CYCLO-(TRP-PHE) DIKETOPIPERAZINES FROM THE ENDOPHYTIC FUNGUS Aspergillus versicolor ISOLATED FROM Piper aduncum#
Autor(a) principal: | |
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Data de Publicação: | 2017 |
Outros Autores: | , , , , , |
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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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 |
collection |
Repositório Institucional da UNESP |
repository.name.fl_str_mv |
Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP) |
repository.mail.fl_str_mv |
|
_version_ |
1808128392470462464 |