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1.
Int J Biol Macromol ; 265(Pt 2): 131036, 2024 Apr.
Artigo em Inglês | MEDLINE | ID: mdl-38518940

RESUMO

Thin composite films comprising two primary representatives of conducting polymers, poly(3, 4-ethylenedioxythiophene) (PEDOT) and polypyrrole (PPy), with eco-friendly cellulose nanocrystals (CNC) were prepared through electrochemical polymerization. The combination of CNC and PEDOT (or PPy) results in the formation of films with highly different surface topography and thickness. Intriguingly, different surface conductivity of PEDOT and PPy was revealed by atomic force microscopy albeit that the electrochemical properties were rather similar. The biological properties of the composites in contact with prospective human induced pluripotent stem cells (hiPSC) and cardiomyocytes derived from hiPSC demonstrated good cytocompatibility of both composites and their potential in engineering of electro-sensitive tissues. The as-prepared conducting, eco-friendly and cytocompatible composites are thus promising candidates for biomedical applications where stimuli-responsivity is a crucial cell-instructive property.


Assuntos
Células-Tronco Pluripotentes Induzidas , Nanopartículas , Humanos , Polímeros/química , Celulose/química , Engenharia Tecidual , Estudos Prospectivos , Pirróis/química
2.
Biosensors (Basel) ; 14(3)2024 Mar 04.
Artigo em Inglês | MEDLINE | ID: mdl-38534241

RESUMO

Two types of low-cost reagentless electrochemical glucose biosensors based on graphite rod (GR) electrodes were developed. The electrodes modified with electrochemically synthesized platinum nanostructures (PtNS), 1,10-phenanthroline-5,6-dione (PD), glucose oxidase (GOx) without and with a polypyrrole (Ppy) layer-(i) GR/PtNS/PD/GOx and (ii) GR/PtNS/PD/GOx/Ppy, respectively, were prepared and tested. Glucose biosensors based on GR/PtNS/PD/GOx and GR/PtNS/PD/GOx/Ppy electrodes were characterized by the sensitivity of 10.1 and 5.31 µA/(mM cm2), linear range (LR) up to 16.5 and 39.0 mM, limit of detection (LOD) of 0.198 and 0.561 mM, good reproducibility, and storage stability. The developed glucose biosensors based on GR/PtNS/PD/GOx/Ppy electrodes showed exceptional resistance to interfering compounds and proved to be highly efficient for the determination of glucose levels in blood serum.


Assuntos
Técnicas Biossensoriais , Nanoestruturas , Glucose/química , Polímeros/química , Pirróis/química , Platina , Reprodutibilidade dos Testes , Eletrodos , Glucose Oxidase/química , Enzimas Imobilizadas/química
3.
Org Biomol Chem ; 22(13): 2558-2561, 2024 03 27.
Artigo em Inglês | MEDLINE | ID: mdl-38450726

RESUMO

An efficient and biomimetic synthetic approach to 3,4-diindolylpyrrole-2,5-dicarboxylate derivatives, including lycogarubin C, lynamicin D and related analogues, was discovered. The crucial transformation included the one-pot formation of two C-N bonds and one C-C bond to construct characteristic pyrrole rings.


Assuntos
Biomimética , Pirróis , Pirróis/química , Indóis/química
4.
Environ Sci Pollut Res Int ; 31(14): 21279-21290, 2024 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-38388974

RESUMO

A novel adsorbent, deposited PPy on the DMI (PPy/DMI) composite, was successfully synthesized for Cr(VI) removal from aqueous solution. PPy/DMI composite was characterized by BET, SEM, TEM, XRD, and XPS. The SEM and TEM analyses revealed that DMI can greatly reduce the aggregation of PPy and significantly enhance its adsorption performance. The Cr(VI) removal was highly pH dependent. The high selectivity of PPy/DMI composite for Cr(VI) removal was found even in the presence of co-existing ions. The adsorption kinetic process followed the pseudo-second-order equation, demonstrating that the Cr(VI) adsorption behavior onto PPy/DMI is chemisorption. Furthermore, the intra-particle diffusion model implied that the adsorption was controlled by both liquid membrane diffusion and internal diffusion. The adsorption isotherm data fitted well with the Langmuir model with the maximum adsorption capacity (406.50 mg/g at 323 K) which was considerably higher than that of other PPy-based adsorbents. The Cr(VI) adsorption onto PPy/DMI composite was endothermic. The main mechanisms of Cr(VI) removal are involved in adsorption through electrostatic attractions, ion exchange, and in situ reduction. The results suggested that PPy/DMI composite could be a promising candidate for efficient Cr(VI) removal from aqueous solution.


Assuntos
Carbonato de Cálcio , Cromo , Magnésio , Polímeros , Poluentes Químicos da Água , Polímeros/química , Poluentes Químicos da Água/análise , Pirróis/química , Água/química
5.
Sci Rep ; 14(1): 3324, 2024 02 09.
Artigo em Inglês | MEDLINE | ID: mdl-38336966

RESUMO

Enzymatic biofuel cells (EBFCs) hold tremendous potential to power biomedical devices, biosensors, and bioelectronics. Unlike conventional toxic batteries, these electrochemical devices are biocompatible, harnessing energy from physiological fluids and producing usable electrical energy. But the commercialization of EBFCs is limited by the low operational stability, limited power output and poor electron transport efficiency of the enzymatic electrodes. In this study, a novel bioanode exhibiting a high electron transfer ability and long-term stability was fabricated. For the preparation of the anode, surfactant-assisted polypyrrole (PPy) was electrochemically co-deposited on a platinum wire with the simultaneous entrapment of vitamin K3 (VK3) and GOx (glucose oxidase) in the PPy matrix. Herein, conducting PPy acts as an electron transfer enhancer and provides appropriate electrical communication between the active site of the enzyme glucose oxidase (GOx) and the electrode surface. Biocompatible redox mediator vitamin K3 was employed as an electron transfer mediator to shuttle electrons between the oxidized fuel glucose and surface of the electrode in the electrochemical cell. The electrical conductivity of PPy was measured using the four-probe technique of conductivity measurement of semiconductors. The morphological characterization of as-synthesized anode (PPy/CTAB/VK3/GOx) was performed by Fourier transform infrared (FTIR) spectroscopy, thermogravimetric analysis (TGA), X-ray diffraction (XRD), scanning electron microscopy (SEM) and transmission electron microscopy (TEM). The electrochemical characterization was studied by cyclic voltammetry (CV), linear sweep voltammetry (LSV) and electrochemical impedance spectroscopy (EIS) techniques. It was observed that the room-temperature conductivity of PPy lies in the semiconducting range and it also shows good stability on exposure to laboratory air, making it a promising material to provide electrical contact. The study developed a bioanode producing a modest current density of 6.35 mA cm-2 in 20 mM glucose solution. The stability, current output and ease of manufacturing process of the electrode make it particularly suitable for employment in biofuel cell applications.


Assuntos
Fontes de Energia Bioelétrica , Polímeros/química , Pirróis/química , Glucose Oxidase/química , Oxirredução , Eletrodos , Glucose/metabolismo , Vitamina K
6.
Int J Biol Macromol ; 262(Pt 1): 129861, 2024 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-38307434

RESUMO

Natural polymers as battery components have a number of advantages, including availability, biodegradability, unleakage, stable form, superior process, electrochemical stability, and low cost. In other sides, conductive polymers can improve the electrochemical properties of the battery, such as charge/discharge rates, cycling stability, and overall energy storage capacity. Therefore, the combination of these two materials can provide acceptable features. In this study, polymer electrolytes based on cellulose have been synthesized by solution casting method to prepare a thin polymer film. Then, polypyrrole (PPy) was blended with cellulose in different weight ratios. To prevent electrical conductivity of blends, PPy was used <10 wt%. The electrochemical properties of prepared electrolytes have been investigated by different methods. The results showed that ionic conductivity was increased by addition of PPy to cellulose due to the creation of pores and also due to the high dielectric constant of conductive polymers. All synthesized electrolytes had suitable ionic conductivity (in the range of 10-3 S cm-1), significant charge capacity, stable cyclic performance, excellent electrochemical stability (above 4.8 V), and high cation transfer number (between 0.38 and 0.66 for pure cellulose and the sample containing 10 wt% PPy).


Assuntos
Celulose , Polímeros , Polímeros/química , Celulose/química , Lítio/química , Pirróis/química , Eletrólitos/química , Íons
7.
Bioelectrochemistry ; 157: 108655, 2024 Jun.
Artigo em Inglês | MEDLINE | ID: mdl-38310811

RESUMO

In this study, an electrochemical chemosensor that utilizes a conductive polymer-based molecularly imprinted polymer (MIP) surface for rapid and reliable determination of CA125 was devised. A novel method has been applied to fabricate CA125 imprinted polypyrrole nanotubes (MI-PPy NT) via vapor deposition polymerization (VDP) as a recognition element for highly selective and sensitive determination of CA125. The chemosensor was prepared by immobilizing MI-PPy NT onto screen-printed gold electrodes (Au-SPE) and the performance of the sensor was evaluated by cyclic voltammetry (CV) and electrochemical impedance spectroscopy (EIS) in terms of selectivity, sensitivity, linear dynamic concentration range (LDR) and limit of detection (LOD). The MI-PPy NT@Au-SPE sensor exhibited high sensitivity (68.57 µA per decade) to the CA125 concentration ranging from 0.1 U mL-1 to 100 U mL-1 at an LOD of 0.4 U mL-1 with a correlation coefficient of 0.9922. The developed chemosensors with their novel design combined with a facile fabrication method, prove to be promising as future state-of-the-art biosensors.


Assuntos
Impressão Molecular , Nanotubos , Neoplasias , Humanos , Polímeros/química , Técnicas Eletroquímicas/métodos , Biomarcadores Tumorais , Impressão Molecular/métodos , Pirróis/química , Limite de Detecção , Eletrodos
8.
Chem Biol Drug Des ; 103(2): e14484, 2024 02.
Artigo em Inglês | MEDLINE | ID: mdl-38355143

RESUMO

A series of alkynylated pyrrole derivatives were meticulously designed, drawing inspiration from the structure of 3-alkynylpyrrole-2,4-dicarboxylates, which were synthesized via a cyclization process involving methylene isocyanides and propiolaldehydes under mild conditions. These derivatives were subsequently subjected to evaluation for their anticancer properties against a panel of cell lines, including U251, A549, 769-P, HepG2, and HCT-116. According to the detailed analysis of structure-activity relationship, compound 12l emerged as the most promising molecule, with IC50 values of 2.29 ± 0.18 and 3.49 ± 0.30 µM toward U251 and A549 cells, respectively. Subsequent mechanistic investigations revealed that compound 12l exerts its effects by arresting the cell cycle in the G0/G1 phase and inducing apoptosis specifically in A549 cells. These innovative alkynylated pyrrole derivatives hold the potential to serve as a valuable template for the discovery of novel anticancer molecules.


Assuntos
Antineoplásicos , Antineoplásicos/química , Linhagem Celular Tumoral , Pirróis/química , Ensaios de Seleção de Medicamentos Antitumorais , Relação Estrutura-Atividade , Apoptose , Proliferação de Células , Estrutura Molecular , Desenho de Fármacos
9.
Bioorg Med Chem ; 100: 117619, 2024 Feb 15.
Artigo em Inglês | MEDLINE | ID: mdl-38320389

RESUMO

A structure-activity relationship study performed on 1H-pyrrolo[3,2-g]isoquinoline scaffold identified new haspin inhibitors with nanomolar potencies and selectivity indices (SI) over 6 (inhibitory potency evaluated against 8 protein kinases). Compound 22 was the most active of the series (haspin IC50 = 76 nM). Cellular evaluation of 22 confirmed its activity for endogenous haspin in U-2 OS cells and its anti-proliferative activity against various cell lines. In addition, the binding mode of analog 22 in complex with haspin was determined by X-ray crystallography.


Assuntos
Inibidores de Proteínas Quinases , Proteínas Serina-Treonina Quinases , Pirróis , Inibidores de Proteínas Quinases/química , Pirróis/química , Relação Estrutura-Atividade , Proteínas Serina-Treonina Quinases/antagonistas & inibidores , Isoquinolinas/química , Isoquinolinas/farmacologia
10.
Carbohydr Polym ; 327: 121640, 2024 Mar 01.
Artigo em Inglês | MEDLINE | ID: mdl-38171669

RESUMO

In this work, conductive composite hydrogels with covalently attached polypyrrole (PPy) nanoparticles are prepared. Hydrogels are based on partially re-acetylated chitosan soluble at physiological pH without any artificial structural modifications or need for an acidic environment, which simplifies synthesis and purification. Low-toxic and sustainable dialdehyde cellulose (DAC) was used for crosslinking chitosan and covalent anchoring of PPy colloidal particles. The condensation reaction between DAC and PPy is reported for the first time and improves not only the anchoring of PPy particles but also control over the properties of the final composite. The soluble chitosan and PPy particles are shown to act in synergy, which improves the biological properties of the materials. Prepared composite hydrogels are non-cytotoxic, non-irritating, antibacterial, can capture reactive oxygen species often related to excessive inflammation, have conductivity similar to human tissues, enhance in vitro cell growth (migration assay), and have immunomodulatory effects related to the stimulation of neutrophils and macrophages. The covalent attachment of PPy also strengthens the hydrogel network. The aldol condensation as a method for PPy covalent anchoring thus presents an interesting possibility for the development of advanced biomaterials in the future.


Assuntos
Quitosana , Humanos , Quitosana/química , Polímeros/química , Hidrogéis/farmacologia , Hidrogéis/química , Pirróis/química , Antioxidantes/farmacologia , Antibacterianos/farmacologia , Antibacterianos/química , Anti-Inflamatórios/farmacologia
11.
Biosens Bioelectron ; 249: 115937, 2024 Apr 01.
Artigo em Inglês | MEDLINE | ID: mdl-38211465

RESUMO

Helicobacter pylori (H. pylori) is classified as a class I carcinogen that colonizes the human gastrointestinal (GI) tract. The detection at low concentrations is crucial in combatting H. pylori. HopQ protein is located on H. pylori's outer membrane and is expressed at an early stage of contamination, which signifies it as an ideal biomarker. In this study, we presented the development of an electrochemical impedimetric immunosensor for the ultra-sensitive detection of HopQ at low concentrations. The sensor employed polypyrrole nanotubes (PPy-NTs) and carboxylated multi-walled carbon nanotubes (MWCNT-COOH) nanocomposite. PPy-NTs were chosen for their excellent conductivity, biocompatibility, and redox capabilities, simplifying sample preparation by eliminating the need to add redox probes upon measurement. MWCNT-COOH provided covalent binding sites for HopQ antibodies (HopQ-Ab) on the biosensor surface. Characterization of the biosensor was performed using scanning electron microscopy (SEM), Fourier transform infrared spectroscopy (FTIR), contact angle measurements, and electrochemical impedance spectroscopy (EIS), complemented by numerical semiempirical quantum calculations. The results demonstrated a dynamic linear range of 5 pg/mL to 1.063 ng/mL and an excellent selectivity, with the possibility of excluding interference using EIS data, specifically charge transfer resistance and double-layer capacitance as multivariants for the calibration curve. Using two EIS components, the limit of detection is calculated to be 2.06 pg/mL. The biosensor was tested with a spiked drinking water sample and showed a signal recovery of 105.5% when detecting 300 pg/mL of HopQ. This novel H. pylori biosensor offers reliable, simple, portable, and rapid screening of the bacteria.


Assuntos
Técnicas Biossensoriais , Helicobacter pylori , Nanocompostos , Nanotubos de Carbono , Humanos , Polímeros/química , Nanotubos de Carbono/química , Pirróis/química , Proteínas de Membrana , Técnicas Biossensoriais/métodos , Imunoensaio , Biomarcadores , Nanocompostos/química , Eletrodos , Técnicas Eletroquímicas/métodos , Limite de Detecção
12.
J Nat Prod ; 87(2): 415-423, 2024 02 23.
Artigo em Inglês | MEDLINE | ID: mdl-38291771

RESUMO

Pyrrole-containing natural products form a large group of structurally diverse compounds that occur in both terrestrial and marine organisms. In the present study the formation of trideuteromethylated artifacts of pyrrole-containing natural products was investigated, focusing on the discorhabdins. Three deuterated discorhabdins, 1, 3, and 5, were identified to be isolation procedure artifacts caused by the presence of DMSO-d6 during NMR sample preparation and handling. Three additional semisynthetic derivatives, 7-9, were made during the investigation of the mechanism of formation, which was shown to be driven by trideuteromethyl radicals in the presence of water, methanol, TFA, and traces of iron in the deuterated solvent. Generation of trideuteromethylated artifacts was also confirmed for other classes of pyrrole-containing metabolites, namely, makaluvamines, tambjamines, and dibromotryptamines, which had also been dissolved in DMSO-d6 during the structure elucidation process. Semisynthetic discorhabdins were assessed for antiproliferative activity against a panel of human tumor cell lines, and 14-trideuteromethyldiscorhabdin L (3) averaged low micromolar potency.


Assuntos
Produtos Biológicos , Dimetil Sulfóxido , Humanos , Dimetil Sulfóxido/química , Pirróis/química , Produtos Biológicos/farmacologia , Artefatos , Solventes/química
13.
Food Chem ; 443: 138499, 2024 Jun 15.
Artigo em Inglês | MEDLINE | ID: mdl-38277929

RESUMO

As an emerging porous material, hydrogen-bonded organic framework materials (HOFs) still pose application challenges. In this work, the designed type "I + II" heterojunction extracted hot electrons from HOFs using quantum dots (QDs) and polypyrrole (Ppy), improving the stability and photoelectrochemical performance of materials. In addition to serving as a potential well, electropolymerized Ppy was used as a recognition element for bisphenol A (BPA), and a novel self-powered molecularly imprinted photoelectrochemical (MIP-PEC) sensor was designed. The sensing platform showed a linear relationship from 1 × 10-10 to 1 × 10-7 mol∙L-1 and from 1 × 10-7 to 1 mol∙L-1 with an acceptable detection limit of 4.2 × 10-11 mol∙L-1. This is the first application of HOFs in constructing MIP-PEC sensors and a new attempt to improve the stability of HOFs for the application of porous crystal materials in the sensing field.


Assuntos
Compostos Benzidrílicos , Impressão Molecular , Fenóis , Polímeros , Polímeros/química , Técnicas Eletroquímicas , Limite de Detecção , Pirróis/química
14.
Int J Biol Macromol ; 260(Pt 2): 129633, 2024 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-38253146

RESUMO

Here, mitochondria were isolated from mesenchymal stem cells (MSCs) after being treated with mitochondria-stimulating substrates, 50 µM metformin (Met), and 40 µM dichloroacetic acid (DCA). The isolated mitochondria (2 × 107 particles) were characterized and encapsulated inside 100 µl hydrogel composed of alginate (3 % w/v; Alg)/gelatin (Gel; 1 % w/v) enriched with 1 µM pyrrole (Pyr) solidified in the presence of 0.2 M FeCl3. The physicochemical properties and cytocompatibility of prepared hydrogels were assessed using FTIR, swelling, biodegradation, porosity assays, and scanning electron microscopy (SEM). The mitochondria-bearing hydrogel was injected into the ischemic area of rat hearts. FTIR absorption bands represented that the addition of FeCl3 led to polypyrrole (PPy) formation, polysaccharide oxidation, and interaction between Alg and Gel. SEM images exhibited porous structure and the size of pores was reduced in Alg/Gel + PPy group compared to Alg + PPy hydrogel. Based on the data, both Alg + PPy and Alg/Gel + PPy hydrogels can preserve the integrity and morphology of loaded mitochondria. It was noted that Alg/Gel + PPy hydrogel possessed a higher swelling ratio, degradation, and porosity compared to Alg + PPy group. Data confirmed that Alg/Gel + PPy hydrogel containing 1 µM Pyr yielded the highest survival rate compared to groups with 2 and 4 µM Pyr (p < 0.05). Injection of mitochondria-loaded Alg/Gel + PPy hydrogel yielded significant restoration of left ventricle thickness compared to the infarction, mitochondria, and Alg/Gel + PPy hydrogel groups 14 days post-injection (p < 0.05). Histological analyses revealed a significant increase of vWF+ capillaries and α-SMA+ arterioles in the mitochondria-loaded Alg/Gel + PPy hydrogel group (p < 0.05). Immunofluorescence imaging revealed the ability of rat cardiomyocytes to uptake mitochondria alone or after being loaded into Alg/Gel + PPy hydrogel. These effects were evident in the Alg/Gel + PPy group. Taken together, electroconductive Alg-based hydrogels are suitable platforms for the transplantation of cells and organelles and the regeneration of ischemic heart changes.


Assuntos
Alginatos , Cloretos , Compostos Férricos , Infarto do Miocárdio , Ratos , Animais , Alginatos/química , Polímeros/química , Hidrogéis/farmacologia , Hidrogéis/química , 60489 , Pirróis/química , Infarto do Miocárdio/tratamento farmacológico , Mitocôndrias
15.
Bioorg Chem ; 143: 107098, 2024 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-38185010

RESUMO

In the current study, a series of new pyrrolizine-5-carboxamide derivatives (5-8, 9a-d, 10a-d, 11a,b and 12a,b) were developed, synthesized and evaluated in terms of in vitro COX-2 enzyme inhibition. The in vivo anti-inflammatory evaluation was conducted on the most selective compounds (9a,b,d, 10b,c and 11a,b). For the most active five compounds (9a, 10b,c and 11a,b), ulcerogenic liability, histopathological examinations, physicochemical properties study and antioxidant activity were investigated. Also, nitric oxide donor activity was evaluated for compounds (6, 7, 10a-d and 12a,b), while, compounds (10c,d and 12a,b) showed a high significant result relative to the normal control. According to the findings of this study, 2,3-dihydro-1H-pyrrolizine-5-carboxamide (9a) demonstrated high antioxidant (highest beta-carotene concentration (10.825 µg/ml)) and anti-inflammatory activity (EIP = 63.6 %) with lower ulcerogenicity (ulcer index 13.67), presenting it as a promising candidate for treating inflammatory diseases which are complicated by oxidative tissue damage. Furthermore, MOE software tools docking software was used to carry out the in silico studies. Docking study for the most active compounds showed that all compounds made three to four H-bond interactions in COX-2 active site adopting excellent docking scores.


Assuntos
Antioxidantes , Inibidores de Ciclo-Oxigenase 2 , Humanos , Anti-Inflamatórios/farmacologia , Antioxidantes/farmacologia , Ciclo-Oxigenase 2/metabolismo , Inibidores de Ciclo-Oxigenase 2/farmacologia , Simulação de Acoplamento Molecular , Estrutura Molecular , Relação Estrutura-Atividade , Úlcera , Pirróis/química , Pirróis/farmacologia
16.
Biosens Bioelectron ; 246: 115881, 2024 Feb 15.
Artigo em Inglês | MEDLINE | ID: mdl-38042049

RESUMO

The innovations of the present work include these items; (i) Design and preparation of three-dimensional flexible conductive polymeric nanocomposites (3D-FCPNCs) containing polypyrrole (PPy), V2O5 and TiO2 and modification of their surface with polygon-shape polyvinylpyrrolidone/CuO nanorods (PVP/CuO NRDs) and Fe2O3 NRDs using an hierarchical process based on isoelectric point (IEP), (ii) Application of the prepared surfaces as the flexible enzymeless creatinine sensors using four calibration curves (impedimetric, real capacitance (C'), imaginary capacitance (C″) and double layer capacitance (Cdl)) obtained from electrochemical impedance spectroscopy (EIS) technique. The best results have been obtained using PVP/CuO NRDs-Fe2O3 NRDs/TiO2-V2O5-PPy 3D-FCPNC hierarchical electrode with a wide range of the linear concentration range (10 nmol L-1 -1.3 mmol L-1). Although, determination of creatinine through extraction of parameters such as charge transfer resistance (Rct) and Cdl from measuring impedance at a wide range of frequencies provides useful information about the characteristics of the electrolyte/electrode interface, but measuring real and imaginary capacitances at a specific frequency instead of a wide frequency range can decrease the response time to lower than 1 min. Finally, the prepared hierarchical enzymeless sensors have been successfully used to estimate creatinine concentration in blood serum.


Assuntos
Técnicas Biossensoriais , Nanocompostos , Polímeros/química , Creatinina , Povidona , Pirróis/química , Técnicas Biossensoriais/métodos , Nanocompostos/química
17.
J Chromatogr A ; 1714: 464562, 2024 Jan 11.
Artigo em Inglês | MEDLINE | ID: mdl-38065025

RESUMO

In-situ electropolymerization of conductive polymers on the surface of stainless-steel substrates is a well-established but promising procedure for the preparation of solid-phase microextraction (SPME) tools. Herein, different electrochemical methods including constant potential (CP), constant potential pulse (CPP), and cyclic voltammetry (CV) were utilized to fabricate SPME fibers by in-situ electropolymerization of pyrrole-dopamine copolymers (PPY/PDA) on the surface of stainless-steel fibers. The coated fibers were characterized and applied for the direct-immersion SPME (DI-SPME) sampling of ultra-trace amounts of plant hormones including abscisic acid (ABA), gibberellic acid (GA3), and indole acetic acid (IAA) in fruit juices, followed by HPLC-UV determination. The results showed that CV electropolymerization is significantly more efficient than the two other methods. The coatings created by the CV method were satisfactorily uniform, adhesive, and durable and exhibited higher extraction performance compared to the CP and CPP procedures. The important experimental variables of the proposed DI-SPME-HPLC method were evaluated and optimized using response surface methodology with a Box-Behnken design. The developed method showed wide-range linearities, spanning from 0.05 to 20µg mL-1 for GA3, and 0.02 to 20µg mL-1 for ABA and IAA. The limits of detection were obtained 0.01µg mL-1 for GA3, and 0.005µg mL-1 for ABA and IAA. The fiber was successfully employed for the simultaneous DI-SPME-HPLC analysis of plant hormones in fruit juice samples.


Assuntos
Dopamina , Microextração em Fase Sólida , Microextração em Fase Sólida/métodos , Pirróis/química , Reguladores de Crescimento de Plantas , Polímeros/química , Aço Inoxidável/química
18.
J Pharmacol Sci ; 154(1): 1-8, 2024 Jan.
Artigo em Inglês | MEDLINE | ID: mdl-38081679

RESUMO

PURPOSE: The DNA recognition peptide compounds pyrrole-imidazole (PI) polyamides bind to the minor groove and can block the binding of transcription factors to target sequences. To develop more PI polyamides as potential treatments for fibrotic diseases, including chronic renal failure, we developed multifunctional PI polyamides that increase hepatocyte growth factor (HGF) and decrease transforming growth factor (TGF)-ß1. METHODS: We designed seven PI polyamides (HGF-1 to HGF-7) that bind to the chicken ovalbumin upstream promoter transcription factor-1 (COUP-TF1) binding site of the HGF promoter sequence. We selected PI polyamides that increase HGF and suppress TGF-ß1 in human dermal fibroblasts (HDFs). FINDINGS: Gel shift assays showed that HGF-2 and HGF-4 bound the appropriate dsDNAs. HGF-2 and HGF-4 significantly inhibited the TGF-ß1 mRNA expression in HDFs stimulated by phorbol 12-myristate 13-acetate. HGF-2 and HGF-4 significantly inhibited the TGF-ß1 protein expression in HDFs with siRNA targeting HGF, indicating that HGF-2 and HGF-4 directly inhibited the expression of TGF-ß1. CONCLUSION: The designed and synthetic HGF PI polyamides targeting the HGF promoter, which increased the expression of HGF and suppressed the expression of TGF-ß, will be a potential practical medicine for fibrotic diseases, including progressive renal diseases.


Assuntos
Nylons , Fator de Crescimento Transformador beta1 , Humanos , Nylons/química , Nylons/farmacologia , Fator de Crescimento de Hepatócito , Fator de Crescimento Transformador beta/genética , Pirróis/farmacologia , Pirróis/química , Imidazóis/farmacologia , Imidazóis/química
19.
Chem Biodivers ; 21(2): e202301672, 2024 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-38116924

RESUMO

Two rare jatropham lactam derivatives, named as fulvanines J-K (1-2), together with six known pyrrole alkaloids, 5,5'-oxydi(3-methyl-3-pyrrolin-2-one) (3), (-)-5-hydroxy-3-methyl-3-pyrrolin-2-one (jatropham) (4), (±)-5-O-methyljatropham (5), perlolyrine (6), butyl-2-formyl-5-(hydroxymethyl)-1H-pyrrole-1-butanoate (7), and hemerocallisamine II (8), were isolated from the flower of Hemerocallis fulva. Their structures were elucidated on the basis of spectroscopic methods and compared with the NMR spectra data in the literature. All compounds were evaluated for their anti-complementary activity in vitro, and compounds 1, 4, and 6 exhibited anti-complement effect with CH50 values from 0.61 to 1.42 mM.


Assuntos
Alcaloides , Hemerocallis , Hemerocallis/química , Estrutura Molecular , Lactamas/farmacologia , Lactamas/química , Alcaloides/farmacologia , Alcaloides/química , Pirróis/farmacologia , Pirróis/química
20.
Molecules ; 28(22)2023 Nov 08.
Artigo em Inglês | MEDLINE | ID: mdl-38005196

RESUMO

In view of the serious side effects of chlortetracycline (CTC) on the human body, it is particularly important to develop rapid, sensitive, and selective technologies for the detection of CTC in food. In this work, a molecularly imprinted electrochemical sensor with [Fe(CN)6]3-/4- as signal probe was proposed for the highly sensitive and selective detection of CTC. For this purpose, TiO2, which acts as an interlayer scaffold, was uniformly grown on the surface of Ti3C2Tx sheets through a simple two-step calcination process using Ti3C2Tx as the precursor to effectively avoid the stacking of Ti3C2Tx layers due to hydrogen bonding and van der Waals forces. This endowed TiO2@Ti3C2Tx with large specific surface, abundant functional sites, and rapid mass transfer. Then, polypyrrole molecularly imprinted polymers (MIPs) with outstanding electrical conductivity were modified on the surface of TiO2@Ti3C2Tx via simple electro-polymerization, where the pyrrole was employed as a polymeric monomer and the CTC provided a source of template molecules. This will not only provide specific recognition sites for CTC, but also facilitate electron transport on the electrode surface. The synergistic effects between TiO2@Ti3C2Tx and polypyrrole MIPs afforded the TiO2@Ti3C2Tx/MIP-based electrochemical sensor excellent detection properties toward CTC, including ultra-low limits of detection (LOD) (0.027 nM), a wide linear range (0.06-1000 nM), and outstanding stability, reproducibility, selectivity, and feasibility in real samples. The results indicate that this strategy is feasible and will broaden the horizon for highly sensitive and selective detection of CTC.


Assuntos
Clortetraciclina , Grafite , Impressão Molecular , Humanos , Polímeros/química , Titânio , Impressão Molecular/métodos , Grafite/química , Técnicas Eletroquímicas/métodos , Reprodutibilidade dos Testes , Pirróis/química , Limite de Detecção , Polímeros Molecularmente Impressos , Eletrodos
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