phaidra.vetmeduni.ac.at o:3746 DOI 10.1038/s41598-024-75510-1 Chemical composition of anti-microbially active fractions derived from extract of filamentous fungus Keratinophyton Lemmensii including three novel bioactive compounds 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. eng Humans Cell Line Tumor Anti-Infective Agents Chemistry Anti-Infective Agents Pharmacology Antineoplastic Agents Chemistry Antineoplastic Agents Isolation Purification Antineoplastic Agents Pharmacology Antioxidants Chemistry Antioxidants Pharmacology 2024-12-11T14:00:29.207Z LOMv1.0 Author BEGIN:VCARD VERSION:3.0 N:Labuda;Roman; FN:Roman Labuda X-ORCID:https://orcid.org/0000-0003-0761-178X END:VCARD BEGIN:VCARD VERSION:3.0 N:Rosenau;Thomas; FN:Thomas Rosenau END:VCARD BEGIN:VCARD VERSION:3.0 N:Gratzl;Hannes; FN:Hannes Gratzl END:VCARD BEGIN:VCARD VERSION:3.0 N:Doppler;Maria; FN:Maria Doppler END:VCARD BEGIN:VCARD VERSION:3.0 N:Hager;Sonja; FN:Sonja Hager END:VCARD BEGIN:VCARD VERSION:3.0 N:Marko;Doris; FN:Doris Marko END:VCARD BEGIN:VCARD VERSION:3.0 N:Wiesner;Christoph; FN:Christoph Wiesner END:VCARD BEGIN:VCARD VERSION:3.0 N:Očková;Monika; FN:Monika Očková END:VCARD BEGIN:VCARD VERSION:3.0 N:Ollinger;Nicole; FN:Nicole Ollinger END:VCARD BEGIN:VCARD VERSION:3.0 N:Wagner;Martin; FN:Martin Wagner X-ORCID:https://orcid.org/0000-0001-8032-9858 END:VCARD BEGIN:VCARD VERSION:3.0 N:Schüller;Christoph; FN:Christoph Schüller END:VCARD BEGIN:VCARD VERSION:3.0 N:Strauss;Joseph; FN:Joseph Strauss END:VCARD https://w3id.org/kim/hcrt/scheme https://w3id.org/kim/hcrt/text Textdokument Text LOMv1.0 yes https://creativecommons.org/licenses/by/4.0 application/pdf 2375127 https://phaidra.vetmeduni.ac.at/o:3746 https://phaidra.vetmeduni.ac.at/api/object/o:3746/thumbnail LOMv1.0 discipline