Structural Revision of an Indole Alkaloid Trichindole B through Synthesis of Three Isomeric Compounds
Abstract
Herein, we report the first total synthesis and structural revision of the recently isolated natural product trichindole B ( 1 ). Discrepancies observed between the spectral data of the synthetic and natural product prompted us to do a structural re-evaluation, which was subsequently confirmed through the synthesis of target compounds bearing C5- and C6-isopentenyl substituents on the indole moiety. Detailed spectroscopic analysis revealed that the C6-isopentenyl regioisomer is in complete agreement with the reported spectral data of the natural product. Furthermore, we showed that routinely used tools such as Chemdraw can be handy for predicting and distinguishing positional isomers, thereby facilitating structural elucidation.
Fields of Study & Subjects
Synthesis and bioactivity of alkaloids
Alkaloids: synthesis and pharmacology
Synthesis of Indole Derivatives
Publication details
- Journal / source
- Journal of Natural Products
- Volume
- 89
- Issue
- 2
- Pages
- 787–794
- Publication date
- 19 January 2026
- Language
- EN