Optimized Production of Hydroxamic Acid Derivatives with Antioxidant and Anticholinergic Potential by Immobilized Pseudomonas aeruginosa Cells

• Autor(a) principal: Bernardo, Marisa
• Data de Publicação: 2017
• Outros Autores: Reis, Telma, Minhalma, Miguel, Karmali, Amin, Serralheiro, Maria Luísa, Pacheco, Rita
• Tipo de documento: Artigo
• Idioma: eng
• Título da fonte: Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)
• Texto Completo: http://hdl.handle.net/10400.21/7395
• topic: Hydroxamic Acid Derivatives (HAD); Acetylcholinesterase Inhibitors; Antioxidant Potential; Pseudomonas aeruginosa; Biocatalysis

In this study were investigated, the synthesis, acetylcholinesterase inhibition and antioxidant activity of a series of hydroxamic acid derivatives (HAD), with different chemical group characteristics, such as aliphatic (acetohydroxamic acid and butyryl hydroxamic acid), aromatic (benzohydroxamic acid and phenylalanine hydroxamic acid) and amino acid (glycine hydroxamic acid and alanine hydroxamic acid). It was observed that these HAD compounds present very promising activity as acetylcholinesterase (AChE) inhibitors and as antioxidants. The aliphatic HAD demonstrated to have a higher inhibitory activity of AChE than amino acid or aromatic HAD. As for the antioxidant activity, a high antioxidant potential was found for all the compounds with EC50 values ranging from 0.19 µM to 1.65 µM. Aiming these applications, a biocatalysis approach was used to obtain these HADs with optimal reactional conditions. In this study, reverse micelles with immobilized Pseudomonas aeruginosa intact cells containing amidase were used as a biocatalyst to catalyze the acyltransferase reaction of the corresponding substrate amide and hydroxylamine to obtain various HAD and this was achieved for the first time with yields of approximately 100 %.