DEMETHYLASTERRIQUINONE B1

Demethylasterriquinone B1 (DMAQ B1) is a natural insulin mimic that activates insulin receptor tyrosine kinase (IRTK; EC₅₀ = 6 μM). It less potently activates IGF1R and EGFR (EC₅₀s = 100 μM for both). DMAQ B1 induces glucose uptake in adipocytes and skeletal muscle cells without activating proliferation. DMAQ B1 binds GAPDH in vitro.

Demethylasterriquinone B1 is a nonpeptidyl fungal metabolite that acted as an insulin mimetic in several biochemistry and cellular assays.

Selective insulin receptor (IR) activator/mimetic (EC 50 values are 3-6 μ M for IRTK and 100 μ M for IGF1R and EGFR). Increases IR β subunit tyrosine phosphorylation and downstream activation of PI 3-kinase and Akt, but not ERK. Induces glucose uptake in adipocytes and skeletal muscle in vitro , without enhancing vascular proliferation. Binds GAPDH.

Desiccate at -20°C

[1] G. SALITURO B Z F Pelaez. Discovery of a small molecule insulin receptor activator.[J]. Recent progress in hormone research, 2001, 25 1: 107-126. DOI: 10.1210/rp.56.1.107
[2] HENRY J TSAI  Shan Y C. A novel hydroxyfuroic acid compound as an insulin receptor activator. Structure and activity relationship of a prenylindole moiety to insulin receptor activation.[J]. Journal of Biomedical Science, 2009: 68. DOI: 10.1186/1423-0127-16-68
[3] MICHAEL A. WEBER MDA. A novel insulin mimetic without a proliferative effect on vascular smooth muscle cells[J]. Journal of Vascular Surgery, 2000, 32 6: Pages 1118-1126. DOI: 10.1067/mva.2000.111280
[4] NICHOLAS J. G. WEBSTER PROF.  Michael C P Prof  Kaapjoo Park. Signaling Effects of Demethylasterriquinone B1, a Selective Insulin Receptor Modulator[J]. ChemBioChem, 2003, 4 5: 379-385. DOI: 10.1002/cbic.200200468
[5] HYUNSOO KIM. Glyceraldehyde 3-Phosphate Dehydrogenase Is a Cellular Target of the Insulin Mimic Demethylasterriquinone B1[J]. Journal of Medicinal Chemistry, 2007, 50 15: 3423-3426. DOI: 10.1021/jm070437i