1. 13C NMR Dereplication Using MixONat Software: A Practical Guide to Decipher Natural Products Mixtures
- Author
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Pascal Richomme, Félix Tomi, Séverine Derbré, Dimitri Bréard, Antoine Bruguière, Jean-Marc Nuzillard, Substances d'Origine Naturelle et Analogues Structuraux (SONAS), Université d'Angers (UA), Chimie et Biomasse, UMR-CNRS 6134, Université Pascal Paoli (UPP)-Sciences pour l'environnement (SPE), Centre National de la Recherche Scientifique (CNRS)-Université Pascal Paoli (UPP)-Centre National de la Recherche Scientifique (CNRS), Institut de Chimie Moléculaire de Reims - UMR 7312 (ICMR), SFR Condorcet, Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Centre National de la Recherche Scientifique (CNRS)-SFR CAP Santé (Champagne-Ardenne Picardie Santé), and Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Université de Picardie Jules Verne (UPJV)-Université de Reims Champagne-Ardenne (URCA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
- Subjects
Computer science ,Herbal extracts ,Pharmaceutical Science ,01 natural sciences ,Analytical Chemistry ,Metabolomics ,Time frame ,Software ,[CHIM.ANAL]Chemical Sciences/Analytical chemistry ,Drug Discovery ,Humans ,Carbon-13 Magnetic Resonance Spectroscopy ,Pharmacology ,Biological Products ,Carbon Isotopes ,010405 organic chemistry ,business.industry ,010401 analytical chemistry ,Organic Chemistry ,Carbon-13 NMR ,3. Good health ,0104 chemical sciences ,Identification (information) ,Complementary and alternative medicine ,Molecular Medicine ,DECIPHER ,Biochemical engineering ,business ,[CHIM.CHEM]Chemical Sciences/Cheminformatics - Abstract
The growing use of herbal medicines worldwide requires ensuring their quality, safety, and efficiency to consumers and patients. Quality controls of vegetal extracts are usually undertaken according to pharmacopeial monographs. Analyses may range from simple chemical experiments to more sophisticated but more accurate methods. Nowadays, metabolomic analyses allow a fast characterization of complex mixtures. In the field, besides mass spectrometry (MS), nuclear magnetic resonance spectroscopy (NMR) has gained importance in the direct identification of natural products in complex herbal extracts. For a decade, automated dereplication processes based on 13C-NMR have been emerging to efficiently identify known major compounds in mixtures. Though less sensitive than MS, 13C-NMR has the advantage of being appropriate to discriminate stereoisomers. Since NMR spectrometers nowadays provide useful datasets in a reasonable time frame, we have recently made available MixONat, a software that processes 13C as well as distortionless enhancement by polarization transfer (DEPT)-135 and -90 data, allowing carbon multiplicity (i.e., CH3, CH2, CH, and C) filtering as a critical step. MixONat requires experimental or predicted chemical shifts (δ C) databases and displays interactive results that can be refined based on the userʼs phytochemical knowledge. The present article provides step-by-step instructions to use MixONat starting from database creation with freely available and/or marketed δ C datasets. Then, for training purposes, the reader is led through a 30 – 60 min procedure consisting of the 13C-NMR based dereplication of a peppermint essential oil.
- Published
- 2021
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