Peganutonin A: Computationally Informed Synthesis of Its Revised Structure
The structure of the recently isolated natural product peganutonin A was shown to be incorrect by analysis of the reported spectroscopic data, and therefore, the structure was reassigned utilizing computational methods. Subsequently, the computationally proposed reassignment was confirmed by total synthesis, which was achieved in seven steps from 6-methoxyindole. It is assumed that peganutonin A is not a natural product but an artifact arising from photooxidation of the alkaloid harmaline.
Authors
- Andrei G. Kutateladze (ORCID: https://orcid.org/0000-0003-3066-517X)
- Mikhail Elyashberg (ORCID: https://orcid.org/0000-0001-9736-2427)
- Craig M. Williams (ORCID: https://orcid.org/0000-0002-3834-7398)
- Saranya Nallusamy
- D. Srinivasa Reddy (ORCID: https://orcid.org/0000-0003-3270-315X)
- Rahul Choudhury (ORCID: https://orcid.org/0000-0001-5920-2596)
- Roderick W. Bates (ORCID: https://orcid.org/0000-0002-8115-4970)
- B. Srinivas
- Prathmesh R. Supekar
Institutions
- University of Denver (US)
- The University of Queensland (AU)
- Nanyang Technological University (SG)
- National Chemical Laboratory (IN)
- Indian Institute of Chemical Technology (IN)
- Council of Scientific and Industrial Research (IN)
- Academy of Scientific and Innovative Research (IN)
Publication Details
- Journal
- Journal of Natural Products
- Published
- 2025-04-25
- DOI
- https://doi.org/10.1021/acs.jnatprod.5c00322
- Citations
- 9
- Primary Topic
- Alkaloids: synthesis and pharmacology
- Type
- article
- Field-Weighted Citation Impact
- 14.02
Funders
- Council of Scientific and Industrial Research, India
- Nanyang Technological University
- University Grants Commission
- University of Queensland
- Science and Engineering Research Board
- Division of Chemistry