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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2025 Volume 35, Issue 6, Pages 732–735 (Mi mendc7336)

Communications

Stereochemical analysis of natural products: alkaloids from the root bark of Strychnos panganensis

D. A. Grigorieva, V. A. Semenova, L. Angenotb, G. Massiotc, L. B. Krivdina

a A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation
b Center of Interdisciplinary Research on Medicines, Faculty of Medicine, University of Liège, 4000 Liège, Belgium
c Institut de Chimie Moléculaire de Reims, UMR CNRS 7312, Université Reims-Champagne-Ardenne, UFR Sciences, 51100 Reims, France

Abstract: The possibilities of reliable determination of spatial structures of natural products based on correlation of high-level calculated and experimental 1H and 13C NMR chemical shifts are considered using the example of four main representatives of the panganensine series, Strychnos-Strychnos type bisindole alkaloids. For isomeric panganensines X and Y, the reassignment of a number of individual NMR signals together with the spectral assignment of experimentally unresolved peaks is suggested, which allows the establishment of the absolute configuration for C-19, the only out-of-ring asymmetric carbon atom.

Keywords: indoles, alkaloids, panganensine, stereochemistry, computational NMR, DFT, 1H and 13C NMR spectra.

Received: 15.05.2025
Accepted: 27.06.2025

Language: English

DOI: 10.71267/mencom.7827



© Steklov Math. Inst. of RAS, 2025