Phomoxanthone A, Compound of Endophytic Fungi Paecilomyces sp. and Its Potential Antimicrobial and Antiparasitic.

Autor: Ramos GDC; Post-Graduate Program in Chemistry, Federal University of Pará, Belém 66075-110, Brazil., Silva-Silva JV; Laboratory of Immunomodulation and Protozoology, Oswaldo Cruz Institute, Oswaldo Cruz Foundation, Rio de Janeiro 81310-020, Brazil.; Laboratory of Medicinal and Computational Chemistry, Institute of Physics of São Carlos, University of São Paulo, São Carlos 13418-900, Brazil., Watanabe LA; Post-Graduate Program in Chemistry, Federal University of Pará, Belém 66075-110, Brazil., Siqueira JES; Post-Graduate Program in Chemistry, Federal University of Pará, Belém 66075-110, Brazil., Almeida-Souza F; Laboratory of Immunomodulation and Protozoology, Oswaldo Cruz Institute, Oswaldo Cruz Foundation, Rio de Janeiro 81310-020, Brazil.; Post-Graduate in Animal Sciences, State University of Maranhão, São Luís 65690-000, Brazil., Calabrese KS; Laboratory of Immunomodulation and Protozoology, Oswaldo Cruz Institute, Oswaldo Cruz Foundation, Rio de Janeiro 81310-020, Brazil., Marinho AMDR; Post-Graduate Program in Chemistry, Federal University of Pará, Belém 66075-110, Brazil., Marinho PSB; Post-Graduate Program in Chemistry, Federal University of Pará, Belém 66075-110, Brazil., Oliveira AS; Department of Exact Sciences and Education, Federal University of Santa Catarina, Blumenau 88040-900, Brazil.
Jazyk: angličtina
Zdroj: Antibiotics (Basel, Switzerland) [Antibiotics (Basel)] 2022 Sep 29; Vol. 11 (10). Date of Electronic Publication: 2022 Sep 29.
DOI: 10.3390/antibiotics11101332
Abstrakt: The present work reports the isolation and biological evaluation of three dimeric xanthones from Paecilomyces sp. EJC01.1 isolated as endophytic from Schnella splendens , a typical plant of the Amazon. The compounds phomoxanthone A ( 1 ), phomoxanthone B ( 2 ) and dicerandrol B ( 3 ) were isolated by chromatographic procedures and identified by spectroscopic methods of 1D and 2D NMR and MS. The extracts and compound 1 showed antimicrobial activities against Bacillus subtilis , Escherichia coli , Staphylococcus aureus , Salmonella typhimurium and Pseudomonas aeruginosa . The compound phomoxanthone A ( 1 ) showed greater inhibitory activity against B. subtilis (MIC of 7.81 µg mL -1 ); in addition, it also pronounced inhibitory effect against promastigote forms of Leishmania amazonensis (IC 50 of 16.38 ± 1.079 µg mL -1 ) and epimastigote forms Trypanosoma cruzi (IC 50 of 28.61 ± 1.071 µg mL -1 ). To provide more information about the antibacterial activity of compound 1, an unprecedented molecular docking study was performed using S-ribosyl-homocysteine lyase (LuxS) (PDB ID 2FQO), which showed a possible interaction of phomoxanthone A with two of the residues (His58 and Cys126) that are fundamental for the catalysis mechanism in B. subtilis , which may be associated with the higher activity, when compared to other bacteria, observed in experimental studies. Additionally, quantum studies (DFT) were performed, for which a low gap value (5.982 eV) was observed, which corroborates the reactivity of phomoxanthone A. Thus, phomoxanthone A can be a good agent against pathogenic bacteria.
Competing Interests: The authors declare no conflict of interest.
Databáze: MEDLINE
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