On the Antibiotic and Antifungal Activity of Pestalone, Pestalachloride A, and Structurally Related Compounds

Autores
Augner, Daniel; Krut, Oleg; Slavov, Nikolay; Gerbino, Darío César; Sahl, Hans Georg; Benting, Jürgen; Nising, Carl F.; Hillebrand, Stefan; Krönke, Martin; Schmalz, Hans-Günther
Año de publicación
2013
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Pestalone (1) is a prominent marine natural product first isolated by M. Cueto et al. in 2001 from a cofermentation of a marine fungus with a marine bacterium. For more than 10 years, 1 had been considered as a promising new antibiotic compound, the reported MIC against methicillinresistant Staphylococcus aureus (MRSA) being 37 ng/mL. After overcoming the limited availability of 1 by total synthesis (N. Slavov et al., 2010) we performed new biological tests, which did not confirm the expected degree of antibiotic activity. The observed activity of pestalone against different MRSA strains was 3−10 μg/mL, as determined independently in two laboratories. A number of synthetic derivatives of 1 including pestalachloride A and other isoindolinones (formed from 1 by reaction with amines) did not exhibit higher activities as compared to 1 against MRSA and a series of plant pathogens.
Fil: Augner, Daniel. Universitat Zu Koln; Alemania
Fil: Krut, Oleg. Universitat Zu Koln; Alemania
Fil: Slavov, Nikolay . Universitat Zu Koln; Alemania
Fil: Gerbino, Darío César. Universidad Nacional del Sur. Departamento de Quimica. Instituto de Invest.en Quimica Organica; Argentina. Universitat Zu Koln; Alemania
Fil: Sahl, Hans Georg . Universitat Zu Koln; Alemania
Fil: Benting, Jürgen . Bayer CropScience, Research−Chemistry Disease Control; Alemania
Fil: Nising, Carl F. . Bayer CropScience, Research−Chemistry Disease Control; Alemania
Fil: Hillebrand, Stefan . Bayer CropScience, Research−Chemistry Disease Control; Alemania
Fil: Krönke, Martin. Universitat Zu Koln; Alemania
Fil: Schmalz, Hans-Günther. Universitat Zu Koln; Alemania
Materia
Pestalone
Pestalachloride
Antibiotic
Biological Activity
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:11336/5425
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/5425
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling On the Antibiotic and Antifungal Activity of Pestalone, Pestalachloride A, and Structurally Related CompoundsAugner, DanielKrut, OlegSlavov, Nikolay Gerbino, Darío CésarSahl, Hans Georg Benting, Jürgen Nising, Carl F. Hillebrand, Stefan Krönke, MartinSchmalz, Hans-GüntherPestalonePestalachlorideAntibioticBiological Activityhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Pestalone (1) is a prominent marine natural product first isolated by M. Cueto et al. in 2001 from a cofermentation of a marine fungus with a marine bacterium. For more than 10 years, 1 had been considered as a promising new antibiotic compound, the reported MIC against methicillinresistant Staphylococcus aureus (MRSA) being 37 ng/mL. After overcoming the limited availability of 1 by total synthesis (N. Slavov et al., 2010) we performed new biological tests, which did not confirm the expected degree of antibiotic activity. The observed activity of pestalone against different MRSA strains was 3−10 μg/mL, as determined independently in two laboratories. A number of synthetic derivatives of 1 including pestalachloride A and other isoindolinones (formed from 1 by reaction with amines) did not exhibit higher activities as compared to 1 against MRSA and a series of plant pathogens.Fil: Augner, Daniel. Universitat Zu Koln; AlemaniaFil: Krut, Oleg. Universitat Zu Koln; AlemaniaFil: Slavov, Nikolay . Universitat Zu Koln; AlemaniaFil: Gerbino, Darío César. Universidad Nacional del Sur. Departamento de Quimica. Instituto de Invest.en Quimica Organica; Argentina. Universitat Zu Koln; AlemaniaFil: Sahl, Hans Georg . Universitat Zu Koln; AlemaniaFil: Benting, Jürgen . Bayer CropScience, Research−Chemistry Disease Control; AlemaniaFil: Nising, Carl F. . Bayer CropScience, Research−Chemistry Disease Control; AlemaniaFil: Hillebrand, Stefan . Bayer CropScience, Research−Chemistry Disease Control; AlemaniaFil: Krönke, Martin. Universitat Zu Koln; AlemaniaFil: Schmalz, Hans-Günther. Universitat Zu Koln; AlemaniaAmerican Chemical Society2013-08info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/5425Augner, Daniel; Krut, Oleg; Slavov, Nikolay ; Gerbino, Darío César; Sahl, Hans Georg ; et al.; On the Antibiotic and Antifungal Activity of Pestalone, Pestalachloride A, and Structurally Related Compounds; American Chemical Society; Journal of Natural Products; 76; 8; 8-2013; 1519-15220163-3864enginfo:eu-repo/semantics/altIdentifier/pmid/23905700info:eu-repo/semantics/altIdentifier/doi/10.1021/np400301dinfo:eu-repo/semantics/altIdentifier/doi/info:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/np400301dinfo:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/np400301d@proofinginfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2026-01-14T11:48:54Zoai:ri.conicet.gov.ar:11336/5425instacron: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:34982026-01-14 11:48:54.965CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv On the Antibiotic and Antifungal Activity of Pestalone, Pestalachloride A, and Structurally Related Compounds
title On the Antibiotic and Antifungal Activity of Pestalone, Pestalachloride A, and Structurally Related Compounds
spellingShingle On the Antibiotic and Antifungal Activity of Pestalone, Pestalachloride A, and Structurally Related Compounds
Augner, Daniel
Pestalone
Pestalachloride
Antibiotic
Biological Activity
title_short On the Antibiotic and Antifungal Activity of Pestalone, Pestalachloride A, and Structurally Related Compounds
title_full On the Antibiotic and Antifungal Activity of Pestalone, Pestalachloride A, and Structurally Related Compounds
title_fullStr On the Antibiotic and Antifungal Activity of Pestalone, Pestalachloride A, and Structurally Related Compounds
title_full_unstemmed On the Antibiotic and Antifungal Activity of Pestalone, Pestalachloride A, and Structurally Related Compounds
title_sort On the Antibiotic and Antifungal Activity of Pestalone, Pestalachloride A, and Structurally Related Compounds
dc.creator.none.fl_str_mv Augner, Daniel
Krut, Oleg
Slavov, Nikolay
Gerbino, Darío César
Sahl, Hans Georg
Benting, Jürgen
Nising, Carl F.
Hillebrand, Stefan
Krönke, Martin
Schmalz, Hans-Günther
author Augner, Daniel
author_facet Augner, Daniel
Krut, Oleg
Slavov, Nikolay
Gerbino, Darío César
Sahl, Hans Georg
Benting, Jürgen
Nising, Carl F.
Hillebrand, Stefan
Krönke, Martin
Schmalz, Hans-Günther
author_role author
author2 Krut, Oleg
Slavov, Nikolay
Gerbino, Darío César
Sahl, Hans Georg
Benting, Jürgen
Nising, Carl F.
Hillebrand, Stefan
Krönke, Martin
Schmalz, Hans-Günther
author2_role author
author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Pestalone
Pestalachloride
Antibiotic
Biological Activity
topic Pestalone
Pestalachloride
Antibiotic
Biological Activity
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Pestalone (1) is a prominent marine natural product first isolated by M. Cueto et al. in 2001 from a cofermentation of a marine fungus with a marine bacterium. For more than 10 years, 1 had been considered as a promising new antibiotic compound, the reported MIC against methicillinresistant Staphylococcus aureus (MRSA) being 37 ng/mL. After overcoming the limited availability of 1 by total synthesis (N. Slavov et al., 2010) we performed new biological tests, which did not confirm the expected degree of antibiotic activity. The observed activity of pestalone against different MRSA strains was 3−10 μg/mL, as determined independently in two laboratories. A number of synthetic derivatives of 1 including pestalachloride A and other isoindolinones (formed from 1 by reaction with amines) did not exhibit higher activities as compared to 1 against MRSA and a series of plant pathogens.
Fil: Augner, Daniel. Universitat Zu Koln; Alemania
Fil: Krut, Oleg. Universitat Zu Koln; Alemania
Fil: Slavov, Nikolay . Universitat Zu Koln; Alemania
Fil: Gerbino, Darío César. Universidad Nacional del Sur. Departamento de Quimica. Instituto de Invest.en Quimica Organica; Argentina. Universitat Zu Koln; Alemania
Fil: Sahl, Hans Georg . Universitat Zu Koln; Alemania
Fil: Benting, Jürgen . Bayer CropScience, Research−Chemistry Disease Control; Alemania
Fil: Nising, Carl F. . Bayer CropScience, Research−Chemistry Disease Control; Alemania
Fil: Hillebrand, Stefan . Bayer CropScience, Research−Chemistry Disease Control; Alemania
Fil: Krönke, Martin. Universitat Zu Koln; Alemania
Fil: Schmalz, Hans-Günther. Universitat Zu Koln; Alemania
description Pestalone (1) is a prominent marine natural product first isolated by M. Cueto et al. in 2001 from a cofermentation of a marine fungus with a marine bacterium. For more than 10 years, 1 had been considered as a promising new antibiotic compound, the reported MIC against methicillinresistant Staphylococcus aureus (MRSA) being 37 ng/mL. After overcoming the limited availability of 1 by total synthesis (N. Slavov et al., 2010) we performed new biological tests, which did not confirm the expected degree of antibiotic activity. The observed activity of pestalone against different MRSA strains was 3−10 μg/mL, as determined independently in two laboratories. A number of synthetic derivatives of 1 including pestalachloride A and other isoindolinones (formed from 1 by reaction with amines) did not exhibit higher activities as compared to 1 against MRSA and a series of plant pathogens.
publishDate 2013
dc.date.none.fl_str_mv 2013-08
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/11336/5425
Augner, Daniel; Krut, Oleg; Slavov, Nikolay ; Gerbino, Darío César; Sahl, Hans Georg ; et al.; On the Antibiotic and Antifungal Activity of Pestalone, Pestalachloride A, and Structurally Related Compounds; American Chemical Society; Journal of Natural Products; 76; 8; 8-2013; 1519-1522
0163-3864
url http://hdl.handle.net/11336/5425
identifier_str_mv Augner, Daniel; Krut, Oleg; Slavov, Nikolay ; Gerbino, Darío César; Sahl, Hans Georg ; et al.; On the Antibiotic and Antifungal Activity of Pestalone, Pestalachloride A, and Structurally Related Compounds; American Chemical Society; Journal of Natural Products; 76; 8; 8-2013; 1519-1522
0163-3864
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/pmid/23905700
info:eu-repo/semantics/altIdentifier/doi/10.1021/np400301d
info:eu-repo/semantics/altIdentifier/doi/
info:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/np400301d
info:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/np400301d@proofing
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
_version_ 1854320953343868928
score 13.113929

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