Synthesis and Structure of Novel Potentially Bioactive Amphiphilic -O-(N)-Glycosides

Autores
Bejarano Rengel, Natividad; Lafuente, María Leticia; Esteche, Juliana; Santiago, Cintia C.; Rojas, Agustín Hugo; Ponzinibbio, Agustín
Año de publicación
2020
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Herein we present the synthesis and structural analysis of novel -O-(N)-glycosides. The biphasic reaction of NHS and acetobromo-α-D-glucose or D-galactose gives the β anomer glycoside in a straightforward manner. Further hydrazinolysis and condensation with decanal afforded the desired products. Their complete structures, including the anomeric and E/Z double bond configurations, were determined by spectroscopic analysis.
Centro de Estudios de Compuestos Orgánicos
Materia
Química
Amphiphilic carbohydrates
-O-(N)-glycosides
NMR
Nivel de accesibilidad
acceso abierto
Condiciones de uso
http://creativecommons.org/licenses/by/4.0/
Repositorio
SEDICI (UNLP)
Institución
Universidad Nacional de La Plata
OAI Identificador
oai:sedici.unlp.edu.ar:10915/118924
Acceder
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oai_identifier_str oai:sedici.unlp.edu.ar:10915/118924
network_acronym_str SEDICI
repository_id_str 1329
network_name_str SEDICI (UNLP)
spelling Synthesis and Structure of Novel Potentially Bioactive Amphiphilic -O-(N)-GlycosidesBejarano Rengel, NatividadLafuente, María LeticiaEsteche, JulianaSantiago, Cintia C.Rojas, Agustín HugoPonzinibbio, AgustínQuímicaAmphiphilic carbohydrates-O-(N)-glycosidesNMRHerein we present the synthesis and structural analysis of novel -O-(N)-glycosides. The biphasic reaction of NHS and acetobromo-α-D-glucose or D-galactose gives the β anomer glycoside in a straightforward manner. Further hydrazinolysis and condensation with decanal afforded the desired products. Their complete structures, including the anomeric and E/Z double bond configurations, were determined by spectroscopic analysis.Centro de Estudios de Compuestos Orgánicos2020info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionArticulohttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfhttp://sedici.unlp.edu.ar/handle/10915/118924enginfo:eu-repo/semantics/altIdentifier/issn/2673-4583info:eu-repo/semantics/altIdentifier/doi/10.3390/ecsoc-24-08286info:eu-repo/semantics/openAccesshttp://creativecommons.org/licenses/by/4.0/Creative Commons Attribution 4.0 International (CC BY 4.0)reponame:SEDICI (UNLP)instname:Universidad Nacional de La Platainstacron:UNLP2025-09-29T11:28:00Zoai:sedici.unlp.edu.ar:10915/118924Institucionalhttp://sedici.unlp.edu.ar/Universidad públicaNo correspondehttp://sedici.unlp.edu.ar/oai/snrdalira@sedici.unlp.edu.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:13292025-09-29 11:28:00.852SEDICI (UNLP) - Universidad Nacional de La Platafalse
dc.title.none.fl_str_mv Synthesis and Structure of Novel Potentially Bioactive Amphiphilic -O-(N)-Glycosides
title Synthesis and Structure of Novel Potentially Bioactive Amphiphilic -O-(N)-Glycosides
spellingShingle Synthesis and Structure of Novel Potentially Bioactive Amphiphilic -O-(N)-Glycosides
Bejarano Rengel, Natividad
Química
Amphiphilic carbohydrates
-O-(N)-glycosides
NMR
title_short Synthesis and Structure of Novel Potentially Bioactive Amphiphilic -O-(N)-Glycosides
title_full Synthesis and Structure of Novel Potentially Bioactive Amphiphilic -O-(N)-Glycosides
title_fullStr Synthesis and Structure of Novel Potentially Bioactive Amphiphilic -O-(N)-Glycosides
title_full_unstemmed Synthesis and Structure of Novel Potentially Bioactive Amphiphilic -O-(N)-Glycosides
title_sort Synthesis and Structure of Novel Potentially Bioactive Amphiphilic -O-(N)-Glycosides
dc.creator.none.fl_str_mv Bejarano Rengel, Natividad
Lafuente, María Leticia
Esteche, Juliana
Santiago, Cintia C.
Rojas, Agustín Hugo
Ponzinibbio, Agustín
author Bejarano Rengel, Natividad
author_facet Bejarano Rengel, Natividad
Lafuente, María Leticia
Esteche, Juliana
Santiago, Cintia C.
Rojas, Agustín Hugo
Ponzinibbio, Agustín
author_role author
author2 Lafuente, María Leticia
Esteche, Juliana
Santiago, Cintia C.
Rojas, Agustín Hugo
Ponzinibbio, Agustín
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Química
Amphiphilic carbohydrates
-O-(N)-glycosides
NMR
topic Química
Amphiphilic carbohydrates
-O-(N)-glycosides
NMR
dc.description.none.fl_txt_mv Herein we present the synthesis and structural analysis of novel -O-(N)-glycosides. The biphasic reaction of NHS and acetobromo-α-D-glucose or D-galactose gives the β anomer glycoside in a straightforward manner. Further hydrazinolysis and condensation with decanal afforded the desired products. Their complete structures, including the anomeric and E/Z double bond configurations, were determined by spectroscopic analysis.
Centro de Estudios de Compuestos Orgánicos
description Herein we present the synthesis and structural analysis of novel -O-(N)-glycosides. The biphasic reaction of NHS and acetobromo-α-D-glucose or D-galactose gives the β anomer glycoside in a straightforward manner. Further hydrazinolysis and condensation with decanal afforded the desired products. Their complete structures, including the anomeric and E/Z double bond configurations, were determined by spectroscopic analysis.
publishDate 2020
dc.date.none.fl_str_mv 2020
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
Articulo
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://sedici.unlp.edu.ar/handle/10915/118924
url http://sedici.unlp.edu.ar/handle/10915/118924
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/issn/2673-4583
info:eu-repo/semantics/altIdentifier/doi/10.3390/ecsoc-24-08286
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
http://creativecommons.org/licenses/by/4.0/
Creative Commons Attribution 4.0 International (CC BY 4.0)
eu_rights_str_mv openAccess
rights_invalid_str_mv http://creativecommons.org/licenses/by/4.0/
Creative Commons Attribution 4.0 International (CC BY 4.0)
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:SEDICI (UNLP)
instname:Universidad Nacional de La Plata
instacron:UNLP
reponame_str SEDICI (UNLP)
collection SEDICI (UNLP)
instname_str Universidad Nacional de La Plata
instacron_str UNLP
institution UNLP
repository.name.fl_str_mv SEDICI (UNLP) - Universidad Nacional de La Plata
repository.mail.fl_str_mv alira@sedici.unlp.edu.ar
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score 13.070432

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