9-Hydroxycanthin-6-one, a β-carboline alkaloid from eurycoma longifolia, is the first wnt signal inhibitor through activation of glycogen synthase kinase 3β without depending on casein kinase 1α

Kensuke Ohishi, Kazufumi Toume, Midori A. Arai, Takashi Koyano, Thaworn Kowithayakorn, Takamasa Mizoguchi, Motoyuki Itoh, Masami Ishibashi

Research output: Contribution to journalArticlepeer-review

33 Citations (Scopus)

Abstract

Wnt signaling regulates various processes such as cell proliferation, differentiation, and embryo development. However, numerous diseases have been attributed to the aberrant transduction of Wnt signaling. We screened a plant extract library targeting TCF/β-catenin transcriptional modulating activity with a cell-based luciferase assay. Activity-guided fractionation of the MeOH extract of the E. longifolia root led to the isolation of 9-hydroxycanthin-6-one (1). Compound 1 exhibited TCF/β-catenin inhibitory activity. Compound 1 decreased the expression of Wnt signal target genes, mitf and zic2a, in zebrafish embryos. Treatment of SW480 cells with 1 decreased β-catenin and increased phosphorylated β-catenin (Ser 33, 37, Tyr 41) protein levels. The degradation of β-catenin by 1 was suppressed by GSK3β-siRNA, while compound 1 decreased β-catenin even in the presence of CK1α-siRNA. These results suggest that 1 inhibits Wnt signaling through the activation of GSK3β independent of CK1α.

Original languageEnglish
Pages (from-to)1139-1146
Number of pages8
JournalJournal of Natural Products
Volume78
Issue number5
DOIs
Publication statusPublished - 2015 May 22
Externally publishedYes

ASJC Scopus subject areas

  • Analytical Chemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Complementary and alternative medicine
  • Organic Chemistry

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