Carteriosulfonic acids A-C, GSK-3beta inhibitors from a Carteriospongia sp.
Modulators of Wnt signaling have therapeutic potential in a number of human diseases. A fractionated library from marine invertebrates was screened in a luciferase assay designed to identify modulators of Wnt signaling. A fraction from a Carteriospongia sp. sponge activated Wnt signaling and was subsequently shown to inhibit GSK-3beta, which inhibits Wnt signaling through phosphorylation of beta-catenin. Three novel natural products, carteriosulfonic acids A (1), B (2), and C (3), were identified as active constituents. The carteriosulfonic acids contain unprecedented 4,6,7,9-tetrahydroxylated decanoic acid subunits. Their structures were elucidated through analysis of NMR data and a detailed analysis of pseudo MS(3) spectra.
McCulloch, MWB; Bugni, TS; Concepcion, GP; Coombs, GS; Harper, MK; Kaur, S; Mangalindan, GC; Mutizwa, MM; Veltri, CA; Virshup, DM; Ireland, CM
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