Chemoenzymatic Synthesis of Triazololactams Structurally Related to Pancratistatin

Autores
de la Sovera, Victoria; Suescun, Leopoldo; Bellomo Peraza, Ana Ines; González, David
Año de publicación
2017
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Four tricyclic lactams that structurally resemble alkaloids with the pancratistatin skeleton were synthetized from bromobenzene by a chemoenzymatic strategy. The sequence involved enzymatic dihydroxylation, efficient stereodirected oxidation of double bonds, inter- or intramolecular Huisgen cycloaddition, and a solvent-free cyclization. The complex structures were obtained in high chemical and optical purity and may be good candidates for biological testing.
Fil: de la Sovera, Victoria. Universidad de la República. Facultad de Química. Departamento de Química Orgánica; Uruguay
Fil: Suescun, Leopoldo. Universidad de la República. Laboratorio de Cristalografía, Estado Sólido y Materiales; Uruguay
Fil: Bellomo Peraza, Ana Ines. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Parque Centenario. Centro de Investigaciones en Bionanociencias ; Argentina
Fil: González, David. Universidad de la República. Facultad de Química. Departamento de Química Orgánica; Uruguay
Materia
ALKALOIDS
ASYMMETRIC SYNTHESIS
CHEMOENZYMATIC SYNTHESIS
CLICK CHEMISTRY
CYCLOADDITION
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:11336/51172
Acceder
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network_name_str CONICET Digital (CONICET)
spelling Chemoenzymatic Synthesis of Triazololactams Structurally Related to Pancratistatinde la Sovera, VictoriaSuescun, LeopoldoBellomo Peraza, Ana InesGonzález, DavidALKALOIDSASYMMETRIC SYNTHESISCHEMOENZYMATIC SYNTHESISCLICK CHEMISTRYCYCLOADDITIONhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Four tricyclic lactams that structurally resemble alkaloids with the pancratistatin skeleton were synthetized from bromobenzene by a chemoenzymatic strategy. The sequence involved enzymatic dihydroxylation, efficient stereodirected oxidation of double bonds, inter- or intramolecular Huisgen cycloaddition, and a solvent-free cyclization. The complex structures were obtained in high chemical and optical purity and may be good candidates for biological testing.Fil: de la Sovera, Victoria. Universidad de la República. Facultad de Química. Departamento de Química Orgánica; UruguayFil: Suescun, Leopoldo. Universidad de la República. Laboratorio de Cristalografía, Estado Sólido y Materiales; UruguayFil: Bellomo Peraza, Ana Ines. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Parque Centenario. Centro de Investigaciones en Bionanociencias ; ArgentinaFil: González, David. Universidad de la República. Facultad de Química. Departamento de Química Orgánica; UruguayWiley VCH Verlag2017-07-17info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/51172de la Sovera, Victoria; Suescun, Leopoldo; Bellomo Peraza, Ana Ines; González, David; Chemoenzymatic Synthesis of Triazololactams Structurally Related to Pancratistatin; Wiley VCH Verlag; European Journal of Organic Chemistry; 2017; 27; 17-7-2017; 3912-39161434-193XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1002/ejoc.201700334info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.201700334info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:34:09Zoai:ri.conicet.gov.ar:11336/51172instacron: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:34982025-09-29 09:34:09.842CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Chemoenzymatic Synthesis of Triazololactams Structurally Related to Pancratistatin
title Chemoenzymatic Synthesis of Triazololactams Structurally Related to Pancratistatin
spellingShingle Chemoenzymatic Synthesis of Triazololactams Structurally Related to Pancratistatin
de la Sovera, Victoria
ALKALOIDS
ASYMMETRIC SYNTHESIS
CHEMOENZYMATIC SYNTHESIS
CLICK CHEMISTRY
CYCLOADDITION
title_short Chemoenzymatic Synthesis of Triazololactams Structurally Related to Pancratistatin
title_full Chemoenzymatic Synthesis of Triazololactams Structurally Related to Pancratistatin
title_fullStr Chemoenzymatic Synthesis of Triazololactams Structurally Related to Pancratistatin
title_full_unstemmed Chemoenzymatic Synthesis of Triazololactams Structurally Related to Pancratistatin
title_sort Chemoenzymatic Synthesis of Triazololactams Structurally Related to Pancratistatin
dc.creator.none.fl_str_mv de la Sovera, Victoria
Suescun, Leopoldo
Bellomo Peraza, Ana Ines
González, David
author de la Sovera, Victoria
author_facet de la Sovera, Victoria
Suescun, Leopoldo
Bellomo Peraza, Ana Ines
González, David
author_role author
author2 Suescun, Leopoldo
Bellomo Peraza, Ana Ines
González, David
author2_role author
author
author
dc.subject.none.fl_str_mv ALKALOIDS
ASYMMETRIC SYNTHESIS
CHEMOENZYMATIC SYNTHESIS
CLICK CHEMISTRY
CYCLOADDITION
topic ALKALOIDS
ASYMMETRIC SYNTHESIS
CHEMOENZYMATIC SYNTHESIS
CLICK CHEMISTRY
CYCLOADDITION
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Four tricyclic lactams that structurally resemble alkaloids with the pancratistatin skeleton were synthetized from bromobenzene by a chemoenzymatic strategy. The sequence involved enzymatic dihydroxylation, efficient stereodirected oxidation of double bonds, inter- or intramolecular Huisgen cycloaddition, and a solvent-free cyclization. The complex structures were obtained in high chemical and optical purity and may be good candidates for biological testing.
Fil: de la Sovera, Victoria. Universidad de la República. Facultad de Química. Departamento de Química Orgánica; Uruguay
Fil: Suescun, Leopoldo. Universidad de la República. Laboratorio de Cristalografía, Estado Sólido y Materiales; Uruguay
Fil: Bellomo Peraza, Ana Ines. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Parque Centenario. Centro de Investigaciones en Bionanociencias ; Argentina
Fil: González, David. Universidad de la República. Facultad de Química. Departamento de Química Orgánica; Uruguay
description Four tricyclic lactams that structurally resemble alkaloids with the pancratistatin skeleton were synthetized from bromobenzene by a chemoenzymatic strategy. The sequence involved enzymatic dihydroxylation, efficient stereodirected oxidation of double bonds, inter- or intramolecular Huisgen cycloaddition, and a solvent-free cyclization. The complex structures were obtained in high chemical and optical purity and may be good candidates for biological testing.
publishDate 2017
dc.date.none.fl_str_mv 2017-07-17
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/11336/51172
de la Sovera, Victoria; Suescun, Leopoldo; Bellomo Peraza, Ana Ines; González, David; Chemoenzymatic Synthesis of Triazololactams Structurally Related to Pancratistatin; Wiley VCH Verlag; European Journal of Organic Chemistry; 2017; 27; 17-7-2017; 3912-3916
1434-193X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/51172
identifier_str_mv de la Sovera, Victoria; Suescun, Leopoldo; Bellomo Peraza, Ana Ines; González, David; Chemoenzymatic Synthesis of Triazololactams Structurally Related to Pancratistatin; Wiley VCH Verlag; European Journal of Organic Chemistry; 2017; 27; 17-7-2017; 3912-3916
1434-193X
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1002/ejoc.201700334
info:eu-repo/semantics/altIdentifier/url/https://onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.201700334
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 Wiley VCH Verlag
publisher.none.fl_str_mv Wiley VCH Verlag
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 13.070432

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