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Article

Caution: Chemical Instability of Natural Biomolecules During Routine Analysis

1
UMR CNRS 6134 SPE, Laboratoire Chimie des Produits Naturels (CPN), Campus Grimaldi, Université de Corse, BP 52, 20250 Corte, France
2
Molecular Biology and Nanotechnology Laboratory ([email protected]), DEA, University of Trieste, 34127 Trieste, Italy
3
Aix Marseille Univ, CNRS, Ecole Centrale de Marseille, Institut des Sciences Moléculaires de Marseille UMR7313, 13397 Marseille, France
4
Department of General Biophysics, Faculty of Biology and Environmental Protection, University of Lodz, 90-236 Lodz, Poland
5
Aix Marseille Univ, CNRS, Institut de Chimie Radicalaire UMR7273, 13397 Marseille, France
*
Author to whom correspondence should be addressed.
Senior co-author.
Molecules 2020, 25(14), 3292; https://doi.org/10.3390/molecules25143292
Received: 15 June 2020 / Revised: 2 July 2020 / Accepted: 17 July 2020 / Published: 20 July 2020
Natural products (NPs) constitute a significant source of active biomolecules widely used in medicine, pharmacology and cosmetics. However, NPs structural characterization has the drawback of their chemical instability during the extraction steps and their likely transformation during the analytical protocol. In particular, tamariscol and conocephalenol are two compounds largely used in the cosmetic industry for their odorant properties. Thus, in the present study, we focused on the evolution of these two metabolites (extracted from Frullania tamarisci and Conocephalum conicum, respectively), as followed by NMR. Interestingly, we found that, once dissolved in deuterated chloroform, these two tertiary alcohols are both subjected to transformation processes, leading to degradation compounds with altered structures. Accordingly, these detected degradation compounds have been fully characterized by NMR and the experimental findings were supported by computational chemistry data. View Full-Text
Keywords: active molecules; bryophytes; tamariscol; conocephalenol; artifacts; NMR; computational chemistry active molecules; bryophytes; tamariscol; conocephalenol; artifacts; NMR; computational chemistry
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MDPI and ACS Style

Pannequin, A.; Laurini, E.; Giordano, L.; Muselli, A.; Pricl, S.; Tintaru, A. Caution: Chemical Instability of Natural Biomolecules During Routine Analysis. Molecules 2020, 25, 3292. https://doi.org/10.3390/molecules25143292

AMA Style

Pannequin A, Laurini E, Giordano L, Muselli A, Pricl S, Tintaru A. Caution: Chemical Instability of Natural Biomolecules During Routine Analysis. Molecules. 2020; 25(14):3292. https://doi.org/10.3390/molecules25143292

Chicago/Turabian Style

Pannequin, Anaïs, Erik Laurini, Laurent Giordano, Alain Muselli, Sabrina Pricl, and Aura Tintaru. 2020. "Caution: Chemical Instability of Natural Biomolecules During Routine Analysis" Molecules 25, no. 14: 3292. https://doi.org/10.3390/molecules25143292

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