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Mycotoxins from Fusarium proliferatum: new inhibitors of papain-like cysteine proteases.
Silva, Taynara Lopes; Toffano, Leonardo; Fernandes, João Batista; das Graças Fernandes da Silva, Maria Fátima; de Sousa, Lorena Ramos Freitas; Vieira, Paulo Cezar.
Afiliação
  • Silva TL; Department of Chemistry, Federal University of São Carlos, São Carlos, SP, 13565-905, Brazil.
  • Toffano L; Department of Agronomy, Brasil University, Campus Descalvado, Descalvado, SP, 13565-905, Brazil.
  • Fernandes JB; Department of Chemistry, Federal University of São Carlos, São Carlos, SP, 13565-905, Brazil.
  • das Graças Fernandes da Silva MF; Department of Chemistry, Federal University of São Carlos, São Carlos, SP, 13565-905, Brazil.
  • de Sousa LRF; Special Academic Unit of Chemistry, Federal University of Goiás, Catalão regional, Catalão, GO, 75704-020, Brazil.
  • Vieira PC; Department of Chemistry, Federal University of São Carlos, São Carlos, SP, 13565-905, Brazil. pcvieira@fcfrp.usp.br.
Braz J Microbiol ; 51(3): 1169-1175, 2020 Sep.
Article em En | MEDLINE | ID: mdl-32189177
Papain-like cysteine proteases (PLCPs) in plants are essential to prevent phytopathogen invasion. In order to search for cysteine protease inhibitors and to investigate compounds that could be associated to pineapple Fusarium disease, a chemistry investigation was performed on Fusarium proliferatum isolated from Ananas comosus (pineapple) and cultivated in Czapek medium. From F. proliferatum extracts, nine secondary metabolites were isolated and characterized by nuclear magnetic resonance spectroscopy and mass spectrometry experiments: beauvericin (1), fusaric acid (2), N-ethyl-3-phenylacetamide (3), N-acetyltryptamine (4), cyclo(L-Val-L-Pro) cyclodipeptide (5), cyclo(L-Leu-L-Pro) cyclodipeptide (6), cyclo(L-Leu-L-Pro) diketopiperazine (7), 2,4-dihydroxypyrimidine (8), and 1H-indole-3-carbaldehyde (9). Compounds 1, 3, and 6 showed significant inhibition of papain, with IC50 values of 25.3 ± 1.9, 39.4 ± 2.5, and 7.4 ± 0.5 µM, respectively. Compound 1 also showed significant inhibition against human cathepsins V and B with IC50 of 46.0 ± 3.0 and 6.8 ± 0.7 µM, respectively. The inhibition of papain by mycotoxins (fusaric acid and beauvericin) may indicate a mechanism of Fusarium in the roles of infection process.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Proteínas de Plantas / Inibidores de Cisteína Proteinase / Ananas / Cisteína Proteases / Fusarium / Micotoxinas Idioma: En Revista: Braz J Microbiol Ano de publicação: 2020 Tipo de documento: Article País de afiliação: Brasil País de publicação: Brasil
Texto completo
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Proteínas de Plantas / Inibidores de Cisteína Proteinase / Ananas / Cisteína Proteases / Fusarium / Micotoxinas Idioma: En Revista: Braz J Microbiol Ano de publicação: 2020 Tipo de documento: Article País de afiliação: Brasil País de publicação: Brasil