Molecular Docking Study of Enzyme-Substrate Interaction in the Synthesis of Anandamide Synergists
- Autores
- Garcia Liñares, Guadalupe Eugenia; Chanquia, Santiago Nahuel; Baldessari, Alicia
- Año de publicación
- 2017
- Idioma
- inglés
- Tipo de recurso
- artículo
- Estado
- versión publicada
- Descripción
- We have previously reported the synthesis of a series of twenty N-fatty acylamines analogs of anandamide, fifteen of them novel, following an enzymatic approach, in very good yield and a chemoselective way. The cytotoxic activity of all compounds and mixtures of anandamide and its analogues was evaluated in rat glioma C6 cells and these studies revealed that some of them greatly enhance the antitumor effect of anandamide, suggesting their possible application as an alternative treatment for cancer. Encouraged by these great results, hereby we present a thorough molecular modeling study of the interaction between seven representative different substrates and the lipase used in the synthesis with the aim of understanding the observed relation between structure and reactivity. Furthermore, this approach can be applied to better understand, and thus improve, innovative biocatalytic processes for the synthesis of new bioactive drugs or precursors.
Fil: Garcia Liñares, Guadalupe Eugenia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina
Fil: Chanquia, Santiago Nahuel. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina
Fil: Baldessari, Alicia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina - Materia
-
Medicinal chemistry
Antitumor agents
Molecular modeling
Enzyme catalysis - 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:11336/85247
Ver los metadatos del registro completo
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oai:ri.conicet.gov.ar:11336/85247 |
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CONICET Digital (CONICET) |
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Molecular Docking Study of Enzyme-Substrate Interaction in the Synthesis of Anandamide SynergistsGarcia Liñares, Guadalupe EugeniaChanquia, Santiago NahuelBaldessari, AliciaMedicinal chemistryAntitumor agentsMolecular modelingEnzyme catalysishttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1We have previously reported the synthesis of a series of twenty N-fatty acylamines analogs of anandamide, fifteen of them novel, following an enzymatic approach, in very good yield and a chemoselective way. The cytotoxic activity of all compounds and mixtures of anandamide and its analogues was evaluated in rat glioma C6 cells and these studies revealed that some of them greatly enhance the antitumor effect of anandamide, suggesting their possible application as an alternative treatment for cancer. Encouraged by these great results, hereby we present a thorough molecular modeling study of the interaction between seven representative different substrates and the lipase used in the synthesis with the aim of understanding the observed relation between structure and reactivity. Furthermore, this approach can be applied to better understand, and thus improve, innovative biocatalytic processes for the synthesis of new bioactive drugs or precursors.Fil: Garcia Liñares, Guadalupe Eugenia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; ArgentinaFil: Chanquia, Santiago Nahuel. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; ArgentinaFil: Baldessari, Alicia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; ArgentinaSciMed Central2017-06info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/85247Garcia Liñares, Guadalupe Eugenia; Chanquia, Santiago Nahuel; Baldessari, Alicia; Molecular Docking Study of Enzyme-Substrate Interaction in the Synthesis of Anandamide Synergists; SciMed Central; JSM Bioninformatics, Genomics and Proteomics; 2; 2; 6-2017; 1-42576-1102CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.jscimedcentral.com/Bioinformatics/bioinformatics-2-1020.pdfinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:13:51Zoai:ri.conicet.gov.ar:11336/85247instacron: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 10:13:52.14CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse |
dc.title.none.fl_str_mv |
Molecular Docking Study of Enzyme-Substrate Interaction in the Synthesis of Anandamide Synergists |
title |
Molecular Docking Study of Enzyme-Substrate Interaction in the Synthesis of Anandamide Synergists |
spellingShingle |
Molecular Docking Study of Enzyme-Substrate Interaction in the Synthesis of Anandamide Synergists Garcia Liñares, Guadalupe Eugenia Medicinal chemistry Antitumor agents Molecular modeling Enzyme catalysis |
title_short |
Molecular Docking Study of Enzyme-Substrate Interaction in the Synthesis of Anandamide Synergists |
title_full |
Molecular Docking Study of Enzyme-Substrate Interaction in the Synthesis of Anandamide Synergists |
title_fullStr |
Molecular Docking Study of Enzyme-Substrate Interaction in the Synthesis of Anandamide Synergists |
title_full_unstemmed |
Molecular Docking Study of Enzyme-Substrate Interaction in the Synthesis of Anandamide Synergists |
title_sort |
Molecular Docking Study of Enzyme-Substrate Interaction in the Synthesis of Anandamide Synergists |
dc.creator.none.fl_str_mv |
Garcia Liñares, Guadalupe Eugenia Chanquia, Santiago Nahuel Baldessari, Alicia |
author |
Garcia Liñares, Guadalupe Eugenia |
author_facet |
Garcia Liñares, Guadalupe Eugenia Chanquia, Santiago Nahuel Baldessari, Alicia |
author_role |
author |
author2 |
Chanquia, Santiago Nahuel Baldessari, Alicia |
author2_role |
author author |
dc.subject.none.fl_str_mv |
Medicinal chemistry Antitumor agents Molecular modeling Enzyme catalysis |
topic |
Medicinal chemistry Antitumor agents Molecular modeling Enzyme catalysis |
purl_subject.fl_str_mv |
https://purl.org/becyt/ford/1.4 https://purl.org/becyt/ford/1 |
dc.description.none.fl_txt_mv |
We have previously reported the synthesis of a series of twenty N-fatty acylamines analogs of anandamide, fifteen of them novel, following an enzymatic approach, in very good yield and a chemoselective way. The cytotoxic activity of all compounds and mixtures of anandamide and its analogues was evaluated in rat glioma C6 cells and these studies revealed that some of them greatly enhance the antitumor effect of anandamide, suggesting their possible application as an alternative treatment for cancer. Encouraged by these great results, hereby we present a thorough molecular modeling study of the interaction between seven representative different substrates and the lipase used in the synthesis with the aim of understanding the observed relation between structure and reactivity. Furthermore, this approach can be applied to better understand, and thus improve, innovative biocatalytic processes for the synthesis of new bioactive drugs or precursors. Fil: Garcia Liñares, Guadalupe Eugenia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina Fil: Chanquia, Santiago Nahuel. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina Fil: Baldessari, Alicia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Unidad de Microanálisis y Métodos Físicos en Química Orgánica. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Unidad de Microanálisis y Métodos Físicos en Química Orgánica; Argentina. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales. Departamento de Química Orgánica; Argentina |
description |
We have previously reported the synthesis of a series of twenty N-fatty acylamines analogs of anandamide, fifteen of them novel, following an enzymatic approach, in very good yield and a chemoselective way. The cytotoxic activity of all compounds and mixtures of anandamide and its analogues was evaluated in rat glioma C6 cells and these studies revealed that some of them greatly enhance the antitumor effect of anandamide, suggesting their possible application as an alternative treatment for cancer. Encouraged by these great results, hereby we present a thorough molecular modeling study of the interaction between seven representative different substrates and the lipase used in the synthesis with the aim of understanding the observed relation between structure and reactivity. Furthermore, this approach can be applied to better understand, and thus improve, innovative biocatalytic processes for the synthesis of new bioactive drugs or precursors. |
publishDate |
2017 |
dc.date.none.fl_str_mv |
2017-06 |
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/11336/85247 Garcia Liñares, Guadalupe Eugenia; Chanquia, Santiago Nahuel; Baldessari, Alicia; Molecular Docking Study of Enzyme-Substrate Interaction in the Synthesis of Anandamide Synergists; SciMed Central; JSM Bioninformatics, Genomics and Proteomics; 2; 2; 6-2017; 1-4 2576-1102 CONICET Digital CONICET |
url |
http://hdl.handle.net/11336/85247 |
identifier_str_mv |
Garcia Liñares, Guadalupe Eugenia; Chanquia, Santiago Nahuel; Baldessari, Alicia; Molecular Docking Study of Enzyme-Substrate Interaction in the Synthesis of Anandamide Synergists; SciMed Central; JSM Bioninformatics, Genomics and Proteomics; 2; 2; 6-2017; 1-4 2576-1102 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.jscimedcentral.com/Bioinformatics/bioinformatics-2-1020.pdf |
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 |
SciMed Central |
publisher.none.fl_str_mv |
SciMed Central |
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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1844614060131221504 |
score |
13.070432 |