Podoscyphic acid, a new inhibitor of avian myeloblastosis virus and Moloney murine leukemia virus reverse transcriptase from a Podoscypha species

Z Naturforsch C J Biosci. 1991 May-Jun;46(5-6):442-50. doi: 10.1515/znc-1991-5-617.

Abstract

A novel enzyme inhibitor of RNA-directed DNA-polymerases of avian myeloblastosis and murine leukemia virus was isolated from fermentations of an tasmanian Podoscypha species. Its structure was elucidated by spectroscopic methods and oxidative degradation as (E)-4,5-dioxo-2-hexadecenoic acid (1). The enzyme inhibitor, which was named podoscyphic acid, did not inhibit DNA and RNA synthesis in permeabilized L 1210 cells nor did it affect RNA synthesis in isolated nuclei of L 1210 cells. 1 inhibits protein synthesis in whole L 1210 cells and rabbit reticulocyte lysate and shows very weak antimicrobial and cytotoxic properties. The testing of ethyl (E)-4,5-dioxo-2-hexadecenoate (2) and (E)-4-oxo-2-tetradecenoic acid (11) revealed the importance of the free gamma-oxoacrylic acid unit for the biological activities of 1.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Bacterial Agents / pharmacology*
  • Antiviral Agents / pharmacology*
  • Avian Myeloblastosis Virus / enzymology*
  • Bacteria / drug effects
  • Basidiomycota / growth & development
  • Cell Line
  • Cell Survival / drug effects
  • Fermentation
  • Fungi / drug effects
  • Humans
  • Kinetics
  • Leukemia L1210 / metabolism
  • Mice
  • Microbial Sensitivity Tests
  • Moloney murine leukemia virus / enzymology*
  • Mutagenicity Tests
  • Palmitic Acids / chemistry
  • Palmitic Acids / isolation & purification
  • Palmitic Acids / pharmacology*
  • Protein Biosynthesis / drug effects
  • Reverse Transcriptase Inhibitors*
  • Salmonella typhimurium / drug effects

Substances

  • Anti-Bacterial Agents
  • Antiviral Agents
  • Palmitic Acids
  • Reverse Transcriptase Inhibitors
  • podoscyphic acid