Azaphilone pigments and macrodiolides from the coprophilous fungus Coniella fragariae

  • Fitoterapia. 2019 Sep:137:104249. doi: 10.1016/j.fitote.2019.104249.
Haiqian Yu  1 ,  Julia Sperlich  2 ,  Simon-Patrick Höfert  3 ,  Christoph Janiak  3 ,  Nicole Teusch  4 ,  Fabian Stuhldreier  5 ,  Sebastian Wesselborg  5 ,  Chenyin Wang  6 ,  Matthias U Kassack  6 ,  Haofu Dai  7 ,  Zhen Liu  8 ,  Peter Proksch  1
Affiliations
  • 1. Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf, Universitätsstrasse 1, 40225 Düsseldorf, Germany.
  • 2. Bio-Pharmaceutical Chemistry and Molecular Pharmacology, Faculty of Applied Natural Sciences, Technische Hochschule Köln, Chempark, 51368 Leverkusen, Germany.
  • 3. Institute of Inorganic and Structural Chemistry, Heinrich-Heine-Universität Düsseldorf, Universitätsstrasse 1, 40225 Düsseldorf, Germany.
  • 4. Bio-Pharmaceutical Chemistry and Molecular Pharmacology, Faculty of Applied Natural Sciences, Technische Hochschule Köln, Chempark, 51368 Leverkusen, Germany; Department of Biomedical Sciences, Faculty of Human Sciences, University of Osnabrueck, Barbarastrasse 22, 49076 Osnabrück, Germany.
  • 5. Institute for Molecular Medicine I, Medical Faculty, Heinrich-Heine-Universität Düsseldorf, Universitätsstrasse 1, 40225 Düsseldorf, Germany.
  • 6. Institute of Pharmaceutical and Medicinal Chemistry, Heinrich-Heine-Universität Düsseldorf, Universitätsstrasse 1, 40225 Düsseldorf, Germany.
  • 7. Key Laboratory of Biology and Genetic Resources of Tropical Crops, Ministry of Agriculture, Institute of Tropical Bioscience and Biotechnology, Chinese Academy of Tropical Agricultural Sciences, Haikou 571101, China.
  • 8. Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf, Universitätsstrasse 1, 40225 Düsseldorf, Germany. Electronic address: [email protected].
PMID: 31247219 DOI: 10.1016/j.fitote.2019.104249
Abstract

Two azaphilone Pigments (1 and 2), two dihydrobenzofurans (3 and 4), two macrodiolides (5 and 6), and a dimeric alkyl aromatic constituent (7) were isolated from the goose dung-derived fungus Coniella fragariae. Compounds 1-3 proved to be new natural products. Coniellins H and I (1 and 2) feature a tetracyclic core and an aldehyde group at C-5, which is unusual for azaphilone derivatives. The X-ray structure of pyrenophorin (5) is reported for the first time. Pyrenophorin (5) showed strong cytotoxicity against several Cancer cell lines with IC50 values ranging from 0.07 to 7.8 μM.

Keywords
Azaphilones; Coniella fragariae; Cytotoxicity; Pyrenophorin.
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