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1.
BMC Chem ; 18(1): 79, 2024 Apr 20.
Artigo em Inglês | MEDLINE | ID: mdl-38643154

RESUMO

We report the synthesis of sulfonated copolyaniline/polysafranin/L-ascorbic acid/Ag@SiO2 fine powdered nanocomposites and investigate the influence of incorporating the dye on their conductivity. The composite was characterized via IR, UV, cyclic voltammetry (CV), electric, dielectric, SEM, TEM, TGA and DSC measurements. Microscopy images revealed intensified spherical particles that were dispersed across the entire surface, and the SiO2/Ag particles were distributed on the surface. The XRD results exhibited peaks at many 2q values, and their interatomic spacing (d) and crystallite (grain) sizes were calculated. The thermal degradation curves exhibited an interesting model of stability. The cyclic voltammogram exhibited redox peaks identical to those of the reported analogues. The d.c. conductivity of the oligomer varied from 0.06 - 0.016 (s/cm), and that of the composite varied from 0.008 to 0.016 (s/cm). The material changed from a semiconductor to a metallic material. The observed conductivity is mainly attributed to self-doping between the sulfonate groups and the charged nitrogen atoms in the polymer chains. The frequency dependence of the permittivity, ε', showed a marked effect on the frequency window under consideration. The permittivity, ε', is independent of the increase in the frequency of the oligomer and the composite. This behavior supports the non-Debye dependency by confirming the occurrence of electrode polarization and space charge effects. In conclusion, the incorporation of safranin dye with a thermally stable, highly sulfonated polyaniline derivative/Ag@SO2 nanocomposite achieved improved conductivity after heating. The d.c. conductivities are comparable to those of many commercial inorganic or organic composites, and because of their attractive electrical properties, we suggest that these materials are promising for electronic field applications.

2.
BMC Chem ; 17(1): 44, 2023 May 03.
Artigo em Inglês | MEDLINE | ID: mdl-37138320

RESUMO

A new antimicrobial material incorporating Cu(I) and Cd(II) complexes of bisacylthiourea derivatives in a PVC film was successfully synthesized and characterized by IR, UV, NMR, SEM, and thermal analyses. The results revealed that on coordination, the electronic structure change of the ligand affects practically all their spectral vibrational pattern; however, within the complex pattern, some vibrations indicated that the thiourea derivative behaves as a neutral ligand, which coordinates the metal ion through the sulfur atom of the thiocarbonyl group. The greater affinity of the S atom for Cu+ 1 played a role in Cu(II)→Cu(I) reduction, and the intramolecular hydrogen bonds of the type of (NH···Cl) further stabilized the obtained Cu(I) complex in dioxane. The antimicrobial activity shows that all investigated compounds exhibit excellent activity compared to standard antibiotics. The antibacterial power of the PVC/Cd composite is significantly superior against the most resistant species to both disinfectants and antibiotics compared to its PVC/Cu analogue; nevertheless, the latter exhibited activity equal to an average halo diameter of 29 ± 0.33 mm against pathogenic E. coli ATCC 25,922, indicating excellent G (-) activity. Interestingly, the PVC/Cd composite exhibited excellent activity against pathogenic C. albicans RCMB 005003 (1) ATCC 10,231, while its PVC/Cu analogue was inactive. These materials may be used to reduce infection in wounds either as a composite film or coated barrier dressings, and in addition, the results should open a new direction in antimicrobial surface engineering within the biomedical field. Further challenges are the development of reusable and broad-range antimicrobial polymers..

4.
Sci Rep ; 12(1): 21142, 2022 12 07.
Artigo em Inglês | MEDLINE | ID: mdl-36476678

RESUMO

Condensation of ecofriendly synthesized 4,4'-methanedianiline with 2-hydroxy-1-naphthaldehyde produced a (1:1) octopus-like Schiff base mixed ligand. Reaction with Co(OAc)2⋅H2O, NiCl2⋅6H2O, Cu(OAc)2⋅H2O and Zn(OAc)2⋅2H2O metals furnished their complexes in high yield and purity. All new structures were fully characterized by various spectroscopic and spectrometric measurements. The complexes exhibited high thermal stability up to 700 °C, leaving nearly 40% of their mass as residues. Antimicrobial screening results exhibited moderate activities towards all studied microbes. Antioxidant screening was concentration dependent, and their activities were in the order Ni(II) > Zn(II) > Cu(II) > Co(II) complexes. The NO inhibitory effect revealed that the nickel complex exhibited the highest activity, whereas the cobalt complex showed the lowest inhibition. All compounds showed a significant lipid peroxidation inhibitory effect against oxidative stress. The complexes significantly diminished the TBARS level, and the nickel complex exhibited the highest inhibition at p < 0.01. Antioxidants stress the oxidative damage induced by iron, indicating that the nickel complex has the highest reducing activity. The inhibitory effect against acetylcholine esterase showed that the copper complex has the highest activity. Membrane stabilization activities clearly indicated that most compounds can improve the integrity of the cells and stability of their membrane, and this result may be related to their antioxidant capacity to protect against cytotoxicity. The nickel complex exhibited a stronger total antioxidant capacity than the other complexes. The biological and antioxidant capacities of these complexes may make them promising candidates in pharmaceutical applications.


Assuntos
Níquel
5.
Sci Rep ; 12(1): 9722, 2022 Jun 13.
Artigo em Inglês | MEDLINE | ID: mdl-35697710

RESUMO

Self-doped- and nitro-polyanilines have become a widely used strategy to optimize the electronic and vibratory spectra of polymeric building blocks in various applications. We report the synthesis of poly (5-nitro-2-orthanilic acid) by an aniline-initiated oxidative polymerization reaction. The polymer is characterized by spectroscopic techniques, elemental shapes, cyclic voltammetry, electrical conductivity, and microscopic and thermal measurements. The hydrophilic and hydrophobic nature of the supports provided the formation of amphiphilicity as judged by SEM. Thermogravimetric measurements reveal thermal stability up to 500 °C and glass temperature (Tg) observed at 240 °C. Electrical conductivity decreases as the temperature rises at the different frequencies used, reflecting the semiconducting nature in the extrinsic range, which is characterized by high carriers and low mobility. The presence of these electron residues causes a decrease in efficiency and increases the thermal conductivity. Dielectric measurements have shown that permittivity decreases gradually at lower levels, mainly due to the transport of charging carriers, resulting in higher performance. The testing of the copolymer as a new scale blocker has resulted in moderate to fairly high performance. This effect is attributed to the change in polymer geometry using intramolecular H-bonding group -SO3H and a chain polymer in an aqueous medium.

6.
Chem Cent J ; 9: 44, 2015.
Artigo em Inglês | MEDLINE | ID: mdl-26300961

RESUMO

BACKGROUND: Antibiotics are biocides or products that inhibit the growth of microorganisms in the living cells and there are extensive works directed to develop efficient antimicrobial agents. The sulfonamide-containing polymers have great potential to resist gram-positive or gram-negative bacterial and fungal attacks. As a therapeutic agent, the sulfonamides have been reported as antitumor and antimicrobial agents against bacteria, being more potent against gram positive rather than gram negative strains. Design of new classes of inhibitors bearing fluorescent tails, as therapeutic and imaging agents, is currently an active area of research. Here, we describe the synthesis of a new family of polyamides based on chlorophenyl-3,5-diaminobenzamides, methyl substituted pyrimidinoamido-3,5-diamino- benzamides and methyl substituted pyrimidinosulfonamido-3,5-diaminobenzamides and evaluation of their thermal, optical and antimicrobial properties. RESULTS: We report the synthesis of a new series of nanosized polyamides containing bioactive pendent structures. The spherical nanosized polymer particles are soluble in many organic solvents and exhibited emissions ranging from blue to orange wavelength depending on the nature of the signaling unit. Pyrimidine- and p-chloroaromatic containing polymers exhibited higher bioactivity than that contain the sulfonamide group. The amidopyrimidine polymers exhibited remarkable antifungal and antibacterial activity and thus, these types of polymers are promising candidates for biomedical applications. CONCLUSIONS: The SEM analysis indicated that most of the polyamides were organized as well defined nano sized spheres, but in certain derivatives small amount of aggregated nanospheres were also observed. Thermal analyses were studied up to 700 °C and results showed comparable thermal behavior. The optical results revealed that polymeric series (A) exhibited orange emission, series (B) showed green emission while series (C) exhibited yellow and blue emissions. Benzene/pyridine structure interchange resulted in red shifted peaks attributed to the localized lone pair of electrons on a nitrogen atom which offer a greater electron affinity and better electron-transporting properties. The amido- and sulfonamide pyrimidine containing polymers exhibited the most potent antimicrobial activity. Relative to the reference Gentamicin, the polymer 54 exhibited comparable antibacterial activity against gram negative bacteria. Analogues 52 and 57 exhibited remarkable antibacterial activities compared to the references used. Thus, these polyamides are likely to be promising broad spectrum antibacterial agents and deserve further investigation at the molecular level.Graphical abstract:The synthesis and characterization of a new series of nanosized polyamides containing chloroaromatic (A), pyrimidinoamido- (B) and pyrimidosulfonamido- (C) pendent structures as promising candidates for biomedical applications is described.

7.
Spectrochim Acta A Mol Biomol Spectrosc ; 103: 232-45, 2013 Feb 15.
Artigo em Inglês | MEDLINE | ID: mdl-23261618

RESUMO

Square planar Pd (II) and octahedral Pt (IV) complexes with novel spherical aramides nanoparticles containing flexible linkages ligands have been synthesized and characterized using analytical and spectral techniques. The synthesized complexes have been tested for their antimicrobial activity using Kirby-Bauer disc diffusion method. The antitumor activity has been performed using liver carcinoma (HEPG2), breast carcinoma (MCF7) and colon carcinoma (HCT 116) cell lines. Palladium complexes of polyamides containing sulfones showed the highest potency as antibacterial and antifungal agents. Platinum complexes containing sulfone and ether flexible linkages and chloro groups exhibited high potency as antitumor and antimicrobial agents. The uniform sizes of these nanomaterials could find biological uses such as immune assay and other medical purposes.


Assuntos
Anti-Infecciosos/química , Antineoplásicos/química , Complexos de Coordenação/química , Nanopartículas/química , Paládio/química , Platina/química , Anti-Infecciosos/farmacologia , Antineoplásicos/farmacologia , Bactérias/efeitos dos fármacos , Infecções Bacterianas/tratamento farmacológico , Linhagem Celular Tumoral , Complexos de Coordenação/farmacologia , Fungos/efeitos dos fármacos , Humanos , Micoses/tratamento farmacológico , Nanopartículas/ultraestrutura , Neoplasias/tratamento farmacológico , Nylons/química , Nylons/farmacologia , Paládio/farmacologia , Platina/farmacologia
8.
Molecules ; 17(7): 8255-75, 2012 Jul 10.
Artigo em Inglês | MEDLINE | ID: mdl-22781439

RESUMO

We report the synthesis of aramide nanoparticles containing a chiral N-phthaloyl valine moiety and their antioxidant activities on hepatic contents of cytochrome P450, amidopyrene N-demethylase, aniline-4-hyroxylase and induced the hepatic content of cytochrome b5 and nicotinamide adenine dinucleotide phosphate (NADPH) cytochrome C-reductase. Polymers were obtained as well-separated spherical nanoparticles while highly aggregated particles via H-bonding organization of the aramide-containing pyridine led to a thin layer formation. The effects of the nanoparticles and CCl4 on enzyme activities and thiobarbituric acid reactive substances (TBARS) levels of male rat liver were studied. Pretreatments of rats with the polyamides prior to the administration of CCl4 decreased the hepatic content of the tested enzymes. Doses reduced the toxic effects exerted by (•CCl3) upon the liver through inhibition of the cytochrome P450 system. Inhibition of such metabolizing enzymes could reduce the carcinogenic effects of chemical carcinogens.


Assuntos
Amidas/química , Amidas/farmacologia , Antioxidantes/farmacologia , Benzamidas/química , Benzamidas/farmacologia , Sistema Enzimático do Citocromo P-450/metabolismo , Fígado/enzimologia , Nanopartículas/química , Polímeros/química , Polímeros/farmacologia , Valina/análogos & derivados , Valina/química , Amidas/síntese química , Animais , Benzamidas/síntese química , Ligação de Hidrogênio/efeitos dos fármacos , Cinética , Fígado/efeitos dos fármacos , Masculino , Nanopartículas/ultraestrutura , Oxirredução/efeitos dos fármacos , Polímeros/síntese química , Ratos , Ratos Sprague-Dawley , Solubilidade/efeitos dos fármacos , Espectroscopia de Infravermelho com Transformada de Fourier , Temperatura , Substâncias Reativas com Ácido Tiobarbitúrico/metabolismo , Viscosidade/efeitos dos fármacos
9.
Mini Rev Med Chem ; 7(12): 1206-35, 2007 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-18220975

RESUMO

We aim from this review to stimulate further research in this area by providing a description of the different types of inhibitors containing heparin mimetic molecules that have recently been reported and data on their biological activity. Molecules that mimic heparin and bind to heparin-binding growth factors are important building blocks for synthetic biomaterials. Different types of synthetic mimics of the biological properties of heparin have been prepared inclu-ding high molecular weight compounds or small molecule mimics. Peptide-based mimics of heparin functionality are limited and because of their low degree of sulfation, they are natural targets as heparin mimics. Aromatic sulfonamide derivatives exhibit a range of bioactivities and a novel angiogenesis inhibitor (E 7820) is used as a TF model for screening assay. The anticoagulant activity of the known heparin pentasaccharide sequence prompted synthetic efforts aimed at the procurement of this structure as well as a host of related sequences. Chemical modification of the natural or synthetic heparin increased factor activation of AT III Xa affinity. A variety of non-peptide non-saccharides inhibitors as anti-angiogenesis therapies directed against the VEGFR kinase are a promising and well-validated therapeutic approach under active evaluation of their safety and efficacy in multiple clinical trials. These low molecular weight modulators could be useful tools for biologists and may have potential as drugs or as leads for drug development.


Assuntos
Fatores de Crescimento de Fibroblastos/metabolismo , Heparina/química , Heparina/metabolismo , Mimetismo Molecular , Sequência de Carboidratos , Ligação Proteica
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