Scabrosteroids A–D, Four Pyrrolidinone–Ergosterol Heterodimers from <i>Penicillium scabrosum</i> FXI744
Scabrosteroids A-D (<b>1</b>-<b>4</b>), four novel steroidal heterodimers, were isolated from <i>Penicillium scabrosum</i> FXI744. These compounds represent the first naturally occurring pyrrolidinone-ergosterol hybrids, linked by a C-3/C-3' bond between pyrrolidinone and ergosterol moieties. Their structural elucidation, including the determination of absolute configurations, was accomplished using HRESIMS, NMR, X-ray crystallography, and ECD calculation. A plausible biosynthetic pathway for these metabolites was proposed. Biological evaluation revealed that compounds <b>1</b>-<b>4</b> inhibited NO production with IC<sub>50</sub> values ranging from 9.5 to 14.4 μM, and compounds <b>1</b> and <b>4</b> also showed moderate <i>in</i> <i>vitro</i> immunosuppressive effects.
Authors
- Chunlun Qin
- Wanpeng Li (ORCID: https://orcid.org/0009-0009-9807-8802)
- Ting Zhou (ORCID: https://orcid.org/0000-0002-8475-5798)
- Hanli Ruan (ORCID: https://orcid.org/0000-0003-0882-1009)
- Zheng Li (ORCID: https://orcid.org/0000-0001-5921-9240)
- Jia-Yun Hu
- Yin-Hui Zhou
Institutions
- Huazhong University of Science and Technology (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-06-09
- DOI
- https://doi.org/10.1021/acs.orglett.5c01729
- Citations
- 5
- Primary Topic
- Steroid Chemistry and Biochemistry
- Type
- article
- Field-Weighted Citation Impact
- 4.03
Funders
- National Natural Science Foundation of China