Sorbicillasins A⁻B and Scirpyrone K from a Deep-Sea-Derived Fungus, Phialocephala sp. FL30r

Mar Drugs. 2018 Jul 23;16(7):245. doi: 10.3390/md16070245.

Abstract

Two new nitrogen-containing sorbicillinoids named sorbicillasins A and B (1 and 2) and a new 3,4,6-trisubstituted α-pyrone derivative, scirpyrone K (3), together with two known biosynthetically related polyketides (45), were isolated from the deep-sea-derived fungus Phialocephala sp. FL30r by using the OSMAC (one strain-many compounds) method. The structures of 13, including absolute configurations, were deduced based on MS, NMR, and time-dependent density functional theory (TD-DFT) calculations of specific ECD (electronic circular dichroism) spectra. Compounds 1 and 2 possessed a novel hexahydropyrimido[2,1-a] isoindole moiety, and compound 3 exhibited weak radical scavenging activity against DPPH (2,2-diphenyl-1-picrylhydrazyl) with an IC50 value of 27.9 μM.

Keywords: Phialocephala sp.; deep-sea derived fungus; nitrogen-containing sorbicillinoids; radical scavenging activity.

MeSH terms

  • Aquatic Organisms / chemistry*
  • Circular Dichroism / methods
  • Fungi / chemistry*
  • Magnetic Resonance Spectroscopy / methods
  • Polyketides / chemistry*

Substances

  • Polyketides