Griseofulvin, diketopiperazines and cytochalasins from endophytic fungi colletotrichum crassipes and Xylaria sp., and their antifungal, antioxidant and anticholinesterase activities

Detalhes bibliográficos
Autor(a) principal: Chapla, Vanessa M. [UNESP]
Data de Publicação: 2018
Outros Autores: Zeraik, Maria L. [UNESP], Cafeu, Mariana C. [UNESP], Silva, Geraldo H., Cavalheiro, Alberto J. [UNESP], Bolzani, Vanderlan S. [UNESP], Young, Maria C.M., Pfenning, Ludwig H., Araujo, Angela R. [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.21577/0103-5053.20180045
http://hdl.handle.net/11449/179981
Resumo: One new natural product, 1-phenylethyl-O-α-L-rhamnopyranoside, together with eight known diketopiperazines and two benzene derivatives were isolated from the endophytic fungus Colletotrichum crassipes, whereas six known compounds including two griseofulvins, three cytochalasins and one dihydroisocoumarin were produced from the endophyte Xylaria sp., both endophytic fungi are associated with leaves of Casearia sylvestris. Cyclo(D)-Pro-(D)-Phe, N-(2-phenylethyl)acetamide and 5-carboxy-6-hydroxy-3-methyl-3,4-dihydroisocoumarin exhibited potent antifungal activity against Cladosporium cladosporioides and C. sphaerospermum. The compounds cyclo(D)-Pro-(D)-Phe, griseofulvin, cytochalasin B and cytochalasin D exhibited antioxidant activity, and the compounds cyclo(D)-Pro-(D)-Phe, cytochalasin B and cytochalasin C showed potent acetylcholinesterase (AChE) inhibition. In addition, this is the first report on the isolation of secondary metabolites from two endophytic fungal strains, associated with Casearia sylvestris. Printed in Brazil-
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spelling Griseofulvin, diketopiperazines and cytochalasins from endophytic fungi colletotrichum crassipes and Xylaria sp., and their antifungal, antioxidant and anticholinesterase activitiesBiological activityCasearia sylvestrisColletotrichum crassipesEndophytic fungiXylaria sp.One new natural product, 1-phenylethyl-O-α-L-rhamnopyranoside, together with eight known diketopiperazines and two benzene derivatives were isolated from the endophytic fungus Colletotrichum crassipes, whereas six known compounds including two griseofulvins, three cytochalasins and one dihydroisocoumarin were produced from the endophyte Xylaria sp., both endophytic fungi are associated with leaves of Casearia sylvestris. Cyclo(D)-Pro-(D)-Phe, N-(2-phenylethyl)acetamide and 5-carboxy-6-hydroxy-3-methyl-3,4-dihydroisocoumarin exhibited potent antifungal activity against Cladosporium cladosporioides and C. sphaerospermum. The compounds cyclo(D)-Pro-(D)-Phe, griseofulvin, cytochalasin B and cytochalasin D exhibited antioxidant activity, and the compounds cyclo(D)-Pro-(D)-Phe, cytochalasin B and cytochalasin C showed potent acetylcholinesterase (AChE) inhibition. In addition, this is the first report on the isolation of secondary metabolites from two endophytic fungal strains, associated with Casearia sylvestris. Printed in Brazil-Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Núcleo de Bioensaios Biossíntese e Ecofisiologia de Produtos Naturais (NuBBE) Instituto de Química Universidade Estadual Paulista (Unesp)Curso de Química Ambiental Universidade Federal Do Tocantins (UFT)Laboratório de Fitoquímica e Biomoléculas (LabFitoBio) Departamento de Química Universidade Estadual de Londrina (UEL)Instituto de Ciências Exatas e Tecnológicas Universidade Federal de ViçosaSeção de Fisiologia e Bioquímica de Plantas Instituto de BotânicaDepartamento de Fitopatologia Universidade Federal de LavrasNúcleo de Bioensaios Biossíntese e Ecofisiologia de Produtos Naturais (NuBBE) Instituto de Química Universidade Estadual Paulista (Unesp)FAPESP: 2011/03017-6Universidade Estadual Paulista (Unesp)Universidade Federal Do Tocantins (UFT)Universidade Estadual de Londrina (UEL)Universidade Federal de Viçosa (UFV)Instituto de BotânicaUniversidade Federal de Lavras (UFLA)Chapla, Vanessa M. [UNESP]Zeraik, Maria L. [UNESP]Cafeu, Mariana C. [UNESP]Silva, Geraldo H.Cavalheiro, Alberto J. [UNESP]Bolzani, Vanderlan S. [UNESP]Young, Maria C.M.Pfenning, Ludwig H.Araujo, Angela R. [UNESP]2018-12-11T17:37:32Z2018-12-11T17:37:32Z2018-08-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article1707-1713application/pdfhttp://dx.doi.org/10.21577/0103-5053.20180045Journal of the Brazilian Chemical Society, v. 29, n. 8, p. 1707-1713, 2018.1678-47900103-5053http://hdl.handle.net/11449/17998110.21577/0103-5053.20180045S0103-505320180008017072-s2.0-85049055444S0103-50532018000801707.pdfScopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengJournal of the Brazilian Chemical Society0,3570,357info:eu-repo/semantics/openAccess2024-01-23T07:09:08Zoai:repositorio.unesp.br:11449/179981Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-01-23T07:09:08Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Griseofulvin, diketopiperazines and cytochalasins from endophytic fungi colletotrichum crassipes and Xylaria sp., and their antifungal, antioxidant and anticholinesterase activities
title Griseofulvin, diketopiperazines and cytochalasins from endophytic fungi colletotrichum crassipes and Xylaria sp., and their antifungal, antioxidant and anticholinesterase activities
spellingShingle Griseofulvin, diketopiperazines and cytochalasins from endophytic fungi colletotrichum crassipes and Xylaria sp., and their antifungal, antioxidant and anticholinesterase activities
Chapla, Vanessa M. [UNESP]
Biological activity
Casearia sylvestris
Colletotrichum crassipes
Endophytic fungi
Xylaria sp.
title_short Griseofulvin, diketopiperazines and cytochalasins from endophytic fungi colletotrichum crassipes and Xylaria sp., and their antifungal, antioxidant and anticholinesterase activities
title_full Griseofulvin, diketopiperazines and cytochalasins from endophytic fungi colletotrichum crassipes and Xylaria sp., and their antifungal, antioxidant and anticholinesterase activities
title_fullStr Griseofulvin, diketopiperazines and cytochalasins from endophytic fungi colletotrichum crassipes and Xylaria sp., and their antifungal, antioxidant and anticholinesterase activities
title_full_unstemmed Griseofulvin, diketopiperazines and cytochalasins from endophytic fungi colletotrichum crassipes and Xylaria sp., and their antifungal, antioxidant and anticholinesterase activities
title_sort Griseofulvin, diketopiperazines and cytochalasins from endophytic fungi colletotrichum crassipes and Xylaria sp., and their antifungal, antioxidant and anticholinesterase activities
author Chapla, Vanessa M. [UNESP]
author_facet Chapla, Vanessa M. [UNESP]
Zeraik, Maria L. [UNESP]
Cafeu, Mariana C. [UNESP]
Silva, Geraldo H.
Cavalheiro, Alberto J. [UNESP]
Bolzani, Vanderlan S. [UNESP]
Young, Maria C.M.
Pfenning, Ludwig H.
Araujo, Angela R. [UNESP]
author_role author
author2 Zeraik, Maria L. [UNESP]
Cafeu, Mariana C. [UNESP]
Silva, Geraldo H.
Cavalheiro, Alberto J. [UNESP]
Bolzani, Vanderlan S. [UNESP]
Young, Maria C.M.
Pfenning, Ludwig H.
Araujo, Angela R. [UNESP]
author2_role author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
Universidade Federal Do Tocantins (UFT)
Universidade Estadual de Londrina (UEL)
Universidade Federal de Viçosa (UFV)
Instituto de Botânica
Universidade Federal de Lavras (UFLA)
dc.contributor.author.fl_str_mv Chapla, Vanessa M. [UNESP]
Zeraik, Maria L. [UNESP]
Cafeu, Mariana C. [UNESP]
Silva, Geraldo H.
Cavalheiro, Alberto J. [UNESP]
Bolzani, Vanderlan S. [UNESP]
Young, Maria C.M.
Pfenning, Ludwig H.
Araujo, Angela R. [UNESP]
dc.subject.por.fl_str_mv Biological activity
Casearia sylvestris
Colletotrichum crassipes
Endophytic fungi
Xylaria sp.
topic Biological activity
Casearia sylvestris
Colletotrichum crassipes
Endophytic fungi
Xylaria sp.
description One new natural product, 1-phenylethyl-O-α-L-rhamnopyranoside, together with eight known diketopiperazines and two benzene derivatives were isolated from the endophytic fungus Colletotrichum crassipes, whereas six known compounds including two griseofulvins, three cytochalasins and one dihydroisocoumarin were produced from the endophyte Xylaria sp., both endophytic fungi are associated with leaves of Casearia sylvestris. Cyclo(D)-Pro-(D)-Phe, N-(2-phenylethyl)acetamide and 5-carboxy-6-hydroxy-3-methyl-3,4-dihydroisocoumarin exhibited potent antifungal activity against Cladosporium cladosporioides and C. sphaerospermum. The compounds cyclo(D)-Pro-(D)-Phe, griseofulvin, cytochalasin B and cytochalasin D exhibited antioxidant activity, and the compounds cyclo(D)-Pro-(D)-Phe, cytochalasin B and cytochalasin C showed potent acetylcholinesterase (AChE) inhibition. In addition, this is the first report on the isolation of secondary metabolites from two endophytic fungal strains, associated with Casearia sylvestris. Printed in Brazil-
publishDate 2018
dc.date.none.fl_str_mv 2018-12-11T17:37:32Z
2018-12-11T17:37:32Z
2018-08-01
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/10.21577/0103-5053.20180045
Journal of the Brazilian Chemical Society, v. 29, n. 8, p. 1707-1713, 2018.
1678-4790
0103-5053
http://hdl.handle.net/11449/179981
10.21577/0103-5053.20180045
S0103-50532018000801707
2-s2.0-85049055444
S0103-50532018000801707.pdf
url http://dx.doi.org/10.21577/0103-5053.20180045
http://hdl.handle.net/11449/179981
identifier_str_mv Journal of the Brazilian Chemical Society, v. 29, n. 8, p. 1707-1713, 2018.
1678-4790
0103-5053
10.21577/0103-5053.20180045
S0103-50532018000801707
2-s2.0-85049055444
S0103-50532018000801707.pdf
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Journal of the Brazilian Chemical Society
0,357
0,357
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 1707-1713
application/pdf
dc.source.none.fl_str_mv Scopus
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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