Synthesis of new 2-{2,3-dihydro-1,4-benzodioxin-6-yl[(4-methylphenyl) sulfonyl]amino}-N-(un/substituted-phenyl)acetamides as α-glucosidase and acetylcholinesterase inhibitors and their in silico study
Título del documento: Synthesis of new 2-{2,3-dihydro-1,4-benzodioxin-6-yl[(4-methylphenyl) sulfonyl]amino}-N-(un/substituted-phenyl)acetamides as α-glucosidase and acetylcholinesterase inhibitors and their in silico study
Revista: Brazilian Journal of Pharmaceutical Sciences
Base de datos: PERIÓDICA
Número de sistema: 000451128
ISSN: 1984-8250
Autores: 1
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Instituciones: 1Government College University, Department of Chemistry, Lahore, Punjab. Pakistán
2Universiti Teknologi MARA, Atta-ur-Rahman Institute for Natural Products Discovery, Bandar Puncak Alam, Selangor Darul Ehsan. Malasia
3Islamia University, Department of Chemistry, Bahawalpur, Punjab. Pakistán
4Abdul Wali Khan University, Department of Biochemistry, Mardan, Khyber-Pakhtunkhwa. Pakistán
Año:
Volumen: 55
País: Brasil
Idioma: Inglés
Tipo de documento: Artículo
Enfoque: Experimental, aplicado
Resumen en inglés The aim of the present research work was to investigate the enzyme inhibitory potential of some new sulfonamides having benzodioxane and acetamide moieties. The synthesis was started by the reaction of N-2,3-dihydrobenzo[1,4]-dioxin-6-amine (1) with 4-methylbenzenesulfonyl chloride (2) in the presence of 10% aqueous Na2CO3 to yield N-(2,3-dihydrobenzo[1,4]-dioxin-6-yl)-4-methylbenzenesulfonamide (3), which was then reacted with 2-bromo-N-(un/substituted-phenyl)acetamides (6a-l) in DMF and lithium hydride as a base to afford various 2-{2,3-dihydro-1,4-benzodioxin-6-yl[(4-methylphenyl)sulfonyl]amino}-N-(un/substituted-phenyl)acetamides (7a-l). All the synthesized compounds were characterized by their IR and 1H-NMR spectral data along with CHN analysis data. The enzyme inhibitory activities of these compounds were tested against a-glucosidase and acetylcholinesterase (AChE). Most of the compounds exhibited substantial inhibitory activity against yeast a-glucosidase and weak against AChE. The in silico molecular docking results were also consistent with in vitro enzyme inhibition data
Disciplinas: Química
Palabras clave: Química farmacéutica,
Sulfonamidas,
Benzodiaxona,
Inhibición enzimática,
Análisis espectral,
Alfa-glucosidasa,
Acetilcolinesterasa,
Acoplamiento molecular
Keyword: Medicinal chemistry,
Sulfonamides,
Benzodioxane,
Enzymatic inhibition,
Spectral analysis,
Alpha-glucosidase,
Acetylcholinesterase,
Molecular docking
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