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

Dmitry A Grigoriev 1
Dmitry A Grigoriev
, 
Valentin Alexandrovich Semenov 1
Valentin Alexandrovich Semenov
, 
Luc Angenot 2
Luc Angenot
, 
Georges Massiot 3
Georges Massiot
, 
1 A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 664033 Irkutsk, Russian Federation
2 Center of Interdisciplinary Research on Medicines, Faculty of Medicine, University of Liège, 4000 Liège, Belgium
3 Institut de Chimie Moléculaire de Reims, UMR CNRS 7312, Université Reims-Champagne-Ardenne, UFR Sciences, 51100 Reims, France
10.71267/mencom.7827
Published 2025-10-21
Communication , Volume 35, Issue 6, 732-735
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Grigoriev D. A. et al. Stereochemical analysis of natural products: alkaloids from the root bark of Strychnos panganensis // Mendeleev Communications. 2025. Vol. 35. No. 6. pp. 732-735.
GOST all authors (up to 50) Copy
Grigoriev D. A., Semenov V. A., Angenot L., Massiot G., Krivdin L. B. Stereochemical analysis of natural products: alkaloids from the root bark of Strychnos panganensis // Mendeleev Communications. 2025. Vol. 35. No. 6. pp. 732-735.
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TY - JOUR
DO - 10.71267/mencom.7827
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7827
TI - Stereochemical analysis of natural products: alkaloids from the root bark of Strychnos panganensis
T2 - Mendeleev Communications
AU - Grigoriev, Dmitry A
AU - Semenov, Valentin Alexandrovich
AU - Angenot, Luc
AU - Massiot, Georges
AU - Krivdin, Leonid Borisovich
PY - 2025
DA - 2025/10/21
PB - Mendeleev Communications
SP - 732-735
IS - 6
VL - 35
ER -
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@article{2025_Grigoriev,
author = {Dmitry A Grigoriev and Valentin Alexandrovich Semenov and Luc Angenot and Georges Massiot and Leonid Borisovich Krivdin},
title = {Stereochemical analysis of natural products: alkaloids from the root bark of Strychnos panganensis},
journal = {Mendeleev Communications},
year = {2025},
volume = {35},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7827},
number = {6},
pages = {732--735},
doi = {10.71267/mencom.7827}
}
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Grigoriev, Dmitry A., et al. “Stereochemical analysis of natural products: alkaloids from the root bark of Strychnos panganensis.” Mendeleev Communications, vol. 35, no. 6, Oct. 2025, pp. 732-735. https://mendcomm.colab.ws/publications/10.71267/mencom.7827.

Keywords

1H and 13C NMR spectra
alkaloids
computational NMR
DFT
indoles
panganensine
stereochemistry

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.