Skip to Main content Skip to Navigation
Theses

Structural elucidation of secondary metabolites from Hypoxylon fragiforme, using high resolution mass spectrometry and gas-phase ion-molecule reactions

Abstract : Fungi produce a wide variety of biologically active compounds/metabolites that could be used for medicinal and pharmaceutical purposes. Mitorubrines, members of the family of azaphilones, constitute a particularly interesting set of structurally diverse secondary metabolites, exhibiting a wide range of biological activities (e.g.antimicrobial, antibacterial, antimalarial). This work describes the development of several mass spectrometry-based approaches to solve the natural structural diversity and complexity of azaphilones extracted from Hypoxylon fragiforme fungus. The first part of this manuscript is dedicated to the development and validation of an analytical methodology involving liquid chromatography coupled to high resolution mass spectrometry for the efficient and accurate detection of trace-level azaphilones in complex fungal extracts. Further collision-induced dissociation and hydrogen/deuterium exchange experiments were performed to fully elucidate and characterize the azaphilones and their nitrogenized analogues from Hypoxylon fragiforme. The second part is devoted to the application of these different analytical strategies to the in-depth characterization of a novel family of secondary metabolites derived from azaphilones, the mitorubramines. Lastly, these different secondary metabolites were further purified to confirm their chemical structures by NMR spectroscopy
Complete list of metadata

Cited literature [213 references]  Display  Hide  Download

https://tel.archives-ouvertes.fr/tel-00836214
Contributor : Theses Bupmc <>
Submitted on : Thursday, June 20, 2013 - 4:00:17 PM
Last modification on : Wednesday, December 9, 2020 - 3:10:38 PM
Long-term archiving on: : Saturday, September 21, 2013 - 4:10:54 AM

Identifiers

  • HAL Id : tel-00836214, version 1

Citation

Ljubica Svilar. Structural elucidation of secondary metabolites from Hypoxylon fragiforme, using high resolution mass spectrometry and gas-phase ion-molecule reactions. Biomolecules [q-bio.BM]. Université Pierre et Marie Curie - Paris VI, 2012. English. ⟨NNT : 2012PAO66468⟩. ⟨tel-00836214⟩

Share

Metrics

Record views

469

Files downloads

2304