Discovery of a lagriamide polyketide by integrated genome mining, isotopic labeling, and untargeted metabolomics.

Microorganisms from the order Burkholderiales have been the source of a number of important classes of natural products in recent years. For example, study of the beetle-associated symbiont led to the discovery of the antifungal polyketide lagriamide; an important molecule from the perspectives of both biotechnology and chemical ecology. As part of a wider project to sequence Burkholderiales genomes from our in-house Burkholderiales library we identified a strain containing a biosynthetic gene cluster (BGC) similar to the original lagriamide BGC.

Tolypocaibols: Antibacterial Lipopeptaibols from a sp. Endophyte of the Marine Macroalga .

Two new lipopeptaibols, tolypocaibols A () and B (), and the mixed NRPS-polyketide-shikimate natural product maximiscin [(/)-)] were isolated from a sp. fungal endophyte of the marine alga . Analysis of NMR and mass spectrometry data revealed the amino acid sequences of the lipopeptaibols, which both comprise 11 residues with a valinol C-terminus and a decanoyl acyl chain at the N-terminus.

Caryophyllene Sesquiterpenes from a Endophyte of the Canadian Medicinal Plant .

Punctaporonins T () and U (), new caryophyllene sesquiterpenes, were isolated with three known punctaporonins, A (), B (), and C (), from the endophytic fungus (TC2-041). The structures and relative configurations of punctaporonins T and U were elucidated based on a combination of HRESIMS, 1D/2D NMR spectroscopic analysis, and X-ray diffraction analysis, while their absolute configuration is presumed to be consistent with the co-isolated - on biogenetic arguments. Compound showed weak inhibitory activity against both and .

Annotation of natural product compound families using molecular networking topology and structural similarity fingerprinting.

Spectral matching of MS fragmentation spectra has become a popular method for characterizing natural products libraries but identification remains challenging due to differences in MS fragmentation properties between instruments and the low coverage of current spectral reference libraries. To address this bottleneck we present Structural similarity Network Annotation Platform for Mass Spectrometry (SNAP-MS) which matches chemical similarity grouping in the Natural Products Atlas to grouping of mass spectrometry features from molecular networking. This approach assigns compound families to molecular networking subnetworks without the need for experimental or calculated reference spectra.