Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungi

Detalhes bibliográficos
Autor(a) principal: Borges,Keyller Bastos
Data de Publicação: 2011
Outros Autores: Bonato,Pierina Sueli, Pupo,Mônica Tallarico
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Química Nova (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422011000800011
Resumo: The enantioselective biotransformation of propranolol (Prop) by the endophytic fungi Phomopsis sp., Glomerella cingulata, Penicillium crustosum, Chaetomium globosum and Aspergillus fumigatus was investigated by studying the kinetics of the aromatic hydroxylation reaction with the formation of 4-hydroxypropranolol (4-OH-Prop). Both Prop enantiomers were consumed by the fungi in the biotransformation process, but the 4-hydroxylation reaction yielded preferentially (-)-(S)-4-OH-Prop. The quantity of metabolites biosynthesized varied slightly among the evaluated endophytic fungi. These results show that all investigated endophytic fungi could be used as biosynthetic tools in biotransformation processes to obtain the enantiomers of 4-OH-Prop.
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spelling Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungienantioselective biotransformationpropranololendophytic fungiThe enantioselective biotransformation of propranolol (Prop) by the endophytic fungi Phomopsis sp., Glomerella cingulata, Penicillium crustosum, Chaetomium globosum and Aspergillus fumigatus was investigated by studying the kinetics of the aromatic hydroxylation reaction with the formation of 4-hydroxypropranolol (4-OH-Prop). Both Prop enantiomers were consumed by the fungi in the biotransformation process, but the 4-hydroxylation reaction yielded preferentially (-)-(S)-4-OH-Prop. The quantity of metabolites biosynthesized varied slightly among the evaluated endophytic fungi. These results show that all investigated endophytic fungi could be used as biosynthetic tools in biotransformation processes to obtain the enantiomers of 4-OH-Prop.Sociedade Brasileira de Química2011-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422011000800011Química Nova v.34 n.8 2011reponame:Química Nova (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0100-40422011000800011info:eu-repo/semantics/openAccessBorges,Keyller BastosBonato,Pierina SueliPupo,Mônica Tallaricoeng2011-10-06T00:00:00Zoai:scielo:S0100-40422011000800011Revistahttps://www.scielo.br/j/qn/ONGhttps://old.scielo.br/oai/scielo-oai.phpquimicanova@sbq.org.br1678-70640100-4042opendoar:2011-10-06T00:00Química Nova (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungi
title Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungi
spellingShingle Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungi
Borges,Keyller Bastos
enantioselective biotransformation
propranolol
endophytic fungi
title_short Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungi
title_full Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungi
title_fullStr Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungi
title_full_unstemmed Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungi
title_sort Enantioselective biotransformation of propranolol to the active metabolite 4-hydroxypropranolol by endophytic fungi
author Borges,Keyller Bastos
author_facet Borges,Keyller Bastos
Bonato,Pierina Sueli
Pupo,Mônica Tallarico
author_role author
author2 Bonato,Pierina Sueli
Pupo,Mônica Tallarico
author2_role author
author
dc.contributor.author.fl_str_mv Borges,Keyller Bastos
Bonato,Pierina Sueli
Pupo,Mônica Tallarico
dc.subject.por.fl_str_mv enantioselective biotransformation
propranolol
endophytic fungi
topic enantioselective biotransformation
propranolol
endophytic fungi
description The enantioselective biotransformation of propranolol (Prop) by the endophytic fungi Phomopsis sp., Glomerella cingulata, Penicillium crustosum, Chaetomium globosum and Aspergillus fumigatus was investigated by studying the kinetics of the aromatic hydroxylation reaction with the formation of 4-hydroxypropranolol (4-OH-Prop). Both Prop enantiomers were consumed by the fungi in the biotransformation process, but the 4-hydroxylation reaction yielded preferentially (-)-(S)-4-OH-Prop. The quantity of metabolites biosynthesized varied slightly among the evaluated endophytic fungi. These results show that all investigated endophytic fungi could be used as biosynthetic tools in biotransformation processes to obtain the enantiomers of 4-OH-Prop.
publishDate 2011
dc.date.none.fl_str_mv 2011-01-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422011000800011
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422011000800011
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0100-40422011000800011
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Química Nova v.34 n.8 2011
reponame:Química Nova (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Química Nova (Online)
collection Química Nova (Online)
repository.name.fl_str_mv Química Nova (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv quimicanova@sbq.org.br
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