Phytotoxic Metabolites Isolated from Neufusicoccum batangarum, the Causal Agent of the Scabby Canker of Cactus Pear (Opuntia ficus-indica L.)

Toxins (Basel). 2020 Feb 18;12(2):126. doi: 10.3390/toxins12020126.

Abstract

Six phytotoxins were obtained from the culture filtrates of the ascomycete Neofusicoccum batangarum, the causal agent of the scabby canker of cactus pear (Opuntia ficus-indica L.) in minor Sicily islands. The phytotoxins were identified as (-)-(R)-mellein (1); (±)-botryoisocoumarin A (2); (-)-(3R,4R)- and (-)-(3R,4S)-4-hydroxymellein (3 and 4); (-)-terpestacin (5); and (+)-3,4-dihydro-4,5,8-trihydroxy-3-methylisocoumarin, which we named (+)-neoisocoumarin (6). This identification was done by comparing their spectral and optical data with those already reported in literature. The absolute configuration (3R,4S) to (+)-neoisocoumarin (6) was determined using the advanced Mosher method. All six metabolites were shown to have phytotoxicity on the host (cactus pear) and non-host (tomato) plants, and the most active compounds were (±)-botryoisocoumarin A (2), (-)-terpestacin (5), and (+)-neoisocoumarin (6).

Keywords: Neofusicoccum batangarum; cactus pear; phytotoxins; scabby cankers.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Ascomycota / metabolism*
  • Ascomycota / pathogenicity
  • Fruit / microbiology*
  • Molecular Structure
  • Mycotoxins / chemistry
  • Mycotoxins / isolation & purification*
  • Nuclear Magnetic Resonance, Biomolecular
  • Opuntia / microbiology*
  • Plant Diseases / microbiology*

Substances

  • Mycotoxins

Supplementary concepts

  • Neofusicoccum batangarum