Sargassopenillines A-G, 6,6-spiroketals from the alga-derived fungi Penicillium thomii and Penicillium lividum

Mar Drugs. 2014 Dec 9;12(12):5930-43. doi: 10.3390/md12125930.

Abstract

Seven new 6,6-spiroketals, sargassopenillines A-G (1-7) were isolated from the alga-derived fungi Penicillium thomii KMM 4645 and Penicillium lividum KMM 4663. The structures of these metabolites were determined by HR-MS and 1D and 2D NMR. The absolute configurations of compounds 1, 5 and 6 were assigned by the modified Mosher's method and by CD data. Sargassopenilline C (3) inhibited the transcriptional activity of the oncogenic nuclear factor AP-1 with an IC50 value of 15 µM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Fungi / chemistry*
  • Furans / chemistry*
  • Furans / pharmacology*
  • Magnetic Resonance Spectroscopy / methods
  • Mice
  • Penicillium / chemistry*
  • Phaeophyceae / microbiology*
  • Spiro Compounds / chemistry*
  • Spiro Compounds / pharmacology*
  • Transcription Factor AP-1 / metabolism

Substances

  • Furans
  • Spiro Compounds
  • Transcription Factor AP-1
  • spiroketal