Chemoenzymatic synthesis of fluoxetine precursors. Reduction of β-substituted propiophenones

Autores
Coronel, Camila Denise; Arce, Gabriel; Iglesias, Cesar; Magallanes Noguera, Cynthia Alejandra; Rodriguez Bonnecarrere, Paula; Rodriguez Giordano, Sonia; Gonzales, David
Año de publicación
2014
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Five endophytic yeast strains isolated from edible plants were tested in the reduction β-chloro- and β-azidopropiophenone for the preparation of optically active fluoxetine precursors. The biotransformation rendered not only the corresponding chiral γ-substituted alcohols, but also unsubstituted alcohols and ketones. The product profile was studied and a plausible mechanism for the reductive elimination of the β-functional group is proposed.
Fil: Coronel, Camila Denise. Universidad de la Republica; Uruguay
Fil: Arce, Gabriel. Universidad de la Republica; Uruguay
Fil: Iglesias, Cesar. Universidad de la Republica; Uruguay
Fil: Magallanes Noguera, Cynthia Alejandra. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto de Investigaciones en Tecnología Química; Argentina
Fil: Rodriguez Bonnecarrere, Paula. Universidad de la Republica; Uruguay
Fil: Rodriguez Giordano, Sonia. Universidad de la Republica; Uruguay
Fil: Gonzales, David. Universidad de la Republica; Uruguay
Materia
Endophytes
Fluoxetine
B-Substituted Ketone
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/5815
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/5815
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Chemoenzymatic synthesis of fluoxetine precursors. Reduction of β-substituted propiophenonesCoronel, Camila DeniseArce, GabrielIglesias, CesarMagallanes Noguera, Cynthia AlejandraRodriguez Bonnecarrere, PaulaRodriguez Giordano, SoniaGonzales, DavidEndophytesFluoxetineB-Substituted Ketonehttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Five endophytic yeast strains isolated from edible plants were tested in the reduction β-chloro- and β-azidopropiophenone for the preparation of optically active fluoxetine precursors. The biotransformation rendered not only the corresponding chiral γ-substituted alcohols, but also unsubstituted alcohols and ketones. The product profile was studied and a plausible mechanism for the reductive elimination of the β-functional group is proposed.Fil: Coronel, Camila Denise. Universidad de la Republica; UruguayFil: Arce, Gabriel. Universidad de la Republica; UruguayFil: Iglesias, Cesar. Universidad de la Republica; UruguayFil: Magallanes Noguera, Cynthia Alejandra. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto de Investigaciones en Tecnología Química; ArgentinaFil: Rodriguez Bonnecarrere, Paula. Universidad de la Republica; UruguayFil: Rodriguez Giordano, Sonia. Universidad de la Republica; UruguayFil: Gonzales, David. Universidad de la Republica; UruguayElsevier2014-02-07info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/5815Coronel, Camila Denise; Arce, Gabriel; Iglesias, Cesar; Magallanes Noguera, Cynthia Alejandra; Rodriguez Bonnecarrere, Paula; et al.; Chemoenzymatic synthesis of fluoxetine precursors. Reduction of β-substituted propiophenones; Elsevier; Journal of Molecular Catalysis B: Enzymatic; 102; 7-2-2014; 94-981381-1177enginfo:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S1381117714000332info:eu-repo/semantics/altIdentifier/doi/info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molcatb.2014.01.022info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-10T13:12:14Zoai:ri.conicet.gov.ar:11336/5815instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-10 13:12:14.651CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Chemoenzymatic synthesis of fluoxetine precursors. Reduction of β-substituted propiophenones
title Chemoenzymatic synthesis of fluoxetine precursors. Reduction of β-substituted propiophenones
spellingShingle Chemoenzymatic synthesis of fluoxetine precursors. Reduction of β-substituted propiophenones
Coronel, Camila Denise
Endophytes
Fluoxetine
B-Substituted Ketone
title_short Chemoenzymatic synthesis of fluoxetine precursors. Reduction of β-substituted propiophenones
title_full Chemoenzymatic synthesis of fluoxetine precursors. Reduction of β-substituted propiophenones
title_fullStr Chemoenzymatic synthesis of fluoxetine precursors. Reduction of β-substituted propiophenones
title_full_unstemmed Chemoenzymatic synthesis of fluoxetine precursors. Reduction of β-substituted propiophenones
title_sort Chemoenzymatic synthesis of fluoxetine precursors. Reduction of β-substituted propiophenones
dc.creator.none.fl_str_mv Coronel, Camila Denise
Arce, Gabriel
Iglesias, Cesar
Magallanes Noguera, Cynthia Alejandra
Rodriguez Bonnecarrere, Paula
Rodriguez Giordano, Sonia
Gonzales, David
author Coronel, Camila Denise
author_facet Coronel, Camila Denise
Arce, Gabriel
Iglesias, Cesar
Magallanes Noguera, Cynthia Alejandra
Rodriguez Bonnecarrere, Paula
Rodriguez Giordano, Sonia
Gonzales, David
author_role author
author2 Arce, Gabriel
Iglesias, Cesar
Magallanes Noguera, Cynthia Alejandra
Rodriguez Bonnecarrere, Paula
Rodriguez Giordano, Sonia
Gonzales, David
author2_role author
author
author
author
author
author
dc.subject.none.fl_str_mv Endophytes
Fluoxetine
B-Substituted Ketone
topic Endophytes
Fluoxetine
B-Substituted Ketone
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Five endophytic yeast strains isolated from edible plants were tested in the reduction β-chloro- and β-azidopropiophenone for the preparation of optically active fluoxetine precursors. The biotransformation rendered not only the corresponding chiral γ-substituted alcohols, but also unsubstituted alcohols and ketones. The product profile was studied and a plausible mechanism for the reductive elimination of the β-functional group is proposed.
Fil: Coronel, Camila Denise. Universidad de la Republica; Uruguay
Fil: Arce, Gabriel. Universidad de la Republica; Uruguay
Fil: Iglesias, Cesar. Universidad de la Republica; Uruguay
Fil: Magallanes Noguera, Cynthia Alejandra. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico San Luis. Instituto de Investigaciones en Tecnología Química; Argentina
Fil: Rodriguez Bonnecarrere, Paula. Universidad de la Republica; Uruguay
Fil: Rodriguez Giordano, Sonia. Universidad de la Republica; Uruguay
Fil: Gonzales, David. Universidad de la Republica; Uruguay
description Five endophytic yeast strains isolated from edible plants were tested in the reduction β-chloro- and β-azidopropiophenone for the preparation of optically active fluoxetine precursors. The biotransformation rendered not only the corresponding chiral γ-substituted alcohols, but also unsubstituted alcohols and ketones. The product profile was studied and a plausible mechanism for the reductive elimination of the β-functional group is proposed.
publishDate 2014
dc.date.none.fl_str_mv 2014-02-07
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/5815
Coronel, Camila Denise; Arce, Gabriel; Iglesias, Cesar; Magallanes Noguera, Cynthia Alejandra; Rodriguez Bonnecarrere, Paula; et al.; Chemoenzymatic synthesis of fluoxetine precursors. Reduction of β-substituted propiophenones; Elsevier; Journal of Molecular Catalysis B: Enzymatic; 102; 7-2-2014; 94-98
1381-1177
url http://hdl.handle.net/11336/5815
identifier_str_mv Coronel, Camila Denise; Arce, Gabriel; Iglesias, Cesar; Magallanes Noguera, Cynthia Alejandra; Rodriguez Bonnecarrere, Paula; et al.; Chemoenzymatic synthesis of fluoxetine precursors. Reduction of β-substituted propiophenones; Elsevier; Journal of Molecular Catalysis B: Enzymatic; 102; 7-2-2014; 94-98
1381-1177
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S1381117714000332
info:eu-repo/semantics/altIdentifier/doi/
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.molcatb.2014.01.022
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 12.993085

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