• Medientyp: E-Artikel
  • Titel: Bioactive Naphtho-α-Pyranones from Two Endophytic Fungi of the Genus Polyphilus
  • Beteiligte: Wennrich, Jan-Peer; Sepanian, Ellen; Ebada, Sherif S.; Llanos-Lopez, Natalia A.; Ashrafi, Samad; Maier, Wolfgang; Kurtán, Tibor; Stadler, Marc
  • Erschienen: MDPI AG, 2023
  • Erschienen in: Antibiotics, 12 (2023) 8, Seite 1273
  • Sprache: Englisch
  • DOI: 10.3390/antibiotics12081273
  • ISSN: 2079-6382
  • Entstehung:
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  • Beschreibung: In the course of our survey to study the metabolic potential of two species of a new helotialean genus Polyphilus, namely P. frankenii and P. sieberi, their crude extracts were obtained using different cultivation techniques, which led to the isolation and characterization of two new naphtho-α-pyranone derivatives recognized as a monomer (1) and its 6,6′-homodimer (2) together with two known diketopiperazine congeners, outovirin B (3) and (3S,6S)-3,6-dibenzylpiperazine-2,5-dione (4). The structures of isolated compounds were determined based on extensive 1D and 2D NMR and HRESIMS. The absolute configuration of new naphtho-α-pyranones was determined using a comparison of their experimental ECD spectra with those of related structural analogues. 6,6′-binaphtho-α-pyranone talaroderxine C (2) exhibited potent cytotoxic activity against different mammalian cell lines with IC50 values in the low micromolar to nanomolar range. In addition, talaroderxine C unveiled stronger antimicrobial activity against Bacillus subtilis rather than Staphylococcus aureus with MIC values of 0.52 µg mL−1 (0.83 µM) compared to 66.6 µg mL−1 (105.70 µM), respectively.
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