title: Integration of Molecular Networking and In-Silico MS/MS Fragmentation for Natural Products Dereplication.
abstract: Dereplication represents a key step for rapidly identifying known secondary metabolites in complex biological matrices. In this context, liquid-chromatography coupled to high resolution mass spectrometry (LC-HRMS) is increasingly used and, via untargeted data-dependent MS/MS experiments, massive amounts of detailed information on the chemical composition of crude extracts can be generated. An efficient exploitation of such data sets requires automated data treatment and access to dedicated fragmentation databases. Various novel bioinformatics approaches such as molecular networking (MN) and in-silico fragmentation tools have emerged recently and provide new perspective for early metabolite identification in natural products (NPs) research. Here we propose an innovative dereplication strategy based on the combination of MN with an extensive in-silico MS/MS fragmentation database of NPs. Using two case studies, we demonstrate that this combined approach offers a powerful tool to navigate through the chemistry of complex NPs extracts, dereplicate metabolites, and annotate analogues of database entries.
authors.affiliation: School of Pharmaceutical Sciences, EPGL, University of Geneva, University of Lausanne , Quai Ernest-Ansermet 30, CH-1211 Geneva 4, Switzerland.
authors.forename: Pierre-Marie
authors.initials: PM
authors.lastname: Allard
authors.affiliation: Institut de Chimie des Substances Naturelles CNRS UPR 2301, University Paris-Saclay , 1 Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
authors.forename: Tiphaine
authors.initials: T
authors.lastname: Péresse
authors.affiliation: Center for Natural Product Technologies, Department of Medicinal Chemistry and Pharmacognosy College of Pharmacy, University of Illinois at Chicago , 833 South Wood Street, Chicago, Illinois 60612, United States.
authors.forename: Jonathan
authors.initials: J
authors.lastname: Bisson
authors.affiliation: Mycology and Biotechnology group, Institute for Plant Production Sciences IPS, Agroscope , Route de Duillier 50, P.O. Box 1012, 1260 Nyon, Switzerland.
authors.forename: Katia
authors.initials: K
authors.lastname: Gindro
authors.affiliation: School of Pharmaceutical Sciences, EPGL, University of Geneva, University of Lausanne , Quai Ernest-Ansermet 30, CH-1211 Geneva 4, Switzerland.
authors.forename: Laurence
authors.initials: L
authors.lastname: Marcourt
authors.affiliation: Institute of Marine Biochemistry of the Vietnam Academy of Science and Technology (VAST) , 18 Hoang Quoc Viet road, Cau Giay Hanoi, Vietnam.
authors.forename: Van Cuong
authors.initials: VC
authors.lastname: Pham
authors.affiliation: Institut de Chimie des Substances Naturelles CNRS UPR 2301, University Paris-Saclay , 1 Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
authors.forename: Fanny
authors.initials: F
authors.lastname: Roussi
authors.affiliation: Institut de Chimie des Substances Naturelles CNRS UPR 2301, University Paris-Saclay , 1 Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
authors.forename: Marc
authors.initials: M
authors.lastname: Litaudon
authors.affiliation: School of Pharmaceutical Sciences, EPGL, University of Geneva, University of Lausanne , Quai Ernest-Ansermet 30, CH-1211 Geneva 4, Switzerland.
authors.forename: Jean-Luc
authors.initials: JL
authors.lastname: Wolfender
mesh_terms: D001688:Biological Products / Q000737:chemistry*; D002853:Chromatography, Liquid / Q000379:methods; D003198:Computer Simulation; D053719:Tandem Mass Spectrometry / Q000379:methods*
chemical_list: D001688:Biological Products