Optimized Production of Hydroxamic Acid Derivatives with Antioxidant and Anticholinergic Potential by Immobilized Pseudomonas aeruginosa Cells
Autor(a) principal: | |
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Data de Publicação: | 2017 |
Outros Autores: | , , , , |
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 |
Resumo: | 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 %. |
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Optimized Production of Hydroxamic Acid Derivatives with Antioxidant and Anticholinergic Potential by Immobilized Pseudomonas aeruginosa CellsHydroxamic Acid Derivatives (HAD)Acetylcholinesterase InhibitorsAntioxidant PotentialPseudomonas aeruginosaBiocatalysisIn 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 %.RCIPLBernardo, MarisaReis, TelmaMinhalma, MiguelKarmali, AminSerralheiro, Maria LuísaPacheco, Rita2017-09-28T11:28:53Z2017-082017-08-01T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/10400.21/7395engBERNARDO, Marisa [et al] - Optimized Production of Hydroxamic Acid Derivatives with Antioxidant and Anticholinergic Potential by Immobilized Pseudomonas aeruginosa Cells. American Journal of Microbiology and Biotechnology. ISSN: 2375-3005. Vol. 4, N.º5, (2017), pp. 53-602375-3005http://www.aascit.org/journal/ajmbmetadata only accessinfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-08-03T09:53:25Zoai:repositorio.ipl.pt:10400.21/7395Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T20:16:21.392733Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
Optimized Production of Hydroxamic Acid Derivatives with Antioxidant and Anticholinergic Potential by Immobilized Pseudomonas aeruginosa Cells |
title |
Optimized Production of Hydroxamic Acid Derivatives with Antioxidant and Anticholinergic Potential by Immobilized Pseudomonas aeruginosa Cells |
spellingShingle |
Optimized Production of Hydroxamic Acid Derivatives with Antioxidant and Anticholinergic Potential by Immobilized Pseudomonas aeruginosa Cells Bernardo, Marisa Hydroxamic Acid Derivatives (HAD) Acetylcholinesterase Inhibitors Antioxidant Potential Pseudomonas aeruginosa Biocatalysis |
title_short |
Optimized Production of Hydroxamic Acid Derivatives with Antioxidant and Anticholinergic Potential by Immobilized Pseudomonas aeruginosa Cells |
title_full |
Optimized Production of Hydroxamic Acid Derivatives with Antioxidant and Anticholinergic Potential by Immobilized Pseudomonas aeruginosa Cells |
title_fullStr |
Optimized Production of Hydroxamic Acid Derivatives with Antioxidant and Anticholinergic Potential by Immobilized Pseudomonas aeruginosa Cells |
title_full_unstemmed |
Optimized Production of Hydroxamic Acid Derivatives with Antioxidant and Anticholinergic Potential by Immobilized Pseudomonas aeruginosa Cells |
title_sort |
Optimized Production of Hydroxamic Acid Derivatives with Antioxidant and Anticholinergic Potential by Immobilized Pseudomonas aeruginosa Cells |
author |
Bernardo, Marisa |
author_facet |
Bernardo, Marisa Reis, Telma Minhalma, Miguel Karmali, Amin Serralheiro, Maria Luísa Pacheco, Rita |
author_role |
author |
author2 |
Reis, Telma Minhalma, Miguel Karmali, Amin Serralheiro, Maria Luísa Pacheco, Rita |
author2_role |
author author author author author |
dc.contributor.none.fl_str_mv |
RCIPL |
dc.contributor.author.fl_str_mv |
Bernardo, Marisa Reis, Telma Minhalma, Miguel Karmali, Amin Serralheiro, Maria Luísa Pacheco, Rita |
dc.subject.por.fl_str_mv |
Hydroxamic Acid Derivatives (HAD) Acetylcholinesterase Inhibitors Antioxidant Potential Pseudomonas aeruginosa Biocatalysis |
topic |
Hydroxamic Acid Derivatives (HAD) Acetylcholinesterase Inhibitors Antioxidant Potential Pseudomonas aeruginosa Biocatalysis |
description |
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 %. |
publishDate |
2017 |
dc.date.none.fl_str_mv |
2017-09-28T11:28:53Z 2017-08 2017-08-01T00:00:00Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/10400.21/7395 |
url |
http://hdl.handle.net/10400.21/7395 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
BERNARDO, Marisa [et al] - Optimized Production of Hydroxamic Acid Derivatives with Antioxidant and Anticholinergic Potential by Immobilized Pseudomonas aeruginosa Cells. American Journal of Microbiology and Biotechnology. ISSN: 2375-3005. Vol. 4, N.º5, (2017), pp. 53-60 2375-3005 http://www.aascit.org/journal/ajmb |
dc.rights.driver.fl_str_mv |
metadata only access info:eu-repo/semantics/openAccess |
rights_invalid_str_mv |
metadata only access |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.source.none.fl_str_mv |
reponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação instacron:RCAAP |
instname_str |
Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
instacron_str |
RCAAP |
institution |
RCAAP |
reponame_str |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
collection |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
repository.name.fl_str_mv |
Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
repository.mail.fl_str_mv |
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