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Carteriosulfonic acids A-C, GSK-3beta inhibitors from a Carteriospongia sp.

Publication ,  Journal Article
McCulloch, MWB; Bugni, TS; Concepcion, GP; Coombs, GS; Harper, MK; Kaur, S; Mangalindan, GC; Mutizwa, MM; Veltri, CA; Virshup, DM; Ireland, CM
Published in: J Nat Prod
September 2009

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.

Duke Scholars

Published In

J Nat Prod

DOI

EISSN

1520-6025

Publication Date

September 2009

Volume

72

Issue

9

Start / End Page

1651 / 1656

Location

United States

Related Subject Headings

  • Wnt Proteins
  • Sulfonic Acids
  • Porifera
  • Oceans and Seas
  • Nuclear Magnetic Resonance, Biomolecular
  • Molecular Structure
  • Medicinal & Biomolecular Chemistry
  • Marine Biology
  • Humans
  • Glycogen Synthase Kinase 3 beta
 

Citation

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McCulloch, M. W. B., Bugni, T. S., Concepcion, G. P., Coombs, G. S., Harper, M. K., Kaur, S., … Ireland, C. M. (2009). Carteriosulfonic acids A-C, GSK-3beta inhibitors from a Carteriospongia sp. J Nat Prod, 72(9), 1651–1656. https://doi.org/10.1021/np900336f
McCulloch, Malcolm W. B., Tim S. Bugni, Gisela P. Concepcion, Gary S. Coombs, Mary Kay Harper, Simran Kaur, Gina C. Mangalindan, et al. “Carteriosulfonic acids A-C, GSK-3beta inhibitors from a Carteriospongia sp.J Nat Prod 72, no. 9 (September 2009): 1651–56. https://doi.org/10.1021/np900336f.
McCulloch MWB, Bugni TS, Concepcion GP, Coombs GS, Harper MK, Kaur S, et al. Carteriosulfonic acids A-C, GSK-3beta inhibitors from a Carteriospongia sp. J Nat Prod. 2009 Sep;72(9):1651–6.
McCulloch, Malcolm W. B., et al. “Carteriosulfonic acids A-C, GSK-3beta inhibitors from a Carteriospongia sp.J Nat Prod, vol. 72, no. 9, Sept. 2009, pp. 1651–56. Pubmed, doi:10.1021/np900336f.
McCulloch MWB, Bugni TS, Concepcion GP, Coombs GS, Harper MK, Kaur S, Mangalindan GC, Mutizwa MM, Veltri CA, Virshup DM, Ireland CM. Carteriosulfonic acids A-C, GSK-3beta inhibitors from a Carteriospongia sp. J Nat Prod. 2009 Sep;72(9):1651–1656.
Journal cover image

Published In

J Nat Prod

DOI

EISSN

1520-6025

Publication Date

September 2009

Volume

72

Issue

9

Start / End Page

1651 / 1656

Location

United States

Related Subject Headings

  • Wnt Proteins
  • Sulfonic Acids
  • Porifera
  • Oceans and Seas
  • Nuclear Magnetic Resonance, Biomolecular
  • Molecular Structure
  • Medicinal & Biomolecular Chemistry
  • Marine Biology
  • Humans
  • Glycogen Synthase Kinase 3 beta