Affordable Access

deepdyve-link
Publisher Website

Mycotoxins from Fusarium proliferatum: new inhibitors of papain-like cysteine proteases.

Authors
  • Silva, Taynara Lopes1
  • Toffano, Leonardo2
  • Fernandes, João Batista1
  • das Graças Fernandes da Silva, Maria Fát...1
  • de Sousa, Lorena Ramos Freitas3
  • Vieira, Paulo Cezar4, 5
  • 1 Department of Chemistry, Federal University of São Carlos, São Carlos, SP, 13565-905, Brazil. , (Brazil)
  • 2 Department of Agronomy, Brasil University, Campus Descalvado, Descalvado, SP, 13565-905, Brazil. , (Brazil)
  • 3 Special Academic Unit of Chemistry, Federal University of Goiás, Catalão regional, Catalão, GO, 75704-020, Brazil. , (Brazil)
  • 4 Department of Chemistry, Federal University of São Carlos, São Carlos, SP, 13565-905, Brazil. [email protected] , (Brazil)
  • 5 School of Pharmaceutical Sciences of Ribeirão Preto, University of São Paulo, Ribeirão Preto, SP, 14040-903, Brazil. [email protected] , (Brazil)
Type
Published Article
Journal
Brazilian journal of microbiology : [publication of the Brazilian Society for Microbiology]
Publication Date
Sep 01, 2020
Volume
51
Issue
3
Pages
1169–1175
Identifiers
DOI: 10.1007/s42770-020-00256-7
PMID: 32189177
Source
Medline
Keywords
Language
English
License
Unknown

Abstract

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.

Report this publication

Statistics

Seen <100 times