CYCLO-(TRP-PHE) DIKETOPIPERAZINES FROM THE ENDOPHYTIC FUNGUS Aspergillus versicolor ISOLATED FROM Piper aduncum#

Detalhes bibliográficos
Autor(a) principal: Gubiani, Juliana R. [UNESP]
Data de Publicação: 2017
Outros Autores: Teles, Helder L., Silva, Geraldo H., Young, Maria Claudia M., Pereira, Jose O., Bolzani, Vanderlan S. [UNESP], Araujo, Angela R. [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.21577/0100-4042.20160165
http://hdl.handle.net/11449/162676
Resumo: Six known compounds, three peptide derivatives: cyclo-(tryptophyl-phenylalanyl) (2), diketopiperazine dimer WIN 64821 (3) and 3-hydroxy-15H-tryptophenaline (4), one adenine derivative: 2-hydroxy-6-N-isopentenyl-adenine (5), one phtalide derivative: 4-methoxyphtalide (1) and one benzoic acid derivative: 3-hydroxy-4-(1-hydroxy-1,5-dimethyl-hexyl) benzoic acid (6), were isolated from the ethyl acetate extract of the endophytic fungus Aspergillus versicolor associated with the Piper aduncum plant. Their structures were determined on the basis of detailed interpretation of 1 D and 2D NMR spectra and in comparison with works reported in the literature. This paper, in effect, deals with the first report of these compounds in A. versicolor.
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spelling CYCLO-(TRP-PHE) DIKETOPIPERAZINES FROM THE ENDOPHYTIC FUNGUS Aspergillus versicolor ISOLATED FROM Piper aduncum#cyclo-(Trp-Phe) diketopiperazinesendophytic fungusAspergillus versicolorPiper aduncum.Six known compounds, three peptide derivatives: cyclo-(tryptophyl-phenylalanyl) (2), diketopiperazine dimer WIN 64821 (3) and 3-hydroxy-15H-tryptophenaline (4), one adenine derivative: 2-hydroxy-6-N-isopentenyl-adenine (5), one phtalide derivative: 4-methoxyphtalide (1) and one benzoic acid derivative: 3-hydroxy-4-(1-hydroxy-1,5-dimethyl-hexyl) benzoic acid (6), were isolated from the ethyl acetate extract of the endophytic fungus Aspergillus versicolor associated with the Piper aduncum plant. Their structures were determined on the basis of detailed interpretation of 1 D and 2D NMR spectra and in comparison with works reported in the literature. This paper, in effect, deals with the first report of these compounds in A. versicolor.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 Estadual Paulista, Inst Quim, Dept Quim Organ, BR-14800900 Araraquara, SP, BrazilUniv Fed Mato Grosso, Dept Ciencias Biol, BR-78735901 Rondonopolis, MT, BrazilUniv Fed Vicosa, Inst Ciencias Exatas & Tecnol, BR-38810000 Rio Paranaiba, MG, BrazilInst Bot, Nucleo Pesquisa Fisiol & Bioquim, BR-01061970 Sao Paulo, SP, BrazilUniv Amazonas, Fac Ciencias Agr, BR-69077000 Manaus, Amazonas, BrazilUniv Estadual Paulista, Inst Quim, Dept Quim Organ, BR-14800900 Araraquara, SP, BrazilFAPESP: 03/02176-7FAPESP: 2013/07600-3CNPq: 563286/2010-5Soc Brasileira QuimicaUniversidade Estadual Paulista (Unesp)Universidade Federal de Mato Grosso do Sul (UFMS)Universidade Federal de Viçosa (UFV)Inst BotUniv AmazonasGubiani, Juliana R. [UNESP]Teles, Helder L.Silva, Geraldo H.Young, Maria Claudia M.Pereira, Jose O.Bolzani, Vanderlan S. [UNESP]Araujo, Angela R. [UNESP]2018-11-26T17:24:25Z2018-11-26T17:24:25Z2017-02-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article138-142application/pdfhttp://dx.doi.org/10.21577/0100-4042.20160165Quimica Nova. Sao Paulo: Soc Brasileira Quimica, v. 40, n. 2, p. 138-142, 2017.0100-4042http://hdl.handle.net/11449/16267610.21577/0100-4042.20160165S0100-40422017000200138WOS:000398822000003S0100-40422017000200138.pdfWeb of Sciencereponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengQuimica Nova0,255info:eu-repo/semantics/openAccess2023-10-11T06:09:20Zoai:repositorio.unesp.br:11449/162676Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T14:38:20.299028Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv CYCLO-(TRP-PHE) DIKETOPIPERAZINES FROM THE ENDOPHYTIC FUNGUS Aspergillus versicolor ISOLATED FROM Piper aduncum#
title CYCLO-(TRP-PHE) DIKETOPIPERAZINES FROM THE ENDOPHYTIC FUNGUS Aspergillus versicolor ISOLATED FROM Piper aduncum#
spellingShingle CYCLO-(TRP-PHE) DIKETOPIPERAZINES FROM THE ENDOPHYTIC FUNGUS Aspergillus versicolor ISOLATED FROM Piper aduncum#
Gubiani, Juliana R. [UNESP]
cyclo-(Trp-Phe) diketopiperazines
endophytic fungus
Aspergillus versicolor
Piper aduncum.
title_short CYCLO-(TRP-PHE) DIKETOPIPERAZINES FROM THE ENDOPHYTIC FUNGUS Aspergillus versicolor ISOLATED FROM Piper aduncum#
title_full CYCLO-(TRP-PHE) DIKETOPIPERAZINES FROM THE ENDOPHYTIC FUNGUS Aspergillus versicolor ISOLATED FROM Piper aduncum#
title_fullStr CYCLO-(TRP-PHE) DIKETOPIPERAZINES FROM THE ENDOPHYTIC FUNGUS Aspergillus versicolor ISOLATED FROM Piper aduncum#
title_full_unstemmed CYCLO-(TRP-PHE) DIKETOPIPERAZINES FROM THE ENDOPHYTIC FUNGUS Aspergillus versicolor ISOLATED FROM Piper aduncum#
title_sort CYCLO-(TRP-PHE) DIKETOPIPERAZINES FROM THE ENDOPHYTIC FUNGUS Aspergillus versicolor ISOLATED FROM Piper aduncum#
author Gubiani, Juliana R. [UNESP]
author_facet Gubiani, Juliana R. [UNESP]
Teles, Helder L.
Silva, Geraldo H.
Young, Maria Claudia M.
Pereira, Jose O.
Bolzani, Vanderlan S. [UNESP]
Araujo, Angela R. [UNESP]
author_role author
author2 Teles, Helder L.
Silva, Geraldo H.
Young, Maria Claudia M.
Pereira, Jose O.
Bolzani, Vanderlan S. [UNESP]
Araujo, Angela R. [UNESP]
author2_role author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
Universidade Federal de Mato Grosso do Sul (UFMS)
Universidade Federal de Viçosa (UFV)
Inst Bot
Univ Amazonas
dc.contributor.author.fl_str_mv Gubiani, Juliana R. [UNESP]
Teles, Helder L.
Silva, Geraldo H.
Young, Maria Claudia M.
Pereira, Jose O.
Bolzani, Vanderlan S. [UNESP]
Araujo, Angela R. [UNESP]
dc.subject.por.fl_str_mv cyclo-(Trp-Phe) diketopiperazines
endophytic fungus
Aspergillus versicolor
Piper aduncum.
topic cyclo-(Trp-Phe) diketopiperazines
endophytic fungus
Aspergillus versicolor
Piper aduncum.
description Six known compounds, three peptide derivatives: cyclo-(tryptophyl-phenylalanyl) (2), diketopiperazine dimer WIN 64821 (3) and 3-hydroxy-15H-tryptophenaline (4), one adenine derivative: 2-hydroxy-6-N-isopentenyl-adenine (5), one phtalide derivative: 4-methoxyphtalide (1) and one benzoic acid derivative: 3-hydroxy-4-(1-hydroxy-1,5-dimethyl-hexyl) benzoic acid (6), were isolated from the ethyl acetate extract of the endophytic fungus Aspergillus versicolor associated with the Piper aduncum plant. Their structures were determined on the basis of detailed interpretation of 1 D and 2D NMR spectra and in comparison with works reported in the literature. This paper, in effect, deals with the first report of these compounds in A. versicolor.
publishDate 2017
dc.date.none.fl_str_mv 2017-02-01
2018-11-26T17:24:25Z
2018-11-26T17:24:25Z
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/10.21577/0100-4042.20160165
Quimica Nova. Sao Paulo: Soc Brasileira Quimica, v. 40, n. 2, p. 138-142, 2017.
0100-4042
http://hdl.handle.net/11449/162676
10.21577/0100-4042.20160165
S0100-40422017000200138
WOS:000398822000003
S0100-40422017000200138.pdf
url http://dx.doi.org/10.21577/0100-4042.20160165
http://hdl.handle.net/11449/162676
identifier_str_mv Quimica Nova. Sao Paulo: Soc Brasileira Quimica, v. 40, n. 2, p. 138-142, 2017.
0100-4042
10.21577/0100-4042.20160165
S0100-40422017000200138
WOS:000398822000003
S0100-40422017000200138.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 138-142
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
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repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
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