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Metabolites. 2014 May 30;4(2):421-32. doi: 10.3390/metabo4020421.

Metabolome consistency: additional parazoanthines from the mediterranean zoanthid parazoanthus axinellae.

Author information

1
Actifs, Direction Recherche & Technologie, Chanel Parfums Beauté, 8 rue du cheval blanc, 93500 Pantin, France. coralie.audoin@chanel-corp.com.
2
Actifs, Direction Recherche & Technologie, Chanel Parfums Beauté, 8 rue du cheval blanc, 93500 Pantin, France. vincent.cocandeau@chanel-corp.com.
3
Nice Institute of Chemistry UMR 7272 CNRS-PCRE, University of Nice-Sophia Antipolis, Parc Valrose, 06108 Nice, France. olivier.thomas@unice.fr.
4
CTEL (Centre Transdisciplinaire d'Epistémologie de la Littérature et des Arts Vivants), EA 1758, Université Nice-Sophia Antipolis, 06103 Nice, France. bruschinihadrien@gmail.com.
5
Actifs, Direction Recherche & Technologie, Chanel Parfums Beauté, 8 rue du cheval blanc, 93500 Pantin, France. serge.holderith@chanel-corp.com.
6
Laboratoire de Pharmacognosie, UMR CNRS 8638 COMETE, Université Paris Descartes Sorbonne Paris Cité, 4 Avenue de l'Observatoire 75006 Paris, France. gregory.genta-jouve@parisdescartes.fr.

Abstract

Ultra-high pressure liquid chromatography coupled to high resolution mass spectrometry (UHPLC-MS/MS) analysis of the organic extract obtained from the Mediterranean zoanthid Parazoanthus axinellae yielded to the identification of five new parazoanthines F-J. The structures were fully determined by comparison of fragmentation patterns with those of previously isolated parazoathines and MS/MS spectra simulation of in silico predicted compounds according to the metabolome consistency. The absolute configuration of the new compounds has been assigned using on-line electronic circular dichroism (UHPLC-ECD). We thus demonstrated the potential of highly sensitive hyphenated techniques to characterize the structures of a whole family of natural products within the metabolome of a marine species. Minor compounds can be characterized using these techniques thus avoiding long isolation processes that may alter the structure of the natural products. These results are also of interest to identify putative bioactive compounds present at low concentration in a complex mixture.

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