Aplospojaveedins A–C, unusual sulfur-containing alkaloids produced by the endophytic fungus Aplosporella javeedii using OSMAC strategy
Three sulfur-containing alkaloids aplospojaveedins A-C (1-3) with a hitherto undescribed carbon skeleton comprising octahy-dronaphthalene, <i>α</i>, <i>β</i>-unsaturated lactam and glycine-cysteine moieties were isolated from <i>Aplosporella javeedii</i>. Their structures were elucidated by 1D and 2D NMR spectroscopy, HR-MS, X-ray diffraction analysis, DFT-NMR and TDDFT-ECD calculations. A plausible biosynthetic pathway and putative targets are described. The blind docking suggested that 1-3 may have functional effects on several putative targets such as the GPCR cannabinoid receptor 2 or the integrin <i>α</i>5<i>β</i>1 complex.
Authors
- Rudolf Hartmann (ORCID: https://orcid.org/0000-0001-7807-6273)
- Tibor Kurtán (ORCID: https://orcid.org/0000-0002-8831-8499)
- Lasse van Geelen (ORCID: https://orcid.org/0000-0003-3879-4136)
- Marian Frank (ORCID: https://orcid.org/0000-0003-3190-9076)
- Dennis Woschko
- Nicole Teusch (ORCID: https://orcid.org/0000-0002-9030-1493)
- Rainer Kalscheuer (ORCID: https://orcid.org/0000-0002-3378-2067)
- Christoph G. W. Gertzen (ORCID: https://orcid.org/0000-0002-9562-7708)
- Holger Gohlke (ORCID: https://orcid.org/0000-0001-8613-1447)
- Zhen Liu (ORCID: https://orcid.org/0000-0002-1119-0693)
- Ying Gao (ORCID: https://orcid.org/0000-0003-0696-7880)
- Jesko Kaiser (ORCID: https://orcid.org/0000-0002-6429-0911)
- Attila Mándi (ORCID: https://orcid.org/0000-0002-7867-7084)
- Christoph Janiak (ORCID: https://orcid.org/0000-0002-6288-9605)
- Katja Schiedlauske
- Bin‐Gui Wang (ORCID: https://orcid.org/0000-0003-0116-6195)
- Peter Proksch
Institutions
- University of Debrecen (HU)
- Forschungszentrum Jülich (DE)
- Hunan Normal University (CN)
- Chinese Academy of Sciences (CN)
- Institute of Oceanology (CN)
- Heinrich Heine University Düsseldorf (DE)
Publication Details
- Journal
- Frontiers in Microbiology
- Published
- 2024-09-27
- DOI
- https://doi.org/10.3389/fmicb.2024.1458622
- Citations
- 3
- Primary Topic
- Microbial Natural Products and Biosynthesis
- Type
- article
- Field-Weighted Citation Impact
- 1.34
Funders
- Deutsche Forschungsgemeinschaft
- National Natural Science Foundation of China
- Hunan Normal University
- Heinrich-Heine-Universität Düsseldorf
- Natural Science Foundation of Hunan Province
- Nemzeti Kutatási Fejlesztési és Innovációs Hivatal