Podoscyphic acid, a new inhibitor of avian myeloblastosis virus and Moloney murine leukemia virus reverse transcriptase from a Podoscypha species.
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.
Erkel
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G
LB-Biotechnologie der Universität, Kaiserslautern, Bundesrepublik Deutschland.
Anke
T
T
Velten
R
R
Steglich
W
W
D000818:Animals; D000900:Anti-Bacterial Agents / Q000494:pharmacology*; D000998:Antiviral Agents / Q000494:pharmacology*; D009189:Avian Myeloblastosis Virus / Q000201:enzymology*; D001419:Bacteria / Q000187:drug effects; D001487:Basidiomycota / Q000254:growth & development; D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D005285:Fermentation; D005658:Fungi / Q000187:drug effects; D006801:Humans; D007700:Kinetics; D007939:Leukemia L1210 / Q000378:metabolism; D051379:Mice; D008826:Microbial Sensitivity Tests; D008979:Moloney murine leukemia virus / Q000201:enzymology*; D009152:Mutagenicity Tests; D010169:Palmitic Acids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D014176:Protein Biosynthesis / Q000187:drug effects; D018894:Reverse Transcriptase Inhibitors; D012486:Salmonella typhimurium / Q000187:drug effects
D000900:Anti-Bacterial Agents; D000998:Antiviral Agents; D010169:Palmitic Acids; D018894:Reverse Transcriptase Inhibitors; C071189:podoscyphic acid