Metabolomic Profiling Reveals the N-Acyl-Taurine Geodiataurine in Extracts from the Marine Sponge Geodia macandrewii (Bowerbank).
A metabolomic approach was used to identify known and new natural products from the marine sponges Geodia baretti and G. macandrewii. G. baretti is known to produce bioactive natural products such as barettin (1), 8,9-dihydrobarettin (2), and bromobenzisoxazolone barettin (3), while secondary metabolites from G. macandrewii are not reported in the literature. Specimens of the two sponges were collected from different sites along the coast of Norway, and their extracts were analyzed using UHPLC-HR-MS. Metabolomic analyses revealed that extracts from both species contained barettin (1) and 8,9-dihydrobarettin (2), and all samples of G. baretti contained higher amounts of both compounds compared to G. macandrewii. The analysis of the MS data also revealed that samples of G. macandrewii contained a compound that was not present in any of the G. baretti samples. This new compound was isolated and identified as the N-acyl-taurine geodiataurine (4), and it was tested for antioxidant, anticancer, and antibacterial properties.
MabCent-SFI, ‡Department of Chemistry, and §Marbio, UiT The Arctic University of Norway , N-9037 Tromsø, Norway.
Elisabeth K
EK
Olsen
MabCent-SFI, ‡Department of Chemistry, and §Marbio, UiT The Arctic University of Norway , N-9037 Tromsø, Norway.
Kine L
KL
Søderholm
MabCent-SFI, ‡Department of Chemistry, and §Marbio, UiT The Arctic University of Norway , N-9037 Tromsø, Norway.
Johan
J
Isaksson
MabCent-SFI, ‡Department of Chemistry, and §Marbio, UiT The Arctic University of Norway , N-9037 Tromsø, Norway.
Jeanette H
JH
Andersen
MabCent-SFI, ‡Department of Chemistry, and §Marbio, UiT The Arctic University of Norway , N-9037 Tromsø, Norway.
Espen
E
Hansen
D000818:Animals; D001688:Biological Products / Q000302:isolation & purification; D047231:Geodia / Q000737:chemistry*; D008386:Marine Biology; D055432:Metabolomics; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009664:Norway; D019906:Nuclear Magnetic Resonance, Biomolecular; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D013654:Taurine / Q000032:analysis* / Q000494:pharmacology
C484473:8,9-dihydrobarettin; D001688:Biological Products; D010456:Peptides, Cyclic; C484472:barettin; C528780:bromobenzisoxazolone barettin; D013654:Taurine