Spirocyclic lactams and curvulinic acid derivatives from the endophytic fungus Curvularia lunata and their antibacterial and antifungal activities

Fitoterapia. 2020 Mar:141:104466. doi: 10.1016/j.fitote.2019.104466. Epub 2019 Dec 20.

Abstract

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.

Keywords: Antibacterial activity; Curvularia lunata; Curvulinic acid; Paepalanthus chiquitensis; Spirocyclic lactams.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Antifungal Agents / chemistry
  • Antifungal Agents / pharmacology*
  • Ascomycota / chemistry*
  • Bacteria / drug effects
  • Candida albicans / drug effects
  • Lactams / chemistry*
  • Microbial Sensitivity Tests
  • Models, Molecular
  • Molecular Structure

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Lactams