New β-Lactone with Tea Pathogenic Fungus Inhibitory Effect from Marine-Derived Fungus MCCC3A00957

J Agric Food Chem. 2019 Mar 13;67(10):2877-2885. doi: 10.1021/acs.jafc.9b00228. Epub 2019 Feb 26.

Abstract

Fusarium solani H915 (MCCC3A00957), a fungus originating from mangrove sediment, showed potent inhibitory activity against tea pathogenic fungus Pestalotiopsis theae. Successive chromatographic separation on an ethyl acetate (EtOAc) extract of F. solani H915 resulted in the isolation of five new alkenoic diacid derivatives: fusarilactones A-C (1-3), and fusaridioic acids B (4) and C (5), in addition to seven known compounds (6-12). The chemical structures of these metabolites were elucidated on the basis of UV, IR, HR-ESI-MS, and NMR spectroscopic data. The antifungal activity of the isolated compounds was evaluated. Compounds with a β-lactone ring (1, 2, and 7) exhibited potent inhibitory activities, while none of the other compounds show activity. The ED50 values of the compounds 1, 2, and 7 were 38.14 ± 1.67, 42.26 ± 1.96, and 18.35 ± 1.27 μg/mL, respectively. In addition, inhibitory activity of these compounds against 3-hydroxy-3-methylglutaryl-CoA (HMG-CoA) synthase gene expression was also detected using real-time RT-PCR. Results indicated that compounds 1, 2, and 7 may inhibit the growth of P. theae by interfering with the biosynthesis of ergosterol by down-regulating the expression of HMG-CoA synthase.

Keywords: Fusarium solani H915; HMG-CoA synthase; fusaridioic acids B, C; fusarilactones A, B, C; tea pathogenic fungus inhibitory effect.

MeSH terms

  • Camellia sinensis / microbiology*
  • Fungicides, Industrial / chemistry
  • Fungicides, Industrial / isolation & purification
  • Fungicides, Industrial / metabolism
  • Fungicides, Industrial / pharmacology*
  • Fusarium / chemistry*
  • Fusarium / genetics
  • Fusarium / isolation & purification
  • Fusarium / metabolism
  • Lactones / chemistry
  • Lactones / isolation & purification
  • Lactones / metabolism
  • Lactones / pharmacology*
  • Molecular Structure
  • Plant Diseases / microbiology*
  • Seawater / microbiology*
  • Xylariales / drug effects
  • Xylariales / genetics
  • Xylariales / growth & development

Substances

  • Fungicides, Industrial
  • Lactones