Planta Medica International Open 2017; 4(S 01): S1-S202
DOI: 10.1055/s-0037-1608338
Lecture Session – Analytical Studies & Natural Products Chemistry II
Georg Thieme Verlag KG Stuttgart · New York

13C NMR-based Dereplication of Natural Products: A New Computer-Aided Method for Quick Metabolite Identification

A Bakiri
1   Institut de Chimie Moléculaire de Reims, Université de Reims Champagne-Ardenne, Reims, France
2   Givaudan, Active Beauty, Pomacle, France
,
J Hubert
1   Institut de Chimie Moléculaire de Reims, Université de Reims Champagne-Ardenne, Reims, France
,
R Reynaud
2   Givaudan, Active Beauty, Pomacle, France
,
C Lambert
2   Givaudan, Active Beauty, Pomacle, France
,
JH Renault
1   Institut de Chimie Moléculaire de Reims, Université de Reims Champagne-Ardenne, Reims, France
,
JM Nuzillard
1   Institut de Chimie Moléculaire de Reims, Université de Reims Champagne-Ardenne, Reims, France
› Author Affiliations
Further Information

Publication History

Publication Date:
24 October 2017 (online)

 

Recent advances in the development of dereplication strategies have brought new perspective to speed up natural product screening programs. Here is presented a 13C NMR-based dereplication method dedicated to the chemical profiling of natural metabolite mixtures. Starting from a single 13C NMR analysis and without need for fractionation, the method is based on an algorithm that compares the 13C NMR chemical shifts obtained from the single spectrum of a crude natural extract with a set of predicted NMR data stored in a natural metabolite database. The matching between experimental chemical shifts and predicted data is evaluated by a score function reflecting the probability for a metabolite to be present within the extract. As an example, this method was applied on a crude alkaloid extract obtained from the leaves of Peumus boldus, resulting in the identification of eight major alkaloids including isocorydine, rogersine, boldine, reticuline, coclaurine, laurotetanine, N-methylcoclaurine, and norisocorydine, as well as three monoterpenes including p-cymene, eucalyptol, and α-terpinene.

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Fig. 1