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1.
Polymers (Basel) ; 13(11)2021 Jun 03.
Artículo en Inglés | MEDLINE | ID: mdl-34205041

RESUMEN

Herein we report new multiblock chalcone conjugate phthalimide and naphthalimide functionalized copolymers with a topologically novel architecture synthesis using nucleophilic substitution and polycondensation methodology. The structures of the synthesized novolacs were elucidated on the basis of their spectroscopic analysis including FTIR, 1H NMR, and 13C NMR spectroscopy. Further, the number-average and weight-average molecular weights of the novolac polymers were determined by gel permeation chromatography (GPC). We examined the solubility of the synthesized polymers in various organic solvents including CHCl3, CH3CN, THF, H2O, CH3OH, DMSO, and DMF and found they are insoluble in both methanol and water. The novolac polymers were evaluated for their photophysical properties and microbial activities. The investigation of the antimicrobial activities of these polymers reveals significant antimicrobial activity against the pathogens E. coli, S. aureus, C. albicans, and A. niger.

2.
Micromachines (Basel) ; 12(6)2021 Jun 08.
Artículo en Inglés | MEDLINE | ID: mdl-34201351

RESUMEN

The goal of the present study was to copolymerize 3-(4-acetylphenylcarbamoyl) acrylic acid and styrene using azo-bis-isobutyronitrile (AIBN) as a catalyst. The resulting copolymers exhibited number average molecular weights (Mn) of 3.73-5.23 × 104 g/mol with a variable polydispersity (PDI = 2.3-3.8). The amide group of the PMA/PSA polymer was used for grafting poly (-styrene-maleic acid substituted aromatic 2-aminopyridine) by the Hantzsch reaction using a substituted aromatic aldehyde, malononitrile, and ammonium acetate. The polymer can emit strong blue fluorescence (λ = 510 nm) and its thermal stability and solubility were enhanced by polymer grafting. Moreover, the polymer showed the fluorescence spectra of the copolymer had a strong, broad emission band between 300 to 550 nm (maximum wavelength 538 nm) under excitation at 293 nm. The Hantzsch reaction yields an interesting class of nitrogen-based heterocycles that combine with a synthetic strategy for synthesis of grafted co-polymer pyridine-styrene derivatives. The as-prepared pyridine-based polymer compounds were screened against Gram-positive and Gram-negative bacteria, where a maximum inhibition zone toward all four types of bacteria was observed, including specific antifungal activity. Herein, a series of pyridine compounds were synthesized that showed enhanced fluorescent properties and antimicrobial properties due to their unique structure and ability to form polymer assemblies.

3.
Bioorg Chem ; 88: 102920, 2019 07.
Artículo en Inglés | MEDLINE | ID: mdl-30991194

RESUMEN

A series of novel covalent cholesterol-spiro pyrrolidine/pyrrolizidine heterocyclic hybrids possessing biologically active oxindole, indanedione, and acenaphthylene-1-one have been synthesized by the reaction of C3-ß-cholesteroalacrylate with heterocyclic di- and tri-ketones. All the sixteen compounds were obtained as a single isomer in good yield through a stereo- and regio- selective 1,3-dipolar cycloaddition methodology. Stereochemistry of the spiranic cycloadducts has been established by spectroscopic analysis and the regioselectivity outcome of the spiro adducts has been accomplished by DFT calculations at B3LYP/6-31G (d,p) level study. In vitro antibacterial activity of the newly synthesized cycloadducts were evaluated against highly pathogenic Gram-positive and Gram-negative bacteria and the most active compounds 5a, 13, and 14 underwent automated in silico molecular docking analysis in order to validate their effective orientation as a inhibitors bound in the active site of glucosamine-6-phosphate synthase (1XFF) enzyme by employing AutoDock Tools.


Asunto(s)
Antibacterianos/farmacología , Colesterol/análogos & derivados , Colesterol/farmacología , Inhibidores Enzimáticos/farmacología , Glutamina-Fructosa-6-Fosfato Transaminasa (Isomerizadora)/antagonistas & inhibidores , Compuestos de Espiro/farmacología , Antibacterianos/síntesis química , Bacterias/efectos de los fármacos , Dominio Catalítico , Reacción de Cicloadición , Teoría Funcional de la Densidad , Inhibidores Enzimáticos/síntesis química , Glutamina-Fructosa-6-Fosfato Transaminasa (Isomerizadora)/química , Glutamina-Fructosa-6-Fosfato Transaminasa (Isomerizadora)/metabolismo , Modelos Químicos , Simulación del Acoplamiento Molecular , Unión Proteica , Compuestos de Espiro/síntesis química , Estereoisomerismo
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