Escuzarmycins A-D, Potent Biofungicides to Control Septoria tritici Blotch

J Agric Food Chem. 2024 Jul 10;72(27):15256-15264. doi: 10.1021/acs.jafc.4c01303. Epub 2024 Jun 27.

Abstract

A study targeting novel antifungal metabolites identified potent in vitro antifungal activity against key plant pathogens in acetone extracts of Streptomyces sp. strain CA-296093. Feature-based molecular networking revealed the presence in this extract of antimycin-related compounds, leading to the isolation of four new compounds: escuzarmycins A-D (1-4). Extensive structural elucidation, employing 1D and 2D NMR, high-resolution mass spectrometry, Marfey's analysis, and NOESY correlations, confirmed their structures. The bioactivity of these compounds was tested against six fungal phytopathogens, and compounds 3 and 4 demonstrated strong efficacy, particularly against Zymoseptoria tritici, with compound 3 exhibiting the highest potency (EC50: 11 nM). Both compounds also displayed significant antifungal activity against Botrytis cinerea and Colletotrichum acutatum, with compound 4 proving to be the most potent. Despite moderate cytotoxicity against the human cancer cell line HepG2, compounds 3 and 4 emerge as promising fungicides for combating Septoria tritici blotch, anthracnose, and gray mold.

Keywords: Septoria tritici blotch; Streptomyces; antifungal activity; antimycins; biofungicides; escuzarmycins; phytopathogens; plant disease control; structural elucidation.

MeSH terms

  • Ascomycota* / chemistry
  • Ascomycota* / drug effects
  • Botrytis / drug effects
  • Colletotrichum* / drug effects
  • Fungicides, Industrial* / chemistry
  • Fungicides, Industrial* / pharmacology
  • Humans
  • Molecular Structure
  • Plant Diseases* / microbiology
  • Plant Diseases* / prevention & control
  • Streptomyces* / chemistry
  • Streptomyces* / metabolism

Substances

  • Fungicides, Industrial

Supplementary concepts

  • Zymoseptoria tritici
  • Botrytis cinerea