Total Synthesis of 1'‐<i>epi</i>‐Septosones B and C and Discovery of Novel Compounds with Anti‐Cancer Activity
Comprehensive Summary Septosones B and C are a pair of polycyclic avarane‐type meroterpenoids which possess a distinctive spiro[4.5]decane backbone and exhibit promising biological activity. We report here the total synthesis of 1'‐ epi ‐septosones B and C through an unusual stereospecific 1,2‐alkyl migration of a 6/6‐fused dienone tertiary alcohol to a spiro[4.5]enedione scaffold. More importantly, two new compounds were found to exhibit potent anti‐cancer activity against Hep G2, MV‐4‐11, and MOLT‐4 cell lines with IC 50 values as low as 2.1 μM through bioactivity profiling of the synthetic advanced intermediates.
Authors
- Jingyi Kang
- Guanjun Dong (ORCID: https://orcid.org/0000-0001-6185-1771)
- Zhaoyong Lu (ORCID: https://orcid.org/0000-0002-9218-6337)
- Qunlong Zhang (ORCID: https://orcid.org/0000-0001-6397-5305)
- Jianwei Chen (ORCID: https://orcid.org/0009-0009-5213-8857)
- Tiancheng Tan
Institutions
- Sun Yat-sen University (CN)
- Shenzhen University (CN)
- Nankai University (CN)
Publication Details
- Journal
- Chinese Journal of Chemistry
- Published
- 2025-06-18
- DOI
- https://doi.org/10.1002/cjoc.70121
- Primary Topic
- Marine Sponges and Natural Products
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- China Postdoctoral Science Foundation
- Nankai University
- State Key Laboratory of Medicinal Chemical Biology
- Fundamental Research Funds for the Central Universities