Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pe...

Autores
Ferreras, Julian Alberto; Gupta, Akash; Amin, Neal D.; Basu, Arijit; Sinha, Barij N.; Worgall, Stefan; Jayaprakash, Venkatesan; Quadri, Luis E. N.
Año de publicación
2011
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Mycobacterium tuberculosis (Mtb) and Yersinia pestis (Yp) produce siderophores with scaffolds of nonribosomal peptide–polyketide origin. Compounds with structural similarities to these siderophores were synthesized and evaluated as antimicrobials against Mtb and Yp under iron-limiting conditions mimicking the iron scarcity these pathogens encounter in the host and under standard iron-rich conditions. Several new antimicrobials were identified, including some with increased potency in the iron-limiting condition. Our study illustrates the possibility of screening compound libraries in both iron-rich and iron-limiting conditions to identify antimicrobials that may selectively target iron scarcity-adapted bacteria and highlights the usefulness of building combinatorial libraries of compounds having scaffolds with structural similarities to siderophores to feed into antimicrobial screening programs.
Fil: Ferreras, Julian Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste; Argentina. Cornell University; Estados Unidos. Universidad Nacional de Misiones. Facultad de Ciencias Exactas Químicas y Naturales. Departamento de Genética; Argentina
Fil: Gupta, Akash. City University of New York; Estados Unidos. University of Yale; Estados Unidos
Fil: Amin, Neal D.. Cornell University; Estados Unidos. University of California at San Diego; Estados Unidos
Fil: Basu, Arijit. Birla Institute of Technology; India
Fil: Sinha, Barij N.. Birla Institute of Technology; India
Fil: Worgall, Stefan. Cornell University; Estados Unidos
Fil: Jayaprakash, Venkatesan. Birla Institute of Technology; India
Fil: Quadri, Luis E. N.. City University of New York; Estados Unidos
Materia
Nonribosomal Peptide
Polyketide
Siderophore
Mycrobacterium Tuberculosis
Yersinia Pestis
Antimicrobial Compound
Pyrazoline
Hydroxyhydrazine
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:11336/43493

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network_name_str CONICET Digital (CONICET)
spelling Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestisFerreras, Julian AlbertoGupta, AkashAmin, Neal D.Basu, ArijitSinha, Barij N.Worgall, StefanJayaprakash, VenkatesanQuadri, Luis E. N.Nonribosomal PeptidePolyketideSiderophoreMycrobacterium TuberculosisYersinia PestisAntimicrobial CompoundPyrazolineHydroxyhydrazinehttps://purl.org/becyt/ford/1.6https://purl.org/becyt/ford/1Mycobacterium tuberculosis (Mtb) and Yersinia pestis (Yp) produce siderophores with scaffolds of nonribosomal peptide–polyketide origin. Compounds with structural similarities to these siderophores were synthesized and evaluated as antimicrobials against Mtb and Yp under iron-limiting conditions mimicking the iron scarcity these pathogens encounter in the host and under standard iron-rich conditions. Several new antimicrobials were identified, including some with increased potency in the iron-limiting condition. Our study illustrates the possibility of screening compound libraries in both iron-rich and iron-limiting conditions to identify antimicrobials that may selectively target iron scarcity-adapted bacteria and highlights the usefulness of building combinatorial libraries of compounds having scaffolds with structural similarities to siderophores to feed into antimicrobial screening programs.Fil: Ferreras, Julian Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste; Argentina. Cornell University; Estados Unidos. Universidad Nacional de Misiones. Facultad de Ciencias Exactas Químicas y Naturales. Departamento de Genética; ArgentinaFil: Gupta, Akash. City University of New York; Estados Unidos. University of Yale; Estados UnidosFil: Amin, Neal D.. Cornell University; Estados Unidos. University of California at San Diego; Estados UnidosFil: Basu, Arijit. Birla Institute of Technology; IndiaFil: Sinha, Barij N.. Birla Institute of Technology; IndiaFil: Worgall, Stefan. Cornell University; Estados UnidosFil: Jayaprakash, Venkatesan. Birla Institute of Technology; IndiaFil: Quadri, Luis E. N.. City University of New York; Estados UnidosPergamon-Elsevier Science Ltd2011-11info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/43493Ferreras, Julian Alberto; Gupta, Akash; Amin, Neal D.; Basu, Arijit; Sinha, Barij N.; et al.; Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis; Pergamon-Elsevier Science Ltd; Biorganic and Medicinal Chemistry Letters; 21; 21; 11-2011; 6533-65370960-894XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0960894X11011474info:eu-repo/semantics/altIdentifier/doi/10.1016/j.bmcl.2011.08.052info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T09:49:10Zoai:ri.conicet.gov.ar:11336/43493instacron: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 09:49:10.443CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis
title Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis
spellingShingle Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis
Ferreras, Julian Alberto
Nonribosomal Peptide
Polyketide
Siderophore
Mycrobacterium Tuberculosis
Yersinia Pestis
Antimicrobial Compound
Pyrazoline
Hydroxyhydrazine
title_short Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis
title_full Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis
title_fullStr Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis
title_full_unstemmed Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis
title_sort Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis
dc.creator.none.fl_str_mv Ferreras, Julian Alberto
Gupta, Akash
Amin, Neal D.
Basu, Arijit
Sinha, Barij N.
Worgall, Stefan
Jayaprakash, Venkatesan
Quadri, Luis E. N.
author Ferreras, Julian Alberto
author_facet Ferreras, Julian Alberto
Gupta, Akash
Amin, Neal D.
Basu, Arijit
Sinha, Barij N.
Worgall, Stefan
Jayaprakash, Venkatesan
Quadri, Luis E. N.
author_role author
author2 Gupta, Akash
Amin, Neal D.
Basu, Arijit
Sinha, Barij N.
Worgall, Stefan
Jayaprakash, Venkatesan
Quadri, Luis E. N.
author2_role author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Nonribosomal Peptide
Polyketide
Siderophore
Mycrobacterium Tuberculosis
Yersinia Pestis
Antimicrobial Compound
Pyrazoline
Hydroxyhydrazine
topic Nonribosomal Peptide
Polyketide
Siderophore
Mycrobacterium Tuberculosis
Yersinia Pestis
Antimicrobial Compound
Pyrazoline
Hydroxyhydrazine
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.6
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Mycobacterium tuberculosis (Mtb) and Yersinia pestis (Yp) produce siderophores with scaffolds of nonribosomal peptide–polyketide origin. Compounds with structural similarities to these siderophores were synthesized and evaluated as antimicrobials against Mtb and Yp under iron-limiting conditions mimicking the iron scarcity these pathogens encounter in the host and under standard iron-rich conditions. Several new antimicrobials were identified, including some with increased potency in the iron-limiting condition. Our study illustrates the possibility of screening compound libraries in both iron-rich and iron-limiting conditions to identify antimicrobials that may selectively target iron scarcity-adapted bacteria and highlights the usefulness of building combinatorial libraries of compounds having scaffolds with structural similarities to siderophores to feed into antimicrobial screening programs.
Fil: Ferreras, Julian Alberto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Nordeste; Argentina. Cornell University; Estados Unidos. Universidad Nacional de Misiones. Facultad de Ciencias Exactas Químicas y Naturales. Departamento de Genética; Argentina
Fil: Gupta, Akash. City University of New York; Estados Unidos. University of Yale; Estados Unidos
Fil: Amin, Neal D.. Cornell University; Estados Unidos. University of California at San Diego; Estados Unidos
Fil: Basu, Arijit. Birla Institute of Technology; India
Fil: Sinha, Barij N.. Birla Institute of Technology; India
Fil: Worgall, Stefan. Cornell University; Estados Unidos
Fil: Jayaprakash, Venkatesan. Birla Institute of Technology; India
Fil: Quadri, Luis E. N.. City University of New York; Estados Unidos
description Mycobacterium tuberculosis (Mtb) and Yersinia pestis (Yp) produce siderophores with scaffolds of nonribosomal peptide–polyketide origin. Compounds with structural similarities to these siderophores were synthesized and evaluated as antimicrobials against Mtb and Yp under iron-limiting conditions mimicking the iron scarcity these pathogens encounter in the host and under standard iron-rich conditions. Several new antimicrobials were identified, including some with increased potency in the iron-limiting condition. Our study illustrates the possibility of screening compound libraries in both iron-rich and iron-limiting conditions to identify antimicrobials that may selectively target iron scarcity-adapted bacteria and highlights the usefulness of building combinatorial libraries of compounds having scaffolds with structural similarities to siderophores to feed into antimicrobial screening programs.
publishDate 2011
dc.date.none.fl_str_mv 2011-11
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/11336/43493
Ferreras, Julian Alberto; Gupta, Akash; Amin, Neal D.; Basu, Arijit; Sinha, Barij N.; et al.; Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis; Pergamon-Elsevier Science Ltd; Biorganic and Medicinal Chemistry Letters; 21; 21; 11-2011; 6533-6537
0960-894X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/43493
identifier_str_mv Ferreras, Julian Alberto; Gupta, Akash; Amin, Neal D.; Basu, Arijit; Sinha, Barij N.; et al.; Chemical scaffolds with structural similarities to siderophores of nonribosomal peptide–polyketide origin as novel antimicrobials against Mycobacterium tuberculosis and Yersinia pestis; Pergamon-Elsevier Science Ltd; Biorganic and Medicinal Chemistry Letters; 21; 21; 11-2011; 6533-6537
0960-894X
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/pii/S0960894X11011474
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.bmcl.2011.08.052
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 Pergamon-Elsevier Science Ltd
publisher.none.fl_str_mv Pergamon-Elsevier Science Ltd
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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