Sorbicatechols A and B, antiviral sorbicillinoids from the marine-derived fungus Penicillium chrysogenum PJX-17

J Nat Prod. 2014 Feb 28;77(2):424-8. doi: 10.1021/np400977e. Epub 2014 Feb 4.

Abstract

Two novel sorbicillinoids combining a bicyclo[2.2.2]octane with a 2-methoxyphenol moiety, named sorbicatechols A (1) and B (2), were isolated from the culture of the marine sediment-derived fungus Penicillium chrysogenum PJX-17, together with the known protocatechuic acid methyl ester and caffeic acid methyl ester (3). Their structures, including absolute configurations, were assigned by analysis of NMR, MS data, and TDDFT ECD calculations. Compounds 1 and 2 exhibited activities against influenza virus A (H1N1), with IC50 values of 85 and 113 μ M, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / chemistry
  • Antiviral Agents / isolation & purification
  • Influenza A Virus, H1N1 Subtype / drug effects
  • Inhibitory Concentration 50
  • Marine Biology
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Oceans and Seas
  • Penicillium chrysogenum / chemistry*
  • Polyketides / chemistry
  • Polyketides / isolation & purification*
  • Polyketides / pharmacology*

Substances

  • Antiviral Agents
  • Polyketides
  • sorbicatechol A
  • sorbicatechol B