Exploration by molecular networking of Strychnos alkaloids reveals the unexpected occurrence of strychnine in seven Strychnos species.

Chemoinformatics Loganiaceae Metabolomics Molecular networking Strychnine Strychnos

Journal

Toxicon : official journal of the International Society on Toxinology
ISSN: 1879-3150
Titre abrégé: Toxicon
Pays: England
ID NLM: 1307333

Informations de publication

Date de publication:
Aug 2022
Historique:
received: 22 03 2022
revised: 01 06 2022
accepted: 02 06 2022
pubmed: 12 6 2022
medline: 7 7 2022
entrez: 11 6 2022
Statut: ppublish

Résumé

Plants of the Strychnos genus, which include about 200 species, are used for multiple traditional purposes as hunting poison, for example, and have shown interesting pharmacological properties, especially curarizing and tetanizing, but also against malaria. Many monoterpene indole alkaloids have already been isolated and identified. Among them, there is strychnine, a famous alkaloid that can cause death by asphyxiation. Investigate alkaloidic molecular diversity from Strychnos genus using molecular networking technique and study the Strychnos genus from a chemotaxonomic point of view. Twenty-eight different species and different plant parts were ground into powder using a grinder. The methanolic extracts were carried out using a pressurized solvent extraction and the alkaloid extract was performed manually with a separating funnel. The extracts were analyzed by HPLC-ESI(+)-Q/TOF. The data were processed using MZmine 2 software and the molecular network was generated on the GNPS platform. The study of the generated molecular network allowed the detection of various alkaloids. Among these is the famous strychnine which has been detected in 7 new Strychnos species not yet described as strychnine producers. This identification was investigated using orthogonal approaches, namely TLC, NMR, HPLC-UV and UHPLC-ESI(+)-Q/TOF analyses. The LOD by HPLC-UV of strychnine was also determined. Further analyses allowed to confirm the presence of strychnine in S. densiflora trunk barks but also to show the presence of strychnine with high probability in the trunk barks of S. camptoneura, S. congolana, S. boonei, and S. tchibangensis, and in the leaves of S. usambarensis. About the trunk barks of S. tricalyisoides, the probability of a strychnine content remains low. This work exemplified the efficiency of molecular networking in identifying known metabolites (major and minor alkaloids) involved in the chemotaxonomic study of plants from Strychnos genus.

Identifiants

pubmed: 35690276
pii: S0041-0101(22)00179-9
doi: 10.1016/j.toxicon.2022.06.002
pii:
doi:

Substances chimiques

Alkaloids 0
Indole Alkaloids 0
Strychnine H9Y79VD43J

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

57-68

Informations de copyright

Copyright © 2022 Elsevier Ltd. All rights reserved.

Auteurs

Olivier Bonnet (O)

Laboratory of Pharmacognosy, Center of Interdisciplinary Research on Medicines (CIRM), University of Liège, B36, 4000, Liège, Belgium. Electronic address: Olivier.Bonnet@uliege.be.

Mehdi A Beniddir (MA)

Équipe "Chimie des Substances Naturelles" BioCIS, CNRS, Université Paris-Saclay, 5 Rue J.-B. Clément, 92290, Châtenay-Malabry, France.

Pierre Champy (P)

Équipe "Chimie des Substances Naturelles" BioCIS, CNRS, Université Paris-Saclay, 5 Rue J.-B. Clément, 92290, Châtenay-Malabry, France.

Védaste Kagisha (V)

Laboratory of Pharmacognosy, Center of Interdisciplinary Research on Medicines (CIRM), University of Liège, B36, 4000, Liège, Belgium; School of Medicine and Pharmacy, College of Medicine and Health Sciences, University of Rwanda, Kigali, P.O. Box 3286, Rwanda.

Alain Nyirimigabo (A)

Laboratory of Pharmacognosy, Center of Interdisciplinary Research on Medicines (CIRM), University of Liège, B36, 4000, Liège, Belgium; School of Medicine and Pharmacy, College of Medicine and Health Sciences, University of Rwanda, Kigali, P.O. Box 3286, Rwanda.

Carla Hamann (C)

Laboratory of Pharmacognosy, Center of Interdisciplinary Research on Medicines (CIRM), University of Liège, B36, 4000, Liège, Belgium.

Giorgi Jgerenaia (G)

Laboratory of Pharmacognosy, Center of Interdisciplinary Research on Medicines (CIRM), University of Liège, B36, 4000, Liège, Belgium; Department of Pharmaceutical Technology, Faculty of Pharmacy, Tbilisi State Medical University, 33, Vazha Pshavela Ave., Tbilisi, 0177, Georgia.

Allison Ledoux (A)

Laboratory of Pharmacognosy, Center of Interdisciplinary Research on Medicines (CIRM), University of Liège, B36, 4000, Liège, Belgium.

Alembert Tiabou Tchinda (AT)

Laboratory of Pharmacognosy, Center of Interdisciplinary Research on Medicines (CIRM), University of Liège, B36, 4000, Liège, Belgium; Institute of Medical Research and Medicinal Plants Studies (IMPM), PO Box 13033, Yaoundé, Cameroon.

Luc Angenot (L)

Laboratory of Pharmacognosy, Center of Interdisciplinary Research on Medicines (CIRM), University of Liège, B36, 4000, Liège, Belgium.

Michel Frédérich (M)

Laboratory of Pharmacognosy, Center of Interdisciplinary Research on Medicines (CIRM), University of Liège, B36, 4000, Liège, Belgium.

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Classifications MeSH