Polyketide Origin of the Indole Ring during the Biosynthesis of Indole Alkaloid Coprisidins
Coprisidins, a new class of indole alkaloids, feature a 1,4-naphthoquinone moiety attached to C-3 of 2-oxindole. Heterologous expression of a type II polyketide synthase-containing gene cluster resulted in the generation of three coprisidins. Gene disruption and isotope feeding studies suggested that the 2-oxindole moieties of coprisidins originate from a tetracyclic aromatic polyketide through oxidative rearrangements. This represents a novel biosynthetic route for the synthesis of indole rings in nature.
Authors
- Dong‐Chan Oh (ORCID: https://orcid.org/0000-0001-6405-5535)
- Shuangjun Lin (ORCID: https://orcid.org/0000-0001-9406-9233)
- Tingting Huang (ORCID: https://orcid.org/0000-0002-9747-7969)
- Xiaozheng Wang (ORCID: https://orcid.org/0000-0001-7841-3073)
- Zhixiang Liu (ORCID: https://orcid.org/0000-0002-1135-1215)
- Zixin Deng (ORCID: https://orcid.org/0000-0003-0724-3390)
- Mengdi Yuan (ORCID: https://orcid.org/0009-0009-7061-7763)
Institutions
- Seoul National University (KR)
- Shanghai Jiao Tong University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2024-10-14
- DOI
- https://doi.org/10.1021/acs.orglett.4c03296
- Citations
- 2
- Primary Topic
- Plant and fungal interactions
- Type
- article
- Field-Weighted Citation Impact
- 2.06
Funders
- National Natural Science Foundation of China
- Program of Shanghai Subject Chief Scientist