Comparative study of hydrophobicity parameters of novel 5′-carbamates of zidovudine

Autores
Raviolo, Mónica Ana; Briñon, Margarita Cristina
Año de publicación
2005
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The lipophilic character of a series of 5′-carbamates of zidovudina has been studied. The lipophilicity was measured by means of reversed-phase thin layer chromatography (RP-TLC) and reversed-phase high performance liquid chromatography (RP-HPLC) techniques giving the corresponding RMw and log k′w parameters, respectively. These values were compared with those obtained by the classical shake flask methodology. RP-TLC assays were performed on the basis of thermodynamically true RM values, and buffer pH's 7.4 and 12.03 were chosen to determine the influence of the pH on the lipophilicity of the studied compounds. In addition, the influence of the organic modifier was studied in RP-TLC, showing the superiority of methanol as compared with acetone as the organic modifier, and physicochemical reasons have been discussed. Based on RP-TLC results, RP-HPLC studies were carried out using methanol and buffer pH 7.4 as mobile phase. Chromatographic data (RMW and log k′w) proved to be reliable parameters for describing the lipophilic properties of the test compounds.
Fil: Raviolo, Mónica Ana. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Briñon, Margarita Cristina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina
Materia
5′-CARBAMATES OF ZIDOVUDINA
LIPOPHILIC CHROMATOGRAPHIC PARAMETERS
LIPOPHILICITY
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/115563
Acceder
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network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Comparative study of hydrophobicity parameters of novel 5′-carbamates of zidovudineRaviolo, Mónica AnaBriñon, Margarita Cristina5′-CARBAMATES OF ZIDOVUDINALIPOPHILIC CHROMATOGRAPHIC PARAMETERSLIPOPHILICITYhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The lipophilic character of a series of 5′-carbamates of zidovudina has been studied. The lipophilicity was measured by means of reversed-phase thin layer chromatography (RP-TLC) and reversed-phase high performance liquid chromatography (RP-HPLC) techniques giving the corresponding RMw and log k′w parameters, respectively. These values were compared with those obtained by the classical shake flask methodology. RP-TLC assays were performed on the basis of thermodynamically true RM values, and buffer pH's 7.4 and 12.03 were chosen to determine the influence of the pH on the lipophilicity of the studied compounds. In addition, the influence of the organic modifier was studied in RP-TLC, showing the superiority of methanol as compared with acetone as the organic modifier, and physicochemical reasons have been discussed. Based on RP-TLC results, RP-HPLC studies were carried out using methanol and buffer pH 7.4 as mobile phase. Chromatographic data (RMW and log k′w) proved to be reliable parameters for describing the lipophilic properties of the test compounds.Fil: Raviolo, Mónica Ana. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaFil: Briñon, Margarita Cristina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; ArgentinaTaylor & Francis2005-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/115563Raviolo, Mónica Ana; Briñon, Margarita Cristina; Comparative study of hydrophobicity parameters of novel 5′-carbamates of zidovudine; Taylor & Francis; Journal of Liquid Chromatography and Related Technologies; 28; 14; 12-2005; 2195-22091082-60761520-572XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.tandfonline.com/doi/abs/10.1081/JLC-200064145info:eu-repo/semantics/altIdentifier/doi/10.1081/JLC-200064145info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-12-03T08:42:25Zoai:ri.conicet.gov.ar:11336/115563instacron: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:34982025-12-03 08:42:26.222CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Comparative study of hydrophobicity parameters of novel 5′-carbamates of zidovudine
title Comparative study of hydrophobicity parameters of novel 5′-carbamates of zidovudine
spellingShingle Comparative study of hydrophobicity parameters of novel 5′-carbamates of zidovudine
Raviolo, Mónica Ana
5′-CARBAMATES OF ZIDOVUDINA
LIPOPHILIC CHROMATOGRAPHIC PARAMETERS
LIPOPHILICITY
title_short Comparative study of hydrophobicity parameters of novel 5′-carbamates of zidovudine
title_full Comparative study of hydrophobicity parameters of novel 5′-carbamates of zidovudine
title_fullStr Comparative study of hydrophobicity parameters of novel 5′-carbamates of zidovudine
title_full_unstemmed Comparative study of hydrophobicity parameters of novel 5′-carbamates of zidovudine
title_sort Comparative study of hydrophobicity parameters of novel 5′-carbamates of zidovudine
dc.creator.none.fl_str_mv Raviolo, Mónica Ana
Briñon, Margarita Cristina
author Raviolo, Mónica Ana
author_facet Raviolo, Mónica Ana
Briñon, Margarita Cristina
author_role author
author2 Briñon, Margarita Cristina
author2_role author
dc.subject.none.fl_str_mv 5′-CARBAMATES OF ZIDOVUDINA
LIPOPHILIC CHROMATOGRAPHIC PARAMETERS
LIPOPHILICITY
topic 5′-CARBAMATES OF ZIDOVUDINA
LIPOPHILIC CHROMATOGRAPHIC PARAMETERS
LIPOPHILICITY
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The lipophilic character of a series of 5′-carbamates of zidovudina has been studied. The lipophilicity was measured by means of reversed-phase thin layer chromatography (RP-TLC) and reversed-phase high performance liquid chromatography (RP-HPLC) techniques giving the corresponding RMw and log k′w parameters, respectively. These values were compared with those obtained by the classical shake flask methodology. RP-TLC assays were performed on the basis of thermodynamically true RM values, and buffer pH's 7.4 and 12.03 were chosen to determine the influence of the pH on the lipophilicity of the studied compounds. In addition, the influence of the organic modifier was studied in RP-TLC, showing the superiority of methanol as compared with acetone as the organic modifier, and physicochemical reasons have been discussed. Based on RP-TLC results, RP-HPLC studies were carried out using methanol and buffer pH 7.4 as mobile phase. Chromatographic data (RMW and log k′w) proved to be reliable parameters for describing the lipophilic properties of the test compounds.
Fil: Raviolo, Mónica Ana. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Fil: Briñon, Margarita Cristina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina
description The lipophilic character of a series of 5′-carbamates of zidovudina has been studied. The lipophilicity was measured by means of reversed-phase thin layer chromatography (RP-TLC) and reversed-phase high performance liquid chromatography (RP-HPLC) techniques giving the corresponding RMw and log k′w parameters, respectively. These values were compared with those obtained by the classical shake flask methodology. RP-TLC assays were performed on the basis of thermodynamically true RM values, and buffer pH's 7.4 and 12.03 were chosen to determine the influence of the pH on the lipophilicity of the studied compounds. In addition, the influence of the organic modifier was studied in RP-TLC, showing the superiority of methanol as compared with acetone as the organic modifier, and physicochemical reasons have been discussed. Based on RP-TLC results, RP-HPLC studies were carried out using methanol and buffer pH 7.4 as mobile phase. Chromatographic data (RMW and log k′w) proved to be reliable parameters for describing the lipophilic properties of the test compounds.
publishDate 2005
dc.date.none.fl_str_mv 2005-12
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/11336/115563
Raviolo, Mónica Ana; Briñon, Margarita Cristina; Comparative study of hydrophobicity parameters of novel 5′-carbamates of zidovudine; Taylor & Francis; Journal of Liquid Chromatography and Related Technologies; 28; 14; 12-2005; 2195-2209
1082-6076
1520-572X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/115563
identifier_str_mv Raviolo, Mónica Ana; Briñon, Margarita Cristina; Comparative study of hydrophobicity parameters of novel 5′-carbamates of zidovudine; Taylor & Francis; Journal of Liquid Chromatography and Related Technologies; 28; 14; 12-2005; 2195-2209
1082-6076
1520-572X
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://www.tandfonline.com/doi/abs/10.1081/JLC-200064145
info:eu-repo/semantics/altIdentifier/doi/10.1081/JLC-200064145
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Taylor & Francis
publisher.none.fl_str_mv Taylor & Francis
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 13.275514

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