Hydroxylated anthraquinones produced by Geosmithia species
Language English Country United States Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
- MeSH
- Anthraquinones chemistry metabolism pharmacology MeSH
- Anti-Bacterial Agents chemistry metabolism pharmacology MeSH
- Anti-Inflammatory Agents, Non-Steroidal chemistry metabolism pharmacology MeSH
- Bacillus subtilis drug effects MeSH
- Pigments, Biological chemistry metabolism pharmacology MeSH
- Biotechnology methods MeSH
- Cell Cycle drug effects MeSH
- Ficus parasitology MeSH
- HeLa Cells MeSH
- Hydroxylation MeSH
- Hypocreales growth & development metabolism MeSH
- Cyclooxygenase Inhibitors chemistry metabolism pharmacology MeSH
- Humans MeSH
- Weevils microbiology physiology MeSH
- Spores, Fungal growth & development metabolism MeSH
- Staphylococcus aureus drug effects MeSH
- Animals MeSH
- Check Tag
- Humans MeSH
- Animals MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- 1-acetyl-2,4,5,7-tetrahydroxyanthraquinone MeSH Browser
- 1-acetyl-2,4,5,7,8-pentahydroxyanthraquinone MeSH Browser
- 1,3,6,8-tetrahydroxyanthraquinone MeSH Browser
- Anthraquinones MeSH
- Anti-Bacterial Agents MeSH
- Anti-Inflammatory Agents, Non-Steroidal MeSH
- Pigments, Biological MeSH
- Cyclooxygenase Inhibitors MeSH
Geosmithia fungi are little known symbionts of bark beetles. Secondary metabolites of lilac colored species G. lavendula and other nine Geosmithia species were investigated in order to elucidate their possible role in the interactions of the fungi with environment. Hydroxylated anthraquinones (yellow, orange, and red pigments), were found to be the most abundant compounds produced into the medium during the submerged cultivation. Three main compounds were identified as 1,3,6,8-tetrahydroxyanthraquinone (1), rhodolamprometrin (1-acetyl-2,4,5,7-tetrahydroxyanthraquinone; 2), and 1-acetyl-2,4,5,7,8-pentahydroxyanthraquinone (3). Compounds 2 and 3 (representing the majority of produced metabolites) inhibited the growth of G+-bacteria Staphylococcus aureus and Bacillus subtilis with minimum inhibitory concentration of 64-512 microg/mL. Anti-inflammatory activity detected as inhibition of cyclooxygenase-2 was found only for compound 3 at 1 and 10 microg/mL. Compound 2 interfered with the morphology, compound 3 with cell-cycle dynamics of adherent mammalian cell lines.
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