Chemical diversity of azaphilones from the marine-derived fungus Talaromyces sp.HK1-18
GNPS-based mass spectrum-molecular networks is an effective strategy for rapidly identifying known natural products and discovering novel structures.The chemical diversity of azaphilones from the fermentation extracts of Talaromyces sp.HK1-18 was studied by molecular network technique.Three linear tricyclic azaphilones,sequoiamonacins A-C(2a,2b,1),were isolated by silica gel column chromatography and high performance liquid chromatography from the extracts of the fungal strain of HK1-18,and their structures were identified by nuclear magnetic resonance and high-resolution mass spectrometry.Guided by the mass spectra of sequoiamonacins A-C(2a,2b,1),the cluster of sequoiamonacinoid analogues was discovered from the full molecular networking of HK1-18.By analyzing the MS/MS fragments of each parent ion in this cluster,7 azaphilones(3-9)included 6 new ones(4-9)were predicted successfully.Then the MS/MS cracking regularity of this type of azaphilones was revealed.Compound 1 showed anti-inflammatory activity,which can inhibit the production of interleukin-1α(IL-1α)in lipopolysaccharide(LPS)-induced mouse macrophage RAW264.7,with an inhibitory rate of 29％at the concentration of 12.5 μg·mL-1.
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