Spororrminone A and 2- epi-spororrminone A, two new chromones from an endolichenic fungus Sporormiella irregularis

Nat Prod Res. 2020 Nov;34(21):3117-3124. doi: 10.1080/14786419.2019.1610758. Epub 2019 Jun 26.

Abstract

Two new chromones, spororrminone A (1, (S)-5-hydroxy-2-methyl-4-oxo-2-((S)-5-oxotetrahydrofuran-2-yl)chroman-7-carboxylic acid) and 2-epi-spororrminone A (2, (R)-5-hydroxy-2-methyl-4-oxo-2-((S)-5-oxotetrahydrofuran-2-yl)chroman-7-carboxylic acid), were isolated from an EtOAc extract of an endolichenic fungal strain Sporormiella irregularis (No. 71-11-4-1). The structures of these compounds were identified by spectroscopic analyses. The absolute configuration of 1 was established by single-crystal X-ray diffraction. Spororrminone A (1) and 2-epi-spororrminone A (2) represent the first examples of 2-(5-oxotetrahydrofuran-2-yl) chromones with 7-carboxylic group.

Keywords: 2-(5-oxotetrahydrofuran-2-yl) chromones; 2-epi-spororrminone A; Chromones; Sporormiella irregularis; endolichenic fungus; spororrminone A.

MeSH terms

  • Ascomycota / chemistry*
  • Chromones / chemistry*
  • Chromones / isolation & purification
  • Crystallography, X-Ray
  • Magnetic Resonance Spectroscopy
  • Molecular Structure

Substances

  • Chromones

Supplementary concepts

  • Sporormiella irregularis