Searching for original natural products by molecular networking: detection, isolation and total synthesis of chloroaustralasines

Author:

Olivon F.12345ORCID,Apel C.12345ORCID,Retailleau P.12345ORCID,Allard P. M.678910ORCID,Wolfender J. L.678910ORCID,Touboul D.12345ORCID,Roussi F.12345ORCID,Litaudon M.12345ORCID,Desrat S.12345ORCID

Affiliation:

1. Institut de Chimie des Substances Naturelles

2. CNRS-ICSN

3. UPR 2301

4. Université Paris-Saclay

5. Gif-sur-Yvette

6. School of Pharmaceutical Sciences

7. University of Geneva

8. University of Lausanne

9. 1211 Geneva 11

10. Switzerland

Abstract

Four unprecedented chlorinated monoterpenyl quinolones have been isolated using a molecular networking based prioritisation strategy. The bio-inspired total synthesis of chloroaustralasine A involving a chloroperoxydase-mediated hydroxychlorination is described.

Funder

Agence Nationale de la Recherche

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

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