Spirocyclic lactams and curvulinic acid derivatives from the endophytic fungus Curvularia lunata and their antibacterial and antifungal activities
Autor(a) principal: | |
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Data de Publicação: | 2020 |
Outros Autores: | , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UNESP |
Texto Completo: | http://dx.doi.org/10.1016/j.fitote.2019.104466 http://hdl.handle.net/11449/201444 |
Resumo: | Curvularia lunata, isolated from the capitula of Paepalanthus chiquitensis (Eriocaulaceae), was cultured in potato dextrose broth (PDB) medium. The ethyl acetate extract yielded two new spirocyclic γ-lactams (3 and 4), and five known compounds, namely: triticones E (1) and F (2), 5-O-methylcurvulinic acid (5), curvulinic acid (6) and curvulin (7). Their structures were elucidated by spectroscopic analysis and by the comparison with literature data. Besides, a computational study was used to elucidate the absolute configuration of the C − 3′ in the compounds (3) and (4). The extract and the compounds (1 and 2), (6) and (7) were assayed against gram-positive and gram-negative bacteria and fluconazole-resistant yeast. The triticones (1) and (2) showed good antibacterial activity for Escherichia coli, with a minimum inhibitory concentration of 62.5 μg/mL. |
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Spirocyclic lactams and curvulinic acid derivatives from the endophytic fungus Curvularia lunata and their antibacterial and antifungal activitiesAntibacterial activityCurvularia lunataCurvulinic acidPaepalanthus chiquitensisSpirocyclic lactamsCurvularia lunata, isolated from the capitula of Paepalanthus chiquitensis (Eriocaulaceae), was cultured in potato dextrose broth (PDB) medium. The ethyl acetate extract yielded two new spirocyclic γ-lactams (3 and 4), and five known compounds, namely: triticones E (1) and F (2), 5-O-methylcurvulinic acid (5), curvulinic acid (6) and curvulin (7). Their structures were elucidated by spectroscopic analysis and by the comparison with literature data. Besides, a computational study was used to elucidate the absolute configuration of the C − 3′ in the compounds (3) and (4). The extract and the compounds (1 and 2), (6) and (7) were assayed against gram-positive and gram-negative bacteria and fluconazole-resistant yeast. The triticones (1) and (2) showed good antibacterial activity for Escherichia coli, with a minimum inhibitory concentration of 62.5 μg/mL.Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)São Paulo State University (UNESP) School of Pharmaceutical Sciences, Road Araraquara-Jaú km1São Paulo State University (UNESP) Institute of Chemistry, Av. Prof. Francisco Degni n.55São Paulo State University (UNESP) School of Pharmaceutical Sciences, Road Araraquara-Jaú km1São Paulo State University (UNESP) Institute of Chemistry, Av. Prof. Francisco Degni n.55FAPESP: 2016/05480-6Universidade Estadual Paulista (Unesp)Hilario, Felipe [UNESP]Polinário, Giulia [UNESP]de Amorim, Marcelo Rodrigues [UNESP]de Sousa Batista, Victor [UNESP]do Nascimento Júnior, Nailton Monteiro [UNESP]Araújo, Angela Regina [UNESP]Bauab, Taís Maria [UNESP]dos Santos, Lourdes Campaner [UNESP]2020-12-12T02:32:42Z2020-12-12T02:32:42Z2020-03-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articlehttp://dx.doi.org/10.1016/j.fitote.2019.104466Fitoterapia, v. 141.1873-69710367-326Xhttp://hdl.handle.net/11449/20144410.1016/j.fitote.2019.1044662-s2.0-85077359051Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengFitoterapiainfo:eu-repo/semantics/openAccess2024-06-24T13:08:25Zoai:repositorio.unesp.br:11449/201444Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T23:05:28.723274Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false |
dc.title.none.fl_str_mv |
Spirocyclic lactams and curvulinic acid derivatives from the endophytic fungus Curvularia lunata and their antibacterial and antifungal activities |
title |
Spirocyclic lactams and curvulinic acid derivatives from the endophytic fungus Curvularia lunata and their antibacterial and antifungal activities |
spellingShingle |
Spirocyclic lactams and curvulinic acid derivatives from the endophytic fungus Curvularia lunata and their antibacterial and antifungal activities Hilario, Felipe [UNESP] Antibacterial activity Curvularia lunata Curvulinic acid Paepalanthus chiquitensis Spirocyclic lactams |
title_short |
Spirocyclic lactams and curvulinic acid derivatives from the endophytic fungus Curvularia lunata and their antibacterial and antifungal activities |
title_full |
Spirocyclic lactams and curvulinic acid derivatives from the endophytic fungus Curvularia lunata and their antibacterial and antifungal activities |
title_fullStr |
Spirocyclic lactams and curvulinic acid derivatives from the endophytic fungus Curvularia lunata and their antibacterial and antifungal activities |
title_full_unstemmed |
Spirocyclic lactams and curvulinic acid derivatives from the endophytic fungus Curvularia lunata and their antibacterial and antifungal activities |
title_sort |
Spirocyclic lactams and curvulinic acid derivatives from the endophytic fungus Curvularia lunata and their antibacterial and antifungal activities |
author |
Hilario, Felipe [UNESP] |
author_facet |
Hilario, Felipe [UNESP] Polinário, Giulia [UNESP] de Amorim, Marcelo Rodrigues [UNESP] de Sousa Batista, Victor [UNESP] do Nascimento Júnior, Nailton Monteiro [UNESP] Araújo, Angela Regina [UNESP] Bauab, Taís Maria [UNESP] dos Santos, Lourdes Campaner [UNESP] |
author_role |
author |
author2 |
Polinário, Giulia [UNESP] de Amorim, Marcelo Rodrigues [UNESP] de Sousa Batista, Victor [UNESP] do Nascimento Júnior, Nailton Monteiro [UNESP] Araújo, Angela Regina [UNESP] Bauab, Taís Maria [UNESP] dos Santos, Lourdes Campaner [UNESP] |
author2_role |
author author author author author author author |
dc.contributor.none.fl_str_mv |
Universidade Estadual Paulista (Unesp) |
dc.contributor.author.fl_str_mv |
Hilario, Felipe [UNESP] Polinário, Giulia [UNESP] de Amorim, Marcelo Rodrigues [UNESP] de Sousa Batista, Victor [UNESP] do Nascimento Júnior, Nailton Monteiro [UNESP] Araújo, Angela Regina [UNESP] Bauab, Taís Maria [UNESP] dos Santos, Lourdes Campaner [UNESP] |
dc.subject.por.fl_str_mv |
Antibacterial activity Curvularia lunata Curvulinic acid Paepalanthus chiquitensis Spirocyclic lactams |
topic |
Antibacterial activity Curvularia lunata Curvulinic acid Paepalanthus chiquitensis Spirocyclic lactams |
description |
Curvularia lunata, isolated from the capitula of Paepalanthus chiquitensis (Eriocaulaceae), was cultured in potato dextrose broth (PDB) medium. The ethyl acetate extract yielded two new spirocyclic γ-lactams (3 and 4), and five known compounds, namely: triticones E (1) and F (2), 5-O-methylcurvulinic acid (5), curvulinic acid (6) and curvulin (7). Their structures were elucidated by spectroscopic analysis and by the comparison with literature data. Besides, a computational study was used to elucidate the absolute configuration of the C − 3′ in the compounds (3) and (4). The extract and the compounds (1 and 2), (6) and (7) were assayed against gram-positive and gram-negative bacteria and fluconazole-resistant yeast. The triticones (1) and (2) showed good antibacterial activity for Escherichia coli, with a minimum inhibitory concentration of 62.5 μg/mL. |
publishDate |
2020 |
dc.date.none.fl_str_mv |
2020-12-12T02:32:42Z 2020-12-12T02:32:42Z 2020-03-01 |
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/10.1016/j.fitote.2019.104466 Fitoterapia, v. 141. 1873-6971 0367-326X http://hdl.handle.net/11449/201444 10.1016/j.fitote.2019.104466 2-s2.0-85077359051 |
url |
http://dx.doi.org/10.1016/j.fitote.2019.104466 http://hdl.handle.net/11449/201444 |
identifier_str_mv |
Fitoterapia, v. 141. 1873-6971 0367-326X 10.1016/j.fitote.2019.104466 2-s2.0-85077359051 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Fitoterapia |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
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 |
|
_version_ |
1808129489343873024 |