Study of the structural and electronic properties Valproic Acid and new derivatives used as anticonvulsant agents
- Autores
- Comelli, Nieves Carolina; Lobayan, Rosana Maria; Castro, Eduardo Alberto; Jubert, Alicia Haydee
- Año de publicación
- 2011
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- The conformational and electronic characteristics of the polar O 9=C8-X10 moiety in the anticonvulsant valproic acid (Vpa) drug and some of their amides and ester derivatives are analyzed at the B3LYP level using the 6-31+G(d,p) and 6-311++G(d,p) 6d,10f basis sets. Exploring the delocalization of the electron density of the O9=C 8-X10 moiety by means of ELF, NBO, and AIM calculations, we found that the bending away from coplanarity of the atoms in O 9=C8-X10 is accompanied by a three-dimensional arrangement of donor and acceptor proton units closing nearly planar pseudorings of four, five, and six members arising from stabilizing interactions around the O9=C8-X10 backbone. From the structure-property relationship analysis, we explain the origin of the change in the structural parameters and atomic charges in the polar moiety.
Fil: Comelli, Nieves Carolina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Lobayan, Rosana Maria. Universidad de la Cuenca del Plata. Facultad de Ingeniería. Departamento de Ciencias Basicas; Argentina
Fil: Castro, Eduardo Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Jubert, Alicia Haydee. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina - Materia
-
VALPROIC ACID AND DERIVATIVES
DFT, NBO
ELF
AIM - Nivel de accesibilidad
- acceso abierto
- Condiciones de uso
- https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
- Repositorio
- Institución
- Consejo Nacional de Investigaciones Científicas y Técnicas
- OAI Identificador
- oai:ri.conicet.gov.ar:11336/188754
Ver los metadatos del registro completo
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oai:ri.conicet.gov.ar:11336/188754 |
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CONICET Digital (CONICET) |
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Study of the structural and electronic properties Valproic Acid and new derivatives used as anticonvulsant agentsComelli, Nieves CarolinaLobayan, Rosana MariaCastro, Eduardo AlbertoJubert, Alicia HaydeeVALPROIC ACID AND DERIVATIVESDFT, NBOELFAIMhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The conformational and electronic characteristics of the polar O 9=C8-X10 moiety in the anticonvulsant valproic acid (Vpa) drug and some of their amides and ester derivatives are analyzed at the B3LYP level using the 6-31+G(d,p) and 6-311++G(d,p) 6d,10f basis sets. Exploring the delocalization of the electron density of the O9=C 8-X10 moiety by means of ELF, NBO, and AIM calculations, we found that the bending away from coplanarity of the atoms in O 9=C8-X10 is accompanied by a three-dimensional arrangement of donor and acceptor proton units closing nearly planar pseudorings of four, five, and six members arising from stabilizing interactions around the O9=C8-X10 backbone. From the structure-property relationship analysis, we explain the origin of the change in the structural parameters and atomic charges in the polar moiety.Fil: Comelli, Nieves Carolina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; ArgentinaFil: Lobayan, Rosana Maria. Universidad de la Cuenca del Plata. Facultad de Ingeniería. Departamento de Ciencias Basicas; ArgentinaFil: Castro, Eduardo Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; ArgentinaFil: Jubert, Alicia Haydee. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; ArgentinaAmerican Chemical Society2011-02info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/188754Comelli, Nieves Carolina; Lobayan, Rosana Maria; Castro, Eduardo Alberto; Jubert, Alicia Haydee; Study of the structural and electronic properties Valproic Acid and new derivatives used as anticonvulsant agents; American Chemical Society; Journal of Physical Chemistry A; 115; 9; 2-2011; 1686-17001089-5639CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1021/jp1081998info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T10:00:18Zoai:ri.conicet.gov.ar:11336/188754instacron: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:34982025-09-03 10:00:18.838CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Study of the structural and electronic properties Valproic Acid and new derivatives used as anticonvulsant agents |
title |
Study of the structural and electronic properties Valproic Acid and new derivatives used as anticonvulsant agents |
spellingShingle |
Study of the structural and electronic properties Valproic Acid and new derivatives used as anticonvulsant agents Comelli, Nieves Carolina VALPROIC ACID AND DERIVATIVES DFT, NBO ELF AIM |
title_short |
Study of the structural and electronic properties Valproic Acid and new derivatives used as anticonvulsant agents |
title_full |
Study of the structural and electronic properties Valproic Acid and new derivatives used as anticonvulsant agents |
title_fullStr |
Study of the structural and electronic properties Valproic Acid and new derivatives used as anticonvulsant agents |
title_full_unstemmed |
Study of the structural and electronic properties Valproic Acid and new derivatives used as anticonvulsant agents |
title_sort |
Study of the structural and electronic properties Valproic Acid and new derivatives used as anticonvulsant agents |
dc.creator.none.fl_str_mv |
Comelli, Nieves Carolina Lobayan, Rosana Maria Castro, Eduardo Alberto Jubert, Alicia Haydee |
author |
Comelli, Nieves Carolina |
author_facet |
Comelli, Nieves Carolina Lobayan, Rosana Maria Castro, Eduardo Alberto Jubert, Alicia Haydee |
author_role |
author |
author2 |
Lobayan, Rosana Maria Castro, Eduardo Alberto Jubert, Alicia Haydee |
author2_role |
author author author |
dc.subject.none.fl_str_mv |
VALPROIC ACID AND DERIVATIVES DFT, NBO ELF AIM |
topic |
VALPROIC ACID AND DERIVATIVES DFT, NBO ELF AIM |
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 conformational and electronic characteristics of the polar O 9=C8-X10 moiety in the anticonvulsant valproic acid (Vpa) drug and some of their amides and ester derivatives are analyzed at the B3LYP level using the 6-31+G(d,p) and 6-311++G(d,p) 6d,10f basis sets. Exploring the delocalization of the electron density of the O9=C 8-X10 moiety by means of ELF, NBO, and AIM calculations, we found that the bending away from coplanarity of the atoms in O 9=C8-X10 is accompanied by a three-dimensional arrangement of donor and acceptor proton units closing nearly planar pseudorings of four, five, and six members arising from stabilizing interactions around the O9=C8-X10 backbone. From the structure-property relationship analysis, we explain the origin of the change in the structural parameters and atomic charges in the polar moiety. Fil: Comelli, Nieves Carolina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina Fil: Lobayan, Rosana Maria. Universidad de la Cuenca del Plata. Facultad de Ingeniería. Departamento de Ciencias Basicas; Argentina Fil: Castro, Eduardo Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina Fil: Jubert, Alicia Haydee. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Química Inorgánica "Dr. Pedro J. Aymonino". Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Centro de Química Inorgánica "Dr. Pedro J. Aymonino"; Argentina |
description |
The conformational and electronic characteristics of the polar O 9=C8-X10 moiety in the anticonvulsant valproic acid (Vpa) drug and some of their amides and ester derivatives are analyzed at the B3LYP level using the 6-31+G(d,p) and 6-311++G(d,p) 6d,10f basis sets. Exploring the delocalization of the electron density of the O9=C 8-X10 moiety by means of ELF, NBO, and AIM calculations, we found that the bending away from coplanarity of the atoms in O 9=C8-X10 is accompanied by a three-dimensional arrangement of donor and acceptor proton units closing nearly planar pseudorings of four, five, and six members arising from stabilizing interactions around the O9=C8-X10 backbone. From the structure-property relationship analysis, we explain the origin of the change in the structural parameters and atomic charges in the polar moiety. |
publishDate |
2011 |
dc.date.none.fl_str_mv |
2011-02 |
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/11336/188754 Comelli, Nieves Carolina; Lobayan, Rosana Maria; Castro, Eduardo Alberto; Jubert, Alicia Haydee; Study of the structural and electronic properties Valproic Acid and new derivatives used as anticonvulsant agents; American Chemical Society; Journal of Physical Chemistry A; 115; 9; 2-2011; 1686-1700 1089-5639 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/188754 |
identifier_str_mv |
Comelli, Nieves Carolina; Lobayan, Rosana Maria; Castro, Eduardo Alberto; Jubert, Alicia Haydee; Study of the structural and electronic properties Valproic Acid and new derivatives used as anticonvulsant agents; American Chemical Society; Journal of Physical Chemistry A; 115; 9; 2-2011; 1686-1700 1089-5639 CONICET Digital CONICET |
dc.language.none.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
info:eu-repo/semantics/altIdentifier/doi/10.1021/jp1081998 |
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 |
American Chemical Society |
publisher.none.fl_str_mv |
American Chemical Society |
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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1842269631030493184 |
score |
13.13397 |