifluoro-1,2-propanediol undergoes complete defluorination in two distinct steps: first, the conversion into 3,3,3-trifluoropropionaldehyde catalyzed by adenosylcobalamin (coenzyme B12)-dependent diol dehydratase; second, non-enzymatic elimination of all three fluorides from this aldehyde to afford malonic semialdehyde (3-oxopropanoic acid), which is decarboxylated to acetaldehyde. Diol dehydratase accepts 3,3,3-trifluoro-1,2-propanediol as a relatively poor substrate, albeit without significant mechanism-based inactivation of the enzyme during catalysis. Optical and electron paramagnetic resonance (EPR) spectra revealed the steady-state formation of cob(II)alamin and a substrate-derived intermediate organic radical (3,3,3-trifluoro-1,2-dihydroxyprop-1-yl). The coenzyme undergoes Co-C bond homolysis initiating a sequence of reaction by the generally accepted pathway via intermediate radicals. However, the greater steric size of trifluoromethyl and especially its negative impact on the stability of an adjacent radical centre compared to a methyl group has implications for the mechanism of the diol dehydratase reaction. Nevertheless, 3,3,3-trifluoropropionaldehyde is formed by the normal diol dehydratase pathway, but then undergoes non-enzymatic conversion into acetaldehyde, probably via 3,3-difluoropropenal and malonic semialdehyde.


Asunto(s)
Acetaldehído , Cobamidas , Propanodiol Deshidratasa , Acetaldehído/metabolismo , Acetaldehído/química , Propanodiol Deshidratasa/metabolismo , Propanodiol Deshidratasa/química , Cobamidas/metabolismo , Cobamidas/química , Fluoruros/metabolismo , Fluoruros/química , Glicoles de Propileno/metabolismo , Glicoles de Propileno/química
3.
Biomater Adv ; 162: 213923, 2024 Sep.
Artículo en Inglés | MEDLINE | ID: mdl-38875803

RESUMEN

Bioengineering seeks to replicate biological tissues exploiting scaffolds often based on polymeric biomaterials. Digital light processing (DLP) has emerged as a potent technique to fabricate tissue engineering (TE) scaffolds. However, the scarcity of suitable biomaterials with desired physico-chemical properties along with processing capabilities limits DLP's potential. Herein, we introduce acrylate-endcapped urethane-based polymers (AUPs) for precise physico-chemical tuning while ensuring optimal computer-aided design/computer-aided manufacturing (CAD/CAM) mimicry. Varying the polymer backbone (i.e. poly(ethylene glycol) (PEG) versus poly(propylene glycol) (PPG)) and photo-crosslinkable endcap (i.e. di-acrylate versus hexa-acrylate), we synthesized a series of photo-crosslinkable materials labeled as UPEG2, UPEG6, UPPG2 and UPPG6. Comprehensive material characterization including physico-chemical and biological evaluations, was followed by a DLP processing parametric study for each material. The impact of the number of acrylate groups per polymer (2 to 6) on the physico-chemical properties was pronounced, as reflected by a reduced swelling, lower water contact angles, accelerated crosslinking kinetics, and increased Young's moduli upon increasing the acrylate content. Furthermore, the different polymer backbones also exerted a substantial effect on the properties, including the absence of crystallinity, remarkably reduced swelling behaviors, a slight reduction in Young's modulus, and slower crosslinking kinetics for UPPG vs UPEG. The mechanical characteristics of DLP-printed samples showcased the ability to tailor the materials' stiffness (ranging from 0.4 to 5.3 MPa) by varying endcap chemistry and/or backbone. The in vitro cell assays confirmed biocompatibility of the material as such and the DLP-printed discs. Furthermore, the structural integrity of 3D scaffolds was preserved both in dry and swollen state. By adjusting the backbone chemistry or acrylate content, the post-swelling dimensions could be customized towards the targeted application. This study showcases the potential of these materials offering tailorable properties to serve many biomedical applications such as cartilage TE.


Asunto(s)
Acrilatos , Materiales Biocompatibles , Polietilenglicoles , Uretano , Acrilatos/química , Polietilenglicoles/química , Materiales Biocompatibles/química , Uretano/química , Ingeniería de Tejidos/métodos , Humanos , Andamios del Tejido/química , Luz , Ensayo de Materiales/métodos , Polímeros/química , Glicoles de Propileno/química , Poliuretanos/química
4.
J Phys Chem B ; 128(25): 6151-6166, 2024 Jun 27.
Artículo en Inglés | MEDLINE | ID: mdl-38845485

RESUMEN

This study investigates the nanoscale self-assembly from mixtures of two symmetrical poly(ethylene oxide)-poly(propylene oxide)-pol(ethylene oxide) (PEO-PPO-PEO) block copolymers (BCPs) with different lengths of PEO blocks and similar PPO blocks. The blended BCPs (commercially known as Pluronic F88 and L81, with 80 and 10% PEO, respectively) exhibited rich phase behavior in an aqueous solution. The relative viscosity (ηrel) indicated significant variations in the flow behavior, ranging from fluidic to viscous, thereby suggesting a possible micellar growth or morphological transition. The tensiometric experiments provided insight into the intermolecular hydrophobic interactions at the liquid-air interface favoring the surface activity of mixed-system micellization. Dynamic light scattering (DLS) and small-angle neutron scattering (SANS) revealed the varied structural morphologies of these core-shell mixed micelles and polymersomes formed under different conditions. At a concentration of ≤5% w/v, Pluronic F88 exists as molecularly dissolved unimers or Gaussian chains. However, the addition of the very hydrophobic Pluronic L81, even at a much lower (<0.2%) concentration, induced micellization and promoted micellar growth/transition. These results were further substantiated through molecular dynamics (MD) simulations, employing a readily transferable coarse-grained (CG) molecular model grounded in the MARTINI force field with density and solvent-accessible surface area (SASA) profiles. These findings proved that F88 underwent micellar growth/transition in the presence of L81. Furthermore, the potential use of these Pluronic mixed micelles as nanocarriers for the anticancer drug quercetin (QCT) was explored. The spectral analysis provided insight into the enhanced solubility of QCT through the assessment of the standard free energy of solubilization (ΔG°), drug-loading efficiency (DL%), encapsulation efficiency (EE%), and partition coefficient (P). A detailed optimization of the drug release kinetics was presented by employing various kinetic models. The [3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide] MTT assay, a frequently used technique for assessing cytotoxicity in anticancer research, was used to gauge the effectiveness of these QCT-loaded mixed nanoaggregates.


Asunto(s)
Micelas , Poloxámero , Polietilenglicoles , Poloxámero/química , Polietilenglicoles/química , Portadores de Fármacos/química , Interacciones Hidrofóbicas e Hidrofílicas , Humanos , Glicoles de Propileno/química , Viscosidad , Simulación de Dinámica Molecular
5.
Chembiochem ; 25(19): e202400178, 2024 Oct 01.
Artículo en Inglés | MEDLINE | ID: mdl-38742869

RESUMEN

Natural and pure p-coumaric acid has valuable applications, and it can be produced via bioprocessing. However, fermentation processes have so far been unable to provide sufficient production metrics, while a biocatalytic process decoupling growth and production historically showed much promise. This biocatalytic process is revisited in order to tackle product inhibition of the key enzyme tyrosine ammonia lyase. In situ product removal is proposed as a possible solution, and a polymer/salt aqueous two-phase system is identified as a suitable system for extraction of p-coumaric acid from an alkaline solution, with a partition coefficient of up to 13. However, a 10 % salt solution was found to reduce tyrosine ammonia lyase activity by 19 %, leading to the need for a more dilute system. The cloud points of two aqueous two-phase systems at 40 °C and pH 10 were found to be 3.8 % salt and 9.5 % polymer, and a 5 % potassium phosphate and 12.5 % poly(ethylene glycol-ran-propylene glycol) mW~2500 system was selected for in situ product removal. An immobilized tyrosine ammonia lyase biocatalyst in this aqueous two-phase system produced up to 33 g/L p-coumaric acid within 24 hours, a 1.9-fold improvement compared to biocatalysis without in situ product removal.


Asunto(s)
Amoníaco-Liasas , Biocatálisis , Ácidos Cumáricos , Propionatos , Ácidos Cumáricos/química , Ácidos Cumáricos/metabolismo , Amoníaco-Liasas/metabolismo , Amoníaco-Liasas/química , Propionatos/química , Propionatos/metabolismo , Enzimas Inmovilizadas/metabolismo , Enzimas Inmovilizadas/química , Concentración de Iones de Hidrógeno , Fosfatos/metabolismo , Fosfatos/química , Glicoles de Propileno/química , Glicoles de Propileno/metabolismo , Polietilenglicoles/química , Polietilenglicoles/metabolismo , Compuestos de Potasio
6.
Biomacromolecules ; 25(6): 3583-3595, 2024 Jun 10.
Artículo en Inglés | MEDLINE | ID: mdl-38703359

RESUMEN

Polyglycidol or polyglycerol (PG), a polyether widely used in biomedical applications, has not been extensively studied in its branched cyclic form (bcPG), despite extensive research on hyperbranched PG (HPG). This study explores the biomedical promise of bcPG, particularly its ability to cross the blood-brain barrier (BBB). We evaluate in vitro biocompatibility, endothelial permeability, and formation of branched linear PG (blPG) as topological impurities in the presence of water. Small angle X-ray scattering in solution revealed a fractal dimension of approximately two for bcPG and the mixture bc+blPG, suggesting random branching. Comparisons of cytotoxicity and endothelial permeability between bcPG, bc+blPG, and HPG in a BBB model using hCMEC/D3 cells showed different biocompatibility profiles and higher endothelial permeability for HPG. bcPG showed a tendency to accumulate around cell nuclei, in contrast to the behavior of HPG. This study contributes to the understanding of the influence of polymer topology on biological behavior.


Asunto(s)
Materiales Biocompatibles , Barrera Hematoencefálica , Humanos , Barrera Hematoencefálica/metabolismo , Materiales Biocompatibles/química , Materiales Biocompatibles/farmacología , Polimerizacion , Células Endoteliales/efectos de los fármacos , Células Endoteliales/metabolismo , Polímeros/química , Polímeros/farmacología , Glicerol/química , Compuestos Epoxi/química , Línea Celular , Permeabilidad , Glicoles de Propileno/química , Propanoles/química
7.
Int J Mol Sci ; 25(9)2024 Apr 25.
Artículo en Inglés | MEDLINE | ID: mdl-38731902

RESUMEN

Investigation of chiroptical polymers in the solution phase is paramount for designing supramolecular architectures for photonic or biomedical devices. This work is devoted to the case study of poly(propylene oxide) (PPO) optical activity in several solvents: benzonitrile, carbon disulfide, chloroform, ethyl acetate, and p-dioxane. To attain information on the interactions in these systems, rheological testing was undertaken, showing distinct variations of the rheological parameters as a function of the solvent type. These aspects are also reflected in the refractive index dispersive behavior, from which linear and non-linear optical properties are extracted. To determine the circular birefringence and specific rotation of the PPO solutions, the alternative method of the channeled spectra was employed. The spectral data were correlated with the molecular modeling of the PPO structural unit in the selected solvents. Density functional theory (DFT) computational data indicated that the torsional potential energy-related to the O1-C2-C3-O4 dihedral angle from the polymer repeating unit-was hindered in solvation environments characterized by high polarity and the ability to interact via hydrogen bonding. This was in agreement with the optical characterization of the samples, which indicated a lower circular birefringence and specific rotation for the solutions of PPO in ethyl acetate and p-dioxane. Also, the shape of optical rotatory dispersion curves was slightly modified for PPO in these solvents compared with the other ones.


Asunto(s)
Solventes , Solventes/química , Glicoles de Propileno/química , Polipropilenos/química , Polímeros/química , Modelos Moleculares , Rotación , Enlace de Hidrógeno , Reología
8.
Food Chem ; 449: 139206, 2024 Aug 15.
Artículo en Inglés | MEDLINE | ID: mdl-38579658

RESUMEN

Novel aqueous biphasic systems (ABSs) developed with benzyl-based quaternary ammonium salts-deep eutectic solvents (DESs) and polypropylene glycol (PPG) were herein proposed. The liquid-liquid equilibrium and the partitioning behavior of pigments in the systems were addressed. The results suggested that the shorter the carbon chain length of the DES, the easier to form two phases. The analysis of mixed samples showed that the selective separation was achieved in the ABSs, including 99.47% of tartrazine in the DES-rich phase and 98.47% of sudan III in the PPG-rich phase. Additionally, the systems were successfully applied to the extraction of pigments from the actual beverage samples with recoveries ranging from 93.43% to 102.15%. Furthermore, the study on the separation mechanism indicated that the hydrogen bonding played a significant role in the separation process. All the above results highlight the proposed DES/polymer-based ABSs have great advantages in selective and high-performance separation of pigments from beverages.


Asunto(s)
Compuestos Azo , Bebidas , Disolventes Eutécticos Profundos , Polímeros , Bebidas/análisis , Polímeros/química , Disolventes Eutécticos Profundos/química , Glicoles de Propileno/química , Glicoles de Propileno/aislamiento & purificación , Colorantes/química , Colorantes/aislamiento & purificación , Solventes/química , Compuestos de Amonio Cuaternario/química
9.
J Biomater Sci Polym Ed ; 35(8): 1258-1272, 2024 06.
Artículo en Inglés | MEDLINE | ID: mdl-38457333

RESUMEN

Recently, we applied solution 2H-nuclear magnetic resonance spectroscopy (2H NMR) to analyze the water (deuterium oxide, D2O) structure in several biopolymers at ambient temperature. We established that polymers with good blood compatibility (i.e. poly(2-methoxyethyl acrylate) (PMEA)) have water observed at high magnetic fields (upfield) compared with bulk water. Polymers containing poly(propylene glycol) (PPG) or poly(propylene oxide) (PPO) exhibit good compatibility; however, the reason for this remains unclear. In addition, reports on the blood compatibility of PPO/PPG are limited. Therefore, PPG diester (PPGest) was prepared as a model polymer, and its blood compatibility and water structure were investigated. PPGest exhibited excellent blood compatibility. The water in PPGest was observed upfield by 2H NMR, and it was defined as non-freezing water via differential scanning calorimetry. Based on these observations, the relationship between the blood compatibility and water structure of PPGest is discussed by comparing with those of PMEA, and the reason for the good performance of PPG/PPO-based polymers is discussed.


Asunto(s)
Rastreo Diferencial de Calorimetría , Espectroscopía de Resonancia Magnética , Glicoles de Propileno , Agua , Glicoles de Propileno/química , Agua/química , Humanos , Materiales Biocompatibles/química , Ensayo de Materiales , Polímeros/química , Animales
10.
Macromol Rapid Commun ; 44(7): e2200902, 2023 Apr.
Artículo en Inglés | MEDLINE | ID: mdl-36564928

RESUMEN

The segmental dynamics of the side chains of poly(norbornene)-g-poly(propylene oxide) (PNB-g-PPO) bottlebrush polymer in comparison to PPO is studied by quasi-elastic neutron scattering. Having experimental time and length scale information simultaneously allows to extract spatial information in addition to relaxation time. Tethering one end of the PPO side chain onto a stiff PNB backbone slows down the segmental relaxation, over the length and time scales investigated. The power law dependence of the relaxation time on the momentum transfer, Q, indicates a more heterogeneous relaxation pattern for the bottlebrush polymer, whereas the linear PPO has less deviations from a homogenous relaxation. Similar conclusions can be drawn from the time dependent mean square displacement, 〈r2 (t)〉, and the non-Gaussian parameter, α2 (t). Herein, the bottlebrush polymer shows a more restricted dynamics, whereas the linear PPO reaches 〈r2 (t)〉∝t0.5 at the highest temperature. The deviations from Gaussian behavior are evident at the α2 (t). Both samples show a decaying α2 (t). The non-Gaussian parameter supports the results from the power law dependence of the relaxation times, with lower α2 (t) values for PPO compared to those for PNB-g-PPO, pointing to less deviations from Gaussian behavior.


Asunto(s)
Polímeros , Glicoles de Propileno , Polímeros/química , Glicoles de Propileno/química , Norbornanos
11.
Biomacromolecules ; 23(3): 1433-1442, 2022 03 14.
Artículo en Inglés | MEDLINE | ID: mdl-35132851

RESUMEN

Poloxamers consisting of poly(ethylene oxide) (PEO) and poly(propylene oxide) segments can protect cell membranes against various forms of stress. We investigated the role of the hydrophobic block chemistry on polymer/membrane binding and cell membrane protection by comparing a series of poly(butylene oxide)-b-PEO (PBO-b-PEO) copolymers to poloxamer analogues, using a combination of pulsed-field-gradient (PFG) NMR experiments and a lactate dehydrogenase (LDH) cell assay. We found that the more hydrophobic PBO-b-PEO copolymers bound more significantly to model liposomes composed of 1-palmitol-2-oleoyl-glycero-3-phosphocholine (POPC) compared to poly(propylene oxide) (PPO)/PEO copolymers. However, both classes of polymers performed similarly when compared by an LDH assay. These results present an important comparison between polymers with similar structures but with different binding affinities. They also provide mechanistic insight as enhanced polymer/lipid membrane binding did not directly translate to increased cell protection in the LDH assay, and therefore, additional factors need to be considered when trying to achieve greater membrane protection efficacy.


Asunto(s)
Óxido de Etileno , Polietilenglicoles , Alquenos , Citoprotección , Compuestos Epoxi , Lípidos , Óxidos , Poloxámero , Polietilenglicoles/química , Polímeros/química , Polímeros/farmacología , Glicoles de Propileno/química
12.
Molecules ; 27(2)2022 Jan 14.
Artículo en Inglés | MEDLINE | ID: mdl-35056847

RESUMEN

Olive leaf is a rich source of phenolic compounds with numerous activities related to skin health and appearance. In this study, a green extraction method was developed using eco-friendly solvents: polypropylene glycol (PPG), lactic acid (LA), and water. The optimal extraction conditions were established, including solvent, extraction time, technique (magnetic stirrer vs. ultrasound-assisted extraction), and herbal material/solvent ratio. The composition of the solvent mixture was optimized using a mixture design. The content of phenolic compounds, including oleuropein and verbascoside, was determined using high-performance liquid chromatography (HPLC) and spectrophotometric methods. Using different extraction conditions, three extracts were prepared and their phytochemical compositions and antioxidant and skin-related bioactivities were investigated. The extracts were excellent inhibitors of elastase, collagenase, tyrosinase, and lipoxygenase. The best activity was shown by the extract richest in phenolics and prepared using magnetic-stirrer-assisted extraction for 20 min, with 0.8 g of herbal material extracted in 10 mL of PPG/LA/water mixture (28.6/63.6/7.8, w/w/w), closely followed by the extract prepared using the same extraction conditions but with 0.42 g of herbal material. The investigated PPG/LA/water mixtures contributed to the overall enzyme-inhibitory activity of the extracts. The prepared extracts were appropriate for direct use in cosmetic products, thus saving the time and energy consumption necessary for the evaporation of conventional solvents.


Asunto(s)
Cosmecéuticos/farmacología , Inhibidores Enzimáticos/farmacología , Olea/química , Fenoles/aislamiento & purificación , Fitoquímicos/farmacología , Extractos Vegetales/farmacología , Hojas de la Planta/química , Cosmecéuticos/aislamiento & purificación , Ácido Láctico/química , Extractos Vegetales/aislamiento & purificación , Polímeros/química , Glicoles de Propileno/química
13.
Appl Biochem Biotechnol ; 194(1): 445-463, 2022 Jan.
Artículo en Inglés | MEDLINE | ID: mdl-34611857

RESUMEN

Quercetin (QCN) is a plant polyphenol with a variety of medicinal effects. Poor water solubility, on the other hand, restricts its therapeutic effectiveness. The purpose of this study was to develop mixed micellar systems using two biocompatible amphiphilic PEO-PPO-PEO triblock copolymers, Pluronic P123 (EO20-PO70-EO20) and Pluronic F88 (EO104-PO39-EO104), in order to enhance the aqueous solubility and oral bioavailability of QCN drug. The critical micelle concentrations (CMCs) of mixed P123/F88 micellar solutions were investigated using UV-visible spectroscopy with pyrene as a probe. Mixed P123/F88 micelles have low CMCs, indicating that they have a stable micelle structure even when diluted. The solubility of QCN in aqueous mixed P123/F88 micellar solutions at different temperatures was investigated to better understand drug entrapment. The QCN solubility increased with increasing temperature in the mixed P123/F88 micellar system. The QCN-incorporated mixed P123/F88 micelles were prepared using the thin-film hydration method and were well characterized in terms of size and morphology, compatibility, in vitro release and antioxidant profile. In addition, the cell proliferation activity of the mixed micelles was evaluated in the MCF-7 cell line. The QCN-incorporated mixed P123/F88 micelles had a small particle size (< 25 nm) and a negative zeta potential with a spherical shape. The in vitro release behaviour of QCN from a mixed P123/F88 micellar system was slower and more sustained at physiological conditions. The oxidation resistance of QCN-incorporating mixed P123/F88 micelles was shown to be considerably higher than that of pure QCN. An in vitro cell proliferation study revealed that QCN-incorporated mixed micells were effective in inhibiting tumour cell growth. In conclusion, the QCN-incorporated mixed P123/F88 micelle may be a promising approach to increase QCN oral bioavailability, antioxidant activity, and cell viability.


Asunto(s)
Proliferación Celular/efectos de los fármacos , Portadores de Fármacos , Micelas , Polietilenglicoles/química , Glicoles de Propileno/química , Quercetina , Portadores de Fármacos/química , Portadores de Fármacos/farmacología , Humanos , Células MCF-7 , Quercetina/química , Quercetina/farmacología
14.
Molecules ; 26(21)2021 Nov 05.
Artículo en Inglés | MEDLINE | ID: mdl-34771112

RESUMEN

In addition to dermatological complications, acne can affect the quality of life of individuals in numerous ways, such as employment, social habits and body dissatisfaction. According to our expertise, caprylic acid and propanediol would not have a direct action on Cutibacterium acnes. Despite this, we investigated the existence of a synergistic effect among xylitol, caprylic acid and propanediol as a mixture of compounds representing a single topical active ingredient that could benefit the treatment against acne. In vitro and in vivo assays were performed to challenge and to prove the efficacy of propanediol, xylitol and caprylic acid (PXCA) against acne. PXCA had its MIC challenged against C. acnes (formerly Propionibacterium acnes) and Staphylococcus aureus, resulting in concentrations of 0.125% and 0.25%, respectively, and it also developed antimicrobial activity against C. acnes (time-kill test). PXCA was able to reduce the 5-alpha reductase expression in 24% (p < 0.01) in comparison with the testosterone group. By the end of 28 days of treatment, the compound reduced the skin oiliness, porphyrin amount and the quantity of inflammatory lesions in participants. According to the dermatologist evaluation, PXCA improved the skin's general appearance, acne presence and size.


Asunto(s)
Acné Vulgar/tratamiento farmacológico , Antibacterianos/administración & dosificación , Antibacterianos/química , Antiinflamatorios/química , Antiinflamatorios/farmacología , Caprilatos/administración & dosificación , Glicoles de Propileno , Xilitol/administración & dosificación , Acné Vulgar/etiología , Caprilatos/química , Ensayos Clínicos como Asunto , Manejo de la Enfermedad , Susceptibilidad a Enfermedades , Humanos , Pruebas de Sensibilidad Microbiana , Glicoles de Propileno/química , Staphylococcus aureus/efectos de los fármacos , Resultado del Tratamiento , Xilitol/química
15.
Int J Mol Sci ; 22(17)2021 Sep 04.
Artículo en Inglés | MEDLINE | ID: mdl-34502513

RESUMEN

Gene therapy is an attractive therapeutic method for the treatment of genetic disorders for which the efficient delivery of nucleic acids into a target cell is critical. The present study is aimed at evaluating the potential of copolymers based on linear polyglycidol to act as carriers of nucleic acids. Functional copolymers with linear polyglycidol as a non-ionic hydrophilic block and a second block bearing amine hydrochloride pendant groups were prepared using previously synthesized poly(allyl glycidyl ether)-b-polyglycidol block copolymers as precursors. The amine functionalities were introduced via highly efficient radical addition of 2-aminoethanethiol hydrochloride to the alkene side groups. The modified copolymers formed loose aggregates with strongly positive surface charge in aqueous media, stabilized by the presence of dodecyl residues at the end of the copolymer structures and the hydrogen-bonding interactions in polyglycidol segments. The copolymer aggregates were able to condense DNA into stable and compact nanosized polyplex particles through electrostatic interactions. The copolymers and the corresponding polyplexes showed low to moderate cytotoxicity on a panel of human cancer cell lines. The cell internalization evaluation demonstrated the capability of the polyplexes to successfully deliver DNA into the cancer cells.


Asunto(s)
Sistemas de Liberación de Medicamentos/métodos , Terapia Genética/métodos , Glicoles de Propileno/química , Línea Celular , ADN/química , Técnicas de Transferencia de Gen , Vectores Genéticos/genética , Humanos , Polímeros/química , Glicoles de Propileno/farmacología , Transfección
16.
Int J Mol Sci ; 22(15)2021 Aug 02.
Artículo en Inglés | MEDLINE | ID: mdl-34361066

RESUMEN

Ceramides, a class of sphingolipids containing a backbone of sphingoid base, are the most important and effective structural component for the formation of the epidermal permeability barrier. While ceramides comprise approximately 50% of the epidermal lipid content by mass, the content is substantially decreased in certain inflammatory skin diseases, such as atopic dermatitis (AD), causing improper barrier function. It is widely accepted that the endocannabinoid system (ECS) can modulate a number of biological responses in the central nerve system, prior studies revealed that activation of endocannabinoid receptor CB1, a key component of ECS, triggers the generation of ceramides that mediate neuronal cell fate. However, as the impact of ECS on the production of epidermal ceramide has not been studied, we here investigated whether the ECS stimulates the generation of epidermal ceramides in an IL-4-treated in vitro model of skin inflammation using N-palmitoyl serinol (PS), an analog of the endocannabinoid N-palmitoyl ethanolamine. Accordingly, an IL-4-mediated decrease in cellular ceramide levels was significantly stimulated in human epidermal keratinocytes (KC) following PS treatment through both de novo ceramide synthesis- and sphingomyelin hydrolysis-pathways. Importantly, PS selectively increases ceramides with long-chain fatty acids (FAs) (C22-C24), which mainly account for the formation of the epidermal barrier, through activation of ceramide synthase (CerS) 2 and Cer3 in IL-4-mediated inflamed KC. Furthermore, blockade of cannabinoid receptor CB1 activation by AM-251 failed to stimulate the production of total ceramide as well as long-chain ceramides in response to PS. These studies demonstrate that an analog of endocannabinoid, PS, stimulates the generation of specific ceramide species as well as the total amount of ceramides via the endocannabinoid receptor CB1-dependent mechanism, thereby resulting in the enhancement of epidermal permeability barrier function.


Asunto(s)
Ceramidas/metabolismo , Inflamación/metabolismo , Queratinocitos/metabolismo , Propanolaminas/farmacología , Glicoles de Propileno/farmacología , Receptor Cannabinoide CB1/metabolismo , Piel/metabolismo , Células Cultivadas , Humanos , Técnicas In Vitro , Inflamación/tratamiento farmacológico , Inflamación/inmunología , Inflamación/patología , Queratinocitos/citología , Queratinocitos/efectos de los fármacos , Propanolaminas/química , Glicoles de Propileno/química , Piel/citología , Piel/efectos de los fármacos
17.
Molecules ; 26(12)2021 Jun 12.
Artículo en Inglés | MEDLINE | ID: mdl-34204668

RESUMEN

Pluronic polymers (pluronics) are a unique class of synthetic triblock copolymers containing hydrophobic polypropylene oxide (PPO) and hydrophilic polyethylene oxide (PEO) arranged in the PEO-PPO-PEO manner. Due to their excellent biocompatibility and amphiphilic properties, pluronics are an ideal and promising biological material, which is widely used in drug delivery, disease diagnosis, and treatment, among other applications. Through self-assembly or in combination with other materials, pluronics can form nano carriers with different morphologies, representing a kind of multifunctional pharmaceutical excipients. In recent years, the utilization of pluronic-based multi-functional drug carriers in tumor treatment has become widespread, and various responsive drug carriers are designed according to the characteristics of the tumor microenvironment, resulting in major progress in tumor therapy. This review introduces the specific role of pluronic-based polymer drug delivery systems in tumor therapy, focusing on their physical and chemical properties as well as the design aspects of pluronic polymers. Finally, using newer literature reports, this review provides insights into the future potential and challenges posed by different pluronic-based polymer drug delivery systems in tumor therapy.


Asunto(s)
Sistemas de Liberación de Medicamentos/métodos , Polietilenglicoles/química , Polietilenglicoles/farmacología , Glicoles de Propileno/química , Glicoles de Propileno/farmacología , Portadores de Fármacos/química , Humanos , Interacciones Hidrofóbicas e Hidrofílicas , Neoplasias/tratamiento farmacológico , Poloxámero/química , Poloxámero/metabolismo , Poloxámero/farmacología , Polietilenglicoles/metabolismo , Polímeros/química , Polipropilenos/química , Polipropilenos/farmacología , Glicoles de Propileno/metabolismo , Microambiente Tumoral/efectos de los fármacos
18.
Artículo en Inglés | MEDLINE | ID: mdl-34279183

RESUMEN

In this study, 241 vegetable-oil food samples were collected from the Hangzhou market in China and analysed for fatty acid esters of 3- and 2-monochloropropanediol (3-MCPD and 2-MCPD) using non-derivative gas chromatography tandem mass spectrometry (GC-MS/MS). Food consumption data were taken from a food consumption survey of urban and rural residents in Hangzhou city performed in 2010-2011. Levels of 3-MCPD esters in edible oil ranged from not detected to 7.98 mg/kg, and the highest mean levels were found in tea seed oil, with concentrations of 2.94 mg/kg. Esters of 2-MCPD levels ranged from not detected to 4.03 mg/kg, and the highest mean levels were also found in tea seed oil, containing 1.49 mg/kg. The range of mean dietary intake of 3-MCPD esters in different groups of edible oil was from 0.096 to 1.54 µg/kg body weight (bw) per day, which is lower than the tolerable daily intake (TDI) established by the European Food Safety Authority (EFSA) (2 µg/kg bw/day). For people aged above 6 years old, the dietary intake of 3-MCPD from edible oil was 0.42 µg/kg bw per day (mean) and 1.22 µg/kg bw per day (P97.5). The range of mean dietary intake of 2-MCPD esters in different groups of edible oil was from 0.025 to 0.79 µg/kg bw/day, and 2-MCPD esters intake was 0.20 µg/kg bw per day (mean) and 0.60 µg/kg bw per day (P97.5). In addition, the dietary intake exposure to 3-MCPD and 2-MCPD esters for urban residents was lower than that for rural residents. The findings indicate that the potential health risks caused by dietary 3-MCPD esters from edible oils were of low concern for most of the Hangzhou residents. However, the exposure risk for consumers with excessive consumption of certain kind of edible oil calls for attention.


Asunto(s)
Aceites de Plantas/química , Glicoles de Propileno/química , China , Exposición Dietética , Análisis de los Alimentos , Contaminación de Alimentos , Humanos , Glicoles de Propileno/análisis , Medición de Riesgo
19.
Can J Vet Res ; 85(3): 201-204, 2021 Jul.
Artículo en Inglés | MEDLINE | ID: mdl-34248264

RESUMEN

Recent studies have demonstrated that commensal bacterial metabolites benefit human health. Because of the crucial role of the epidermal permeability barrier in cutaneous and extracutaneous function, we assessed whether the topical applications of N-palmitoyl serinol (NPS) would improve the epidermal permeability barrier in murine skin. Our results show that the topical application of 0.5% NPS in ethanol twice daily for 1 week lowered basal transepidermal water loss rates and accelerated barrier recovery in normal mice. Moreover, topical NPS prevented the emergence of epidermal permeability barrier dysfunction in a murine model of allergic contact dermatitis. These results suggest that topical NPS could be used to prevent or treat skin disorders characterized by inflammation and an abnormal epidermal permeability barrier.


Des études récentes ont démontré que les métabolites des bactéries commensales sont bénéfiques pour la santé humaine. En raison du rôle crucial de la barrière de perméabilité épidermique dans la fonction cutanée et extra-cutanée, nous avons évalué si les applications topiques de N-palmitoyl sérinol (NPS) amélioreraient la barrière de perméabilité épidermique dans la peau murine. Nos résultats montrent que l'application topique de 0,5 % de NPS dans de l'éthanol deux fois par jour pendant 1 semaine a réduit les taux de base de perte d'eau trans-épidermique et accéléré la récupération de la barrière chez les souris normales. De plus, le NPS topique a empêché l'émergence d'un dysfonctionnement de la barrière de perméabilité épidermique dans un modèle murin de dermatite de contact allergique. Ces résultats suggèrent que le NPS topique pourrait être utilisé pour prévenir ou traiter les troubles cutanés caractérisés par une inflammation et une barrière de perméabilité épidermique anormale.(Traduit par Docteur Serge Messier).


Asunto(s)
Dermatitis Atópica/inducido químicamente , Dermatitis Atópica/tratamiento farmacológico , Propanolaminas/química , Propanolaminas/farmacología , Glicoles de Propileno/química , Glicoles de Propileno/farmacología , Administración Tópica , Animales , Dinitrofluorobenceno/toxicidad , Ratones , Ratones Endogámicos C57BL , Pérdida Insensible de Agua
20.
J Chromatogr A ; 1652: 462353, 2021 Aug 30.
Artículo en Inglés | MEDLINE | ID: mdl-34237484

RESUMEN

Poloxamer 188 (P188) is formulated in proteinaceous therapeutics as an alternative surfactant to polysorbate because of its good chemical stability and surfactant properties, which enable interfacial protection, preventing visible and sub-visible particle formation. However, due to the nature of polymer heterogeneity and limited analytical approaches to resolve the superimposed components of P188, the impact of its quality variance on protein stability is still not well understood. In this study, we developed an analytical method to evaluate the components of P188 as a function of the length of polypropylene oxide (PPO), by maintaining polyethylene oxide (PEO) at the critical point of adsorption (CPA) to eliminate its chromatographic interference. The effectiveness of the separation was confirmed by nuclear magnetic resonance (NMR) spectroscopy and mass spectroscopy (MS) of the individual fractions corresponding to each peak. Additionally, a design of experiments (DoE) and method qualification were carried out to identify and optimize the key operation parameters, including column temperature and evaporative light scattering detector (ELSD) settings that need to be strictly controlled for reliable analytical results. In conclusion, this method is sensitive and reliable to compare the quality variance of commercial P188 and is suitable for routine quality control purposes. The application of this method could help in further understanding the Critical Material Attributes (CMA) that may affect the quality attributes of proteins in formulations.


Asunto(s)
Cromatografía Liquida/métodos , Poloxámero/química , Tensoactivos/química , Adsorción , Espectroscopía de Resonancia Magnética , Espectrometría de Masas , Poloxámero/aislamiento & purificación , Polietilenglicoles/química , Polímeros/química , Glicoles de Propileno/química , Proteínas/uso terapéutico , Tensoactivos/aislamiento & purificación
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