Journalartikel

5’-Methoxyarmillane, a Bioactive Sesquiterpenoid Aryl Ester from the Fungus Armillaria ostoyae


AutorenlisteOrban, Axel; Eichberg, Johanna; Marner, Michael; Breuer, Sandra; Patras, Maria; Mettal, Ute; Schäberle, Till; Rühl, Martin

Jahr der Veröffentlichung2024

ZeitschriftChemBioChem

Bandnummer25

Heftnummer21

Open Access StatusHybrid

DOI Linkhttps://doi.org/10.1002/cbic.202400168

VerlagWiley


Abstract

Abstract Higher fungi of the genus Armillaria belonging to the phylum Basidiomycota produce bioactive sesquiterpenoid aryl esters called melleolides. A bioactivity-guided discovery process led to the identification of the new melleolide 5’‑methoxyarmillane (1) in organic extracts from the mycelium of Armillaria ostoyae. Remarkably, supplementation of rapeseed oil to the culture medium potato dextrose broth increased the production of 1 by a factor of six during the course of the 35 days fermentation. Compound 1 was isolated and its structure elucidated by UHPLC-QTOF-HR-MS/MS and NMR spectroscopy. It showed toxicity against Madin-Darby canine kidney II (MDCK II, IC50 19.2 mg/mL, 44.1 mM) and human lung cancer Calu-3 cells (IC50 15.2 mg/mL, 34.9 mM) as well as moderate bioactivity against Mycobacterium tuberculosis (MIC 8 mg/mL, 18.4 mM) and Mycobacterium smegmatis (MIC 16 mg/mL, 36.8 mM), but not against Staphylococcus aureus, Escherichia coli, Candida albicans, and Septoria tritici. No inhibitory effects of 1 against the influenza viruses H3N2, H1N1pdm, B/Malaysia, and B/Massachusetts were observed.




Zitierstile

Harvard-ZitierstilOrban, A., Eichberg, J., Marner, M., Breuer, S., Patras, M., Mettal, U., et al. (2024) 5’-Methoxyarmillane, a Bioactive Sesquiterpenoid Aryl Ester from the Fungus Armillaria ostoyae, ChemBioChem, 25(21), Article e202400168. https://doi.org/10.1002/cbic.202400168

APA-ZitierstilOrban, A., Eichberg, J., Marner, M., Breuer, S., Patras, M., Mettal, U., Schäberle, T., & Rühl, M. (2024). 5’-Methoxyarmillane, a Bioactive Sesquiterpenoid Aryl Ester from the Fungus Armillaria ostoyae. ChemBioChem. 25(21), Article e202400168. https://doi.org/10.1002/cbic.202400168


Zuletzt aktualisiert 2025-10-06 um 12:11