Chemical composition of anti-microbially active fractions derived from extract of filamentous fungus Keratinophyton Lemmensii including three novel bioactive compounds

Roman Labuda; Thomas Rosenau; Hannes Gratzl; Maria Doppler; Sonja Hager; Doris Marko; Christoph Wiesner; Monika Očková; Nicole Ollinger; Martin Wagner; Christoph Schüller; Joseph Strauss

doi:10.1038/s41598-024-75510-1

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Title (eng)

Chemical composition of anti-microbially active fractions derived from extract of filamentous fungus Keratinophyton Lemmensii including three novel bioactive compounds

Author

Roman Labuda

Thomas Rosenau

Hannes Gratzl

Maria Doppler

Sonja Hager

Doris Marko

Christoph Wiesner

Monika Očková

Nicole Ollinger

Martin Wagner

Christoph Schüller

Joseph Strauss

Abstract (eng)

Screening for new bioactive microbial metabolites, we found a novel okaramine derivative, for which we propose the trivial name lemmokaramine, as well as two already known okaramine congeners - okaramine H and okaramine J - responsible for antimicrobial activity of the recently described microscopic filamentous fungus, Keratinophyton lemmensii BiMM-F76 (= CCF 6359). In addition, two novel substances, a new cyclohexyl denominated lemmensihexol and a new tetrahydroxypyrane denominated lemmensipyrane, were purified and characterized. The compounds were isolated from the culture extract of the fungus grown on modified yeast extract sucrose medium by means of flash chromatography followed by preparative HPLC. The chemical structures were elucidated by NMR and LC-MS. The new okaramine (lemmokaramine) exerted antimicrobial activity against Gram-positive and Gram-negative bacteria, yeasts and fungi and anticancer activity against different mammalian cell lines (Caco-2, HCT116, HT29, SW480, MCM G1, and MCM DLN). Furthermore, we found a significant antioxidant effect of lemmokaramine following H2O2 treatment indicated by activation of the Nrf2 pathway. This is the first report describing analysis and structural elucidation of bioactive metabolites for the onygenalean genus Keratinophyton.

Keywords (eng)

HumansCell LineTumorAnti-Infective Agents ChemistryAnti-Infective Agents PharmacologyAntineoplastic Agents ChemistryAntineoplastic Agents Isolation PurificationAntineoplastic Agents PharmacologyAntioxidants ChemistryAntioxidants Pharmacology

Type (eng)

journal article

Language

[eng]

Persistent identifier

https://phaidra.vetmeduni.ac.at/o:3746

DOI

10.1038/s41598-024-75510-1

Is in series

Title (eng)

Scientific Reports

Volume