A STRATEGY FOR THE RAPID IDENTIFICATION OF FUNGAL METABOLITES AND THE DISCOVERY OF THE ANTIVIRAL ACTIVITY OF PYRENOCINE A AND HARZIANOPYRIDONE

Bibliographic Details
Main Author: Ioca, Laura P.
Publication Date: 2016
Other Authors: Romminger, Stelamar, Santos, Mario F. C., Bandeira, Karin F., Rodrigues, Fabiana T., Kossuga, Miriam H., Nicacio, Karen J., Ferreira, Everton L. F., Morais-Urano, Raquel P., Passos, Messias S., Kohn, Luciana K., Arns, Clarice W., Sette, Lara D. [UNESP], Berlinck, Roberto G. S.
Format: Article
Language: eng
Source: Repositório Institucional da UNESP
Download full: http://dx.doi.org/10.5935/0100-4042.20160092
http://hdl.handle.net/11449/161938
Summary: The isolation and identification of bioactive metabolites from complex extracts obtained from microbial growth media is a time consuming, costly, and labor-intensive task. A strategy to rapidly identify secondary metabolites isolated from extracts obtained from the culture media of marine-derived and endophytic fungal strains is described. Identification was achieved by HPLC-UV-MS and H-1 NMR analyses in combination with data obtained from the Dictionary of Natural Products. Among the compounds identified, (-)-naphthoquinoneimine, citreorosein, emodin, pyrenocine A and harzianopyridone displayed moderate to potent antiviral activity. (-)-Naphthoquinoneimine was isolated as the enantiomer of its previously reported dextrorotatory congener, while 6,7-dihydroxy-2,2- dimethyl-4-chromanone is herein reported for the first time as a natural product.
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spelling A STRATEGY FOR THE RAPID IDENTIFICATION OF FUNGAL METABOLITES AND THE DISCOVERY OF THE ANTIVIRAL ACTIVITY OF PYRENOCINE A AND HARZIANOPYRIDONEfungal metabolitesrapid identificationdereplicationantiviralThe isolation and identification of bioactive metabolites from complex extracts obtained from microbial growth media is a time consuming, costly, and labor-intensive task. A strategy to rapidly identify secondary metabolites isolated from extracts obtained from the culture media of marine-derived and endophytic fungal strains is described. Identification was achieved by HPLC-UV-MS and H-1 NMR analyses in combination with data obtained from the Dictionary of Natural Products. Among the compounds identified, (-)-naphthoquinoneimine, citreorosein, emodin, pyrenocine A and harzianopyridone displayed moderate to potent antiviral activity. (-)-Naphthoquinoneimine was isolated as the enantiomer of its previously reported dextrorotatory congener, while 6,7-dihydroxy-2,2- dimethyl-4-chromanone is herein reported for the first time as a natural product.Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Univ Sao Paulo, Inst Quim Sao Carlos, BR-13560970 Sao Carlos, SP, BrazilUniv Michigan, Life Sci Inst, Ann Arbor, MI 48109 USAUniv Sao Francisco, BR-13045510 Campinas, SP, BrazilUniv Estadual Campinas, Lab Virol, Inst Biol, CP 6109, BR-13083970 Campinas, SP, BrazilUniv Estadual Paulista, Dept Bioquim & Microbiol, Inst Biociencias, BR-13506900 Rio Claro, SP, BrazilUniv Estadual Paulista, Dept Bioquim & Microbiol, Inst Biociencias, BR-13506900 Rio Claro, SP, BrazilFAPESP: 2010/50190-2FAPESP: 2013/50228-8FAPESP: 2011/08064-2FAPESP: 2008/00331-9FAPESP: 2013/23153-7CAPES: BEX 4498-14-3Soc Brasileira QuimicaUniversidade de São Paulo (USP)Univ MichiganUniv Sao FranciscoUniversidade Estadual de Campinas (UNICAMP)Universidade Estadual Paulista (Unesp)Ioca, Laura P.Romminger, StelamarSantos, Mario F. C.Bandeira, Karin F.Rodrigues, Fabiana T.Kossuga, Miriam H.Nicacio, Karen J.Ferreira, Everton L. F.Morais-Urano, Raquel P.Passos, Messias S.Kohn, Luciana K.Arns, Clarice W.Sette, Lara D. [UNESP]Berlinck, Roberto G. S.2018-11-26T17:06:15Z2018-11-26T17:06:15Z2016-07-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article720-731application/pdfhttp://dx.doi.org/10.5935/0100-4042.20160092Quimica Nova. Sao Paulo: Soc Brasileira Quimica, v. 39, n. 6, p. 720-731, 2016.0100-4042http://hdl.handle.net/11449/16193810.5935/0100-4042.20160092S0100-40422016000600720WOS:000383618200011S0100-40422016000600720.pdfWeb of Sciencereponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengQuimica Nova0,255info:eu-repo/semantics/openAccess2023-10-05T06:06:27Zoai:repositorio.unesp.br:11449/161938Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462023-10-05T06:06:27Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv A STRATEGY FOR THE RAPID IDENTIFICATION OF FUNGAL METABOLITES AND THE DISCOVERY OF THE ANTIVIRAL ACTIVITY OF PYRENOCINE A AND HARZIANOPYRIDONE
title A STRATEGY FOR THE RAPID IDENTIFICATION OF FUNGAL METABOLITES AND THE DISCOVERY OF THE ANTIVIRAL ACTIVITY OF PYRENOCINE A AND HARZIANOPYRIDONE
spellingShingle A STRATEGY FOR THE RAPID IDENTIFICATION OF FUNGAL METABOLITES AND THE DISCOVERY OF THE ANTIVIRAL ACTIVITY OF PYRENOCINE A AND HARZIANOPYRIDONE
Ioca, Laura P.
fungal metabolites
rapid identification
dereplication
antiviral
title_short A STRATEGY FOR THE RAPID IDENTIFICATION OF FUNGAL METABOLITES AND THE DISCOVERY OF THE ANTIVIRAL ACTIVITY OF PYRENOCINE A AND HARZIANOPYRIDONE
title_full A STRATEGY FOR THE RAPID IDENTIFICATION OF FUNGAL METABOLITES AND THE DISCOVERY OF THE ANTIVIRAL ACTIVITY OF PYRENOCINE A AND HARZIANOPYRIDONE
title_fullStr A STRATEGY FOR THE RAPID IDENTIFICATION OF FUNGAL METABOLITES AND THE DISCOVERY OF THE ANTIVIRAL ACTIVITY OF PYRENOCINE A AND HARZIANOPYRIDONE
title_full_unstemmed A STRATEGY FOR THE RAPID IDENTIFICATION OF FUNGAL METABOLITES AND THE DISCOVERY OF THE ANTIVIRAL ACTIVITY OF PYRENOCINE A AND HARZIANOPYRIDONE
title_sort A STRATEGY FOR THE RAPID IDENTIFICATION OF FUNGAL METABOLITES AND THE DISCOVERY OF THE ANTIVIRAL ACTIVITY OF PYRENOCINE A AND HARZIANOPYRIDONE
author Ioca, Laura P.
author_facet Ioca, Laura P.
Romminger, Stelamar
Santos, Mario F. C.
Bandeira, Karin F.
Rodrigues, Fabiana T.
Kossuga, Miriam H.
Nicacio, Karen J.
Ferreira, Everton L. F.
Morais-Urano, Raquel P.
Passos, Messias S.
Kohn, Luciana K.
Arns, Clarice W.
Sette, Lara D. [UNESP]
Berlinck, Roberto G. S.
author_role author
author2 Romminger, Stelamar
Santos, Mario F. C.
Bandeira, Karin F.
Rodrigues, Fabiana T.
Kossuga, Miriam H.
Nicacio, Karen J.
Ferreira, Everton L. F.
Morais-Urano, Raquel P.
Passos, Messias S.
Kohn, Luciana K.
Arns, Clarice W.
Sette, Lara D. [UNESP]
Berlinck, Roberto G. S.
author2_role author
author
author
author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade de São Paulo (USP)
Univ Michigan
Univ Sao Francisco
Universidade Estadual de Campinas (UNICAMP)
Universidade Estadual Paulista (Unesp)
dc.contributor.author.fl_str_mv Ioca, Laura P.
Romminger, Stelamar
Santos, Mario F. C.
Bandeira, Karin F.
Rodrigues, Fabiana T.
Kossuga, Miriam H.
Nicacio, Karen J.
Ferreira, Everton L. F.
Morais-Urano, Raquel P.
Passos, Messias S.
Kohn, Luciana K.
Arns, Clarice W.
Sette, Lara D. [UNESP]
Berlinck, Roberto G. S.
dc.subject.por.fl_str_mv fungal metabolites
rapid identification
dereplication
antiviral
topic fungal metabolites
rapid identification
dereplication
antiviral
description The isolation and identification of bioactive metabolites from complex extracts obtained from microbial growth media is a time consuming, costly, and labor-intensive task. A strategy to rapidly identify secondary metabolites isolated from extracts obtained from the culture media of marine-derived and endophytic fungal strains is described. Identification was achieved by HPLC-UV-MS and H-1 NMR analyses in combination with data obtained from the Dictionary of Natural Products. Among the compounds identified, (-)-naphthoquinoneimine, citreorosein, emodin, pyrenocine A and harzianopyridone displayed moderate to potent antiviral activity. (-)-Naphthoquinoneimine was isolated as the enantiomer of its previously reported dextrorotatory congener, while 6,7-dihydroxy-2,2- dimethyl-4-chromanone is herein reported for the first time as a natural product.
publishDate 2016
dc.date.none.fl_str_mv 2016-07-01
2018-11-26T17:06:15Z
2018-11-26T17:06:15Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.5935/0100-4042.20160092
Quimica Nova. Sao Paulo: Soc Brasileira Quimica, v. 39, n. 6, p. 720-731, 2016.
0100-4042
http://hdl.handle.net/11449/161938
10.5935/0100-4042.20160092
S0100-40422016000600720
WOS:000383618200011
S0100-40422016000600720.pdf
url http://dx.doi.org/10.5935/0100-4042.20160092
http://hdl.handle.net/11449/161938
identifier_str_mv Quimica Nova. Sao Paulo: Soc Brasileira Quimica, v. 39, n. 6, p. 720-731, 2016.
0100-4042
10.5935/0100-4042.20160092
S0100-40422016000600720
WOS:000383618200011
S0100-40422016000600720.pdf
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Quimica Nova
0,255
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 720-731
application/pdf
dc.publisher.none.fl_str_mv Soc Brasileira Quimica
publisher.none.fl_str_mv Soc Brasileira Quimica
dc.source.none.fl_str_mv Web of Science
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
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