Penetratin and derivatives acting as antifungal agents

Autores
Masman, Marcelo Fabricio; Rodriguez, Ana Maria; Raimondi, Marcela; Zacchino, Susana Alicia Stella; Luiten, Paul; Somlai, Csaba; Kortvelyesi, Tamas; Penke, Botond; Enriz, Ricardo Daniel
Año de publicación
2009
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The synthesis, in vitro evaluation, and conformational study of RQIKIWFQNRRMKWKK-NH2 (penetratin) and related derivatives acting as antifungal agents are reported. Penetratin and some of its derivatives displayed antifungal activity against the human opportunistic pathogenic standardized ATCC strains Candida albicans and Cryptococcus neoformans as well as clinical isolates of C. neoformans. Among the compounds tested, penetratin along with the nonapeptide RKWRRKWKK-NH2 and the tetrapeptide RQKK-NH2 exhibited significant antifungal activities against the Cryptococcus species. A comprehensive conformational analysis on the peptides reported here using three different approaches, molecular mechanics, simulated annealing and molecular dynamics simulations, was carried out. The experimental and theoretical results allow us to identify a topographical template which may provide a guide for the design of new compounds with antifungal characteristics against C. neoformans.
Fil: Masman, Marcelo Fabricio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina. University of Groningen; Países Bajos
Fil: Rodriguez, Ana Maria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina
Fil: Raimondi, Marcela. Universidad Nacional de Rosario; Argentina
Fil: Zacchino, Susana Alicia Stella. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas; Argentina
Fil: Luiten, Paul. University of Groningen; Países Bajos
Fil: Somlai, Csaba. University of Szeged; Hungría
Fil: Kortvelyesi, Tamas. University of Szeged; Hungría
Fil: Penke, Botond. University of Szeged; Hungría
Fil: Enriz, Ricardo Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina
Materia
CANDIDA INFECTIONS
CATIONIC PEPTIDES
CONFORMATIONAL ANALYSIS
CRYPTOCOCCOSIS
MOLECULAR DYNAMICS
PENETRATIN
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:11336/129525
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/129525
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Penetratin and derivatives acting as antifungal agentsMasman, Marcelo FabricioRodriguez, Ana MariaRaimondi, MarcelaZacchino, Susana Alicia StellaLuiten, PaulSomlai, CsabaKortvelyesi, TamasPenke, BotondEnriz, Ricardo DanielCANDIDA INFECTIONSCATIONIC PEPTIDESCONFORMATIONAL ANALYSISCRYPTOCOCCOSISMOLECULAR DYNAMICSPENETRATINhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The synthesis, in vitro evaluation, and conformational study of RQIKIWFQNRRMKWKK-NH2 (penetratin) and related derivatives acting as antifungal agents are reported. Penetratin and some of its derivatives displayed antifungal activity against the human opportunistic pathogenic standardized ATCC strains Candida albicans and Cryptococcus neoformans as well as clinical isolates of C. neoformans. Among the compounds tested, penetratin along with the nonapeptide RKWRRKWKK-NH2 and the tetrapeptide RQKK-NH2 exhibited significant antifungal activities against the Cryptococcus species. A comprehensive conformational analysis on the peptides reported here using three different approaches, molecular mechanics, simulated annealing and molecular dynamics simulations, was carried out. The experimental and theoretical results allow us to identify a topographical template which may provide a guide for the design of new compounds with antifungal characteristics against C. neoformans.Fil: Masman, Marcelo Fabricio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina. University of Groningen; Países BajosFil: Rodriguez, Ana Maria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; ArgentinaFil: Raimondi, Marcela. Universidad Nacional de Rosario; ArgentinaFil: Zacchino, Susana Alicia Stella. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas; ArgentinaFil: Luiten, Paul. University of Groningen; Países BajosFil: Somlai, Csaba. University of Szeged; HungríaFil: Kortvelyesi, Tamas. University of Szeged; HungríaFil: Penke, Botond. University of Szeged; HungríaFil: Enriz, Ricardo Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; ArgentinaElsevier France-editions Scientifiques Medicales Elsevier2009-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/129525Masman, Marcelo Fabricio; Rodriguez, Ana Maria; Raimondi, Marcela; Zacchino, Susana Alicia Stella; Luiten, Paul; et al.; Penetratin and derivatives acting as antifungal agents; Elsevier France-editions Scientifiques Medicales Elsevier; European Journal of Medical Chemistry; 44; 1; 1-2009; 212-2280223-5234CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S0223523408000986info:eu-repo/semantics/altIdentifier/doi/10.1016/j.ejmech.2008.02.019info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:41:51Zoai:ri.conicet.gov.ar:11336/129525instacron: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:34982025-10-22 11:41:51.943CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Penetratin and derivatives acting as antifungal agents
title Penetratin and derivatives acting as antifungal agents
spellingShingle Penetratin and derivatives acting as antifungal agents
Masman, Marcelo Fabricio
CANDIDA INFECTIONS
CATIONIC PEPTIDES
CONFORMATIONAL ANALYSIS
CRYPTOCOCCOSIS
MOLECULAR DYNAMICS
PENETRATIN
title_short Penetratin and derivatives acting as antifungal agents
title_full Penetratin and derivatives acting as antifungal agents
title_fullStr Penetratin and derivatives acting as antifungal agents
title_full_unstemmed Penetratin and derivatives acting as antifungal agents
title_sort Penetratin and derivatives acting as antifungal agents
dc.creator.none.fl_str_mv Masman, Marcelo Fabricio
Rodriguez, Ana Maria
Raimondi, Marcela
Zacchino, Susana Alicia Stella
Luiten, Paul
Somlai, Csaba
Kortvelyesi, Tamas
Penke, Botond
Enriz, Ricardo Daniel
author Masman, Marcelo Fabricio
author_facet Masman, Marcelo Fabricio
Rodriguez, Ana Maria
Raimondi, Marcela
Zacchino, Susana Alicia Stella
Luiten, Paul
Somlai, Csaba
Kortvelyesi, Tamas
Penke, Botond
Enriz, Ricardo Daniel
author_role author
author2 Rodriguez, Ana Maria
Raimondi, Marcela
Zacchino, Susana Alicia Stella
Luiten, Paul
Somlai, Csaba
Kortvelyesi, Tamas
Penke, Botond
Enriz, Ricardo Daniel
author2_role author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv CANDIDA INFECTIONS
CATIONIC PEPTIDES
CONFORMATIONAL ANALYSIS
CRYPTOCOCCOSIS
MOLECULAR DYNAMICS
PENETRATIN
topic CANDIDA INFECTIONS
CATIONIC PEPTIDES
CONFORMATIONAL ANALYSIS
CRYPTOCOCCOSIS
MOLECULAR DYNAMICS
PENETRATIN
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 synthesis, in vitro evaluation, and conformational study of RQIKIWFQNRRMKWKK-NH2 (penetratin) and related derivatives acting as antifungal agents are reported. Penetratin and some of its derivatives displayed antifungal activity against the human opportunistic pathogenic standardized ATCC strains Candida albicans and Cryptococcus neoformans as well as clinical isolates of C. neoformans. Among the compounds tested, penetratin along with the nonapeptide RKWRRKWKK-NH2 and the tetrapeptide RQKK-NH2 exhibited significant antifungal activities against the Cryptococcus species. A comprehensive conformational analysis on the peptides reported here using three different approaches, molecular mechanics, simulated annealing and molecular dynamics simulations, was carried out. The experimental and theoretical results allow us to identify a topographical template which may provide a guide for the design of new compounds with antifungal characteristics against C. neoformans.
Fil: Masman, Marcelo Fabricio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina. University of Groningen; Países Bajos
Fil: Rodriguez, Ana Maria. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina
Fil: Raimondi, Marcela. Universidad Nacional de Rosario; Argentina
Fil: Zacchino, Susana Alicia Stella. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas; Argentina
Fil: Luiten, Paul. University of Groningen; Países Bajos
Fil: Somlai, Csaba. University of Szeged; Hungría
Fil: Kortvelyesi, Tamas. University of Szeged; Hungría
Fil: Penke, Botond. University of Szeged; Hungría
Fil: Enriz, Ricardo Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina
description The synthesis, in vitro evaluation, and conformational study of RQIKIWFQNRRMKWKK-NH2 (penetratin) and related derivatives acting as antifungal agents are reported. Penetratin and some of its derivatives displayed antifungal activity against the human opportunistic pathogenic standardized ATCC strains Candida albicans and Cryptococcus neoformans as well as clinical isolates of C. neoformans. Among the compounds tested, penetratin along with the nonapeptide RKWRRKWKK-NH2 and the tetrapeptide RQKK-NH2 exhibited significant antifungal activities against the Cryptococcus species. A comprehensive conformational analysis on the peptides reported here using three different approaches, molecular mechanics, simulated annealing and molecular dynamics simulations, was carried out. The experimental and theoretical results allow us to identify a topographical template which may provide a guide for the design of new compounds with antifungal characteristics against C. neoformans.
publishDate 2009
dc.date.none.fl_str_mv 2009-01
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/11336/129525
Masman, Marcelo Fabricio; Rodriguez, Ana Maria; Raimondi, Marcela; Zacchino, Susana Alicia Stella; Luiten, Paul; et al.; Penetratin and derivatives acting as antifungal agents; Elsevier France-editions Scientifiques Medicales Elsevier; European Journal of Medical Chemistry; 44; 1; 1-2009; 212-228
0223-5234
CONICET Digital
CONICET
url http://hdl.handle.net/11336/129525
identifier_str_mv Masman, Marcelo Fabricio; Rodriguez, Ana Maria; Raimondi, Marcela; Zacchino, Susana Alicia Stella; Luiten, Paul; et al.; Penetratin and derivatives acting as antifungal agents; Elsevier France-editions Scientifiques Medicales Elsevier; European Journal of Medical Chemistry; 44; 1; 1-2009; 212-228
0223-5234
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.sciencedirect.com/science/article/abs/pii/S0223523408000986
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.ejmech.2008.02.019
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
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier France-editions Scientifiques Medicales Elsevier
publisher.none.fl_str_mv Elsevier France-editions Scientifiques Medicales Elsevier
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 12.982451

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