Sesquiterpenos produzidos pelo fungo endofítico Phomopsis cassiae com atividade antifúngica e inibidora de acetilcolinesterase

Detalhes bibliográficos
Autor(a) principal: Zanardi, Lisinéia Maria
Data de Publicação: 2012
Outros Autores: Bolzani, Vanderlan da Silva, Cavalheiro, Alberto José, Silva, Dulce Helena Siqueira, Trevisan, Henrique Celso, Araujo, Angela Regina, Silva, Geraldo Humberto, Teles, Helder Lopes, Young, Maria Claudia Marx
Tipo de documento: Artigo
Idioma: por
Título da fonte: Repositório Institucional da UFS
Texto Completo: https://ri.ufs.br/jspui/handle/riufs/23559
Resumo: Two new diastereoisomeric cadinanes sesquiterpenes 3,9-dihydroxycalamenene (1-2), along with the known 3-hydroxycalamen-8-one (3) and aristelegone-A (4), were isolated from ethyl acetate extract of Phomopsis cassiae, an endophytic fungus in Cassia spectabilis. Their structures, including relative stereochemistry, were determined on the basis of detailed interpretation of 2D NMR spectra and comparison with related known compounds. Compounds 1-4 displayed antifungal activity against the phytopathogenic fungi Cladosporium cladosporioides and C. sphaerospermum, as well as inhibition of acetylcholinesterase.
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spelling Zanardi, Lisinéia MariaBolzani, Vanderlan da SilvaCavalheiro, Alberto JoséSilva, Dulce Helena SiqueiraTrevisan, Henrique CelsoAraujo, Angela ReginaSilva, Geraldo HumbertoTeles, Helder LopesYoung, Maria Claudia Marx2025-10-17T17:19:51Z2025-10-17T17:19:51Z2012ZANARDI, L. M. et al. Sesquiterpenos produzidos pelo fungo endofítico Phomopsis cassiae com atividade antifúngica e inibidora de acetilcolinesterase. Química Nova, Campinas, v. 35, n. 11, p. 2233-2236, 2012. Disponível em: https://www.scielo.br/j/qn/a/pJG4d8y57z93wQLFQ53PXVL/?lang=pt. Acesso em: 17 out. 20251678-7064https://ri.ufs.br/jspui/handle/riufs/23559Creative Commons Atribuição-NãoComercial 4.0 Internacional (CC BY-NC 4.0)Two new diastereoisomeric cadinanes sesquiterpenes 3,9-dihydroxycalamenene (1-2), along with the known 3-hydroxycalamen-8-one (3) and aristelegone-A (4), were isolated from ethyl acetate extract of Phomopsis cassiae, an endophytic fungus in Cassia spectabilis. Their structures, including relative stereochemistry, were determined on the basis of detailed interpretation of 2D NMR spectra and comparison with related known compounds. Compounds 1-4 displayed antifungal activity against the phytopathogenic fungi Cladosporium cladosporioides and C. sphaerospermum, as well as inhibition of acetylcholinesterase.O estudo químico do extrato bruto AcOEt produzido pelo fungo endofítico P. cassiae resultou no isolamento de quatro sesquiterpenos da classe dos cadinanos, sendo dois novos estereoisômeros Rel. (7R,9S,10R)-3,9-di-hidroxicalameneno (1) e Rel. (7R,9R,10R)- 3,9-di-hidroxicalameneno (2) e os conhecidos Rel. (7S,10R)-3- hidroxicalamen-8-ona (3) e aristelegona-A (4). As estruturas das substâncias foram determinadas ou elucidadas pela análise dos espectros de infravermelho, EM, RMN de 1 H e 13C, uni e bidimensionais. As substâncias 1-4 foram avaliadas quanto ao potencial antifúngico e inibidor de acetilcolinesterase.CampinasporSociedade Brasileira de QuímicaQuímica NovaPhomopsis cassiaeFungo endofíticoSesquiterpenosEndophytic fungusSesquiterpenesSesquiterpenos produzidos pelo fungo endofítico Phomopsis cassiae com atividade antifúngica e inibidora de acetilcolinesteraseSesquiterpenes produced by endophytic fungus Phomopsis cassiae with antifungal and acetylcholinesterase inhibition activitiesinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlereponame:Repositório Institucional da UFSinstname:Universidade Federal de Sergipe (UFS)instacron:UFSinfo:eu-repo/semantics/openAccessLICENSElicense.txtlicense.txttext/plain; charset=utf-81475https://ri.ufs.br/jspui/bitstream/riufs/23559/1/license.txt098cbbf65c2c15e1fb2e49c5d306a44cMD51ORIGINALSesquiterpenosProduzidosFungoEndofitico.pdfSesquiterpenosProduzidosFungoEndofitico.pdfapplication/pdf1196290https://ri.ufs.br/jspui/bitstream/riufs/23559/2/SesquiterpenosProduzidosFungoEndofitico.pdf27d0018e23df2e35e7958e1122817ccfMD52riufs/235592025-10-17 14:19:56.916oai:oai:ri.ufs.br:repo_01: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Repositório InstitucionalPUBhttps://ri.ufs.br/oai/requestrepositorio@academico.ufs.bropendoar:2025-10-17T17:19:56Repositório Institucional da UFS - Universidade Federal de Sergipe (UFS)false
dc.title.pt_BR.fl_str_mv Sesquiterpenos produzidos pelo fungo endofítico Phomopsis cassiae com atividade antifúngica e inibidora de acetilcolinesterase
dc.title.alternative.eng.fl_str_mv Sesquiterpenes produced by endophytic fungus Phomopsis cassiae with antifungal and acetylcholinesterase inhibition activities
title Sesquiterpenos produzidos pelo fungo endofítico Phomopsis cassiae com atividade antifúngica e inibidora de acetilcolinesterase
spellingShingle Sesquiterpenos produzidos pelo fungo endofítico Phomopsis cassiae com atividade antifúngica e inibidora de acetilcolinesterase
Zanardi, Lisinéia Maria
Phomopsis cassiae
Fungo endofítico
Sesquiterpenos
Endophytic fungus
Sesquiterpenes
title_short Sesquiterpenos produzidos pelo fungo endofítico Phomopsis cassiae com atividade antifúngica e inibidora de acetilcolinesterase
title_full Sesquiterpenos produzidos pelo fungo endofítico Phomopsis cassiae com atividade antifúngica e inibidora de acetilcolinesterase
title_fullStr Sesquiterpenos produzidos pelo fungo endofítico Phomopsis cassiae com atividade antifúngica e inibidora de acetilcolinesterase
title_full_unstemmed Sesquiterpenos produzidos pelo fungo endofítico Phomopsis cassiae com atividade antifúngica e inibidora de acetilcolinesterase
title_sort Sesquiterpenos produzidos pelo fungo endofítico Phomopsis cassiae com atividade antifúngica e inibidora de acetilcolinesterase
author Zanardi, Lisinéia Maria
author_facet Zanardi, Lisinéia Maria
Bolzani, Vanderlan da Silva
Cavalheiro, Alberto José
Silva, Dulce Helena Siqueira
Trevisan, Henrique Celso
Araujo, Angela Regina
Silva, Geraldo Humberto
Teles, Helder Lopes
Young, Maria Claudia Marx
author_role author
author2 Bolzani, Vanderlan da Silva
Cavalheiro, Alberto José
Silva, Dulce Helena Siqueira
Trevisan, Henrique Celso
Araujo, Angela Regina
Silva, Geraldo Humberto
Teles, Helder Lopes
Young, Maria Claudia Marx
author2_role author
author
author
author
author
author
author
author
dc.contributor.author.fl_str_mv Zanardi, Lisinéia Maria
Bolzani, Vanderlan da Silva
Cavalheiro, Alberto José
Silva, Dulce Helena Siqueira
Trevisan, Henrique Celso
Araujo, Angela Regina
Silva, Geraldo Humberto
Teles, Helder Lopes
Young, Maria Claudia Marx
dc.subject.por.fl_str_mv Phomopsis cassiae
Fungo endofítico
Sesquiterpenos
topic Phomopsis cassiae
Fungo endofítico
Sesquiterpenos
Endophytic fungus
Sesquiterpenes
dc.subject.eng.fl_str_mv Endophytic fungus
Sesquiterpenes
description Two new diastereoisomeric cadinanes sesquiterpenes 3,9-dihydroxycalamenene (1-2), along with the known 3-hydroxycalamen-8-one (3) and aristelegone-A (4), were isolated from ethyl acetate extract of Phomopsis cassiae, an endophytic fungus in Cassia spectabilis. Their structures, including relative stereochemistry, were determined on the basis of detailed interpretation of 2D NMR spectra and comparison with related known compounds. Compounds 1-4 displayed antifungal activity against the phytopathogenic fungi Cladosporium cladosporioides and C. sphaerospermum, as well as inhibition of acetylcholinesterase.
publishDate 2012
dc.date.issued.fl_str_mv 2012
dc.date.accessioned.fl_str_mv 2025-10-17T17:19:51Z
dc.date.available.fl_str_mv 2025-10-17T17:19:51Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
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dc.identifier.citation.fl_str_mv ZANARDI, L. M. et al. Sesquiterpenos produzidos pelo fungo endofítico Phomopsis cassiae com atividade antifúngica e inibidora de acetilcolinesterase. Química Nova, Campinas, v. 35, n. 11, p. 2233-2236, 2012. Disponível em: https://www.scielo.br/j/qn/a/pJG4d8y57z93wQLFQ53PXVL/?lang=pt. Acesso em: 17 out. 2025
dc.identifier.uri.fl_str_mv https://ri.ufs.br/jspui/handle/riufs/23559
dc.identifier.issn.none.fl_str_mv 1678-7064
dc.identifier.license.pt_BR.fl_str_mv Creative Commons Atribuição-NãoComercial 4.0 Internacional (CC BY-NC 4.0)
identifier_str_mv ZANARDI, L. M. et al. Sesquiterpenos produzidos pelo fungo endofítico Phomopsis cassiae com atividade antifúngica e inibidora de acetilcolinesterase. Química Nova, Campinas, v. 35, n. 11, p. 2233-2236, 2012. Disponível em: https://www.scielo.br/j/qn/a/pJG4d8y57z93wQLFQ53PXVL/?lang=pt. Acesso em: 17 out. 2025
1678-7064
Creative Commons Atribuição-NãoComercial 4.0 Internacional (CC BY-NC 4.0)
url https://ri.ufs.br/jspui/handle/riufs/23559
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publisher.none.fl_str_mv Sociedade Brasileira de Química
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