Sorbicillalanines A and B, Two [6,5,6] Hybrid-Sorbicillinoid Alkaloids from Deep-Sea-Derived <i>Penicillium</i> sp. Co-Cultured with Sponge-Derived <i>Setosphaeria</i> sp.
Sorbicillalanines A (<b>1</b>) and B (<b>2</b>), two unusual hybrid-sorbicillinoid alkaloids, were isolated from <i>Penicillium</i> sp. co-cultured with <i>Setosphaeria</i> sp. Their structures containing absolute configurations were determined by detailed spectroscopic analysis and ECD and NMR calculations. Structurally, <b>1</b> and <b>2</b> are the first sorbicillinoids characterized by an unprecedented [6,5,6]-fused ring skeleton with a piperidin-2-one ring. A plausible biosynthetic pathway for <b>1</b> and <b>2</b> was put forward. <b>1</b> displayed significant anti-inflammatory activity in LPS-induced RAW 264.7 macrophages.
Authors
- Bin Yang (ORCID: https://orcid.org/0000-0003-4748-2484)
- Xinpeng Tian (ORCID: https://orcid.org/0000-0001-5871-0062)
- Xuefeng Zhou (ORCID: https://orcid.org/0000-0001-9601-4869)
- Junfeng Wang (ORCID: https://orcid.org/0000-0001-8914-5174)
- Peng Guo (ORCID: https://orcid.org/0000-0002-0765-1936)
- Yonghong Liu (ORCID: https://orcid.org/0000-0001-8327-3108)
- Xiaoyan Pang (ORCID: https://orcid.org/0009-0001-1972-0265)
- Xue Ren (ORCID: https://orcid.org/0000-0002-0066-7003)
- Weihao Chen (ORCID: https://orcid.org/0000-0003-2993-0183)
Institutions
- Chinese Academy of Sciences (CN)
- Institute of Oceanology (CN)
- South China Sea Institute Of Oceanology (CN)
- Capital Institute of Pediatrics (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-05-30
- DOI
- https://doi.org/10.1021/acs.orglett.5c01609
- Citations
- 6
- Primary Topic
- Phytochemical Studies and Bioactivities
- Type
- article
- Field-Weighted Citation Impact
- 4.84
Funders
- National Natural Science Foundation of China
- Guangzhou Municipal Science and Technology Project
- National Key Research and Development Program of China
- Special Project for Research and Development in Key areas of Guangdong Province