Biological and Pharmaceutical Bulletin
Online ISSN : 1347-5215
Print ISSN : 0918-6158
ISSN-L : 0918-6158
Anti-diabetic Properties of Chrysophanol and Its Glucoside from Rhubarb Rhizome
Myung Sun LeeCheon Bae Sohn
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2008 Volume 31 Issue 11 Pages 2154-2157


An ethanol extract of rhubarb rhizome exhibited marked glucose transport activity in differentiated L6 rat myotubes. Activity-guided fractionation resulted in the isolation of two anthraquinones, chrysophanol-8-O-β-D-glucopyranoside (1) and chrysophanol (2). The anti-diabetic effect was examined by glucose transport activity, glucose transporter 4 (Glut4) expression in myotubes, and the level of insulin receptor (IR) tyrosine phosphorylation as influenced by tyrosine phosphatase 1B, each of which is a major target of diabetes treatment. Chrysophanol-8-O-β-D-glucopyranoside up to 25 μM dose-dependently activated glucose transport in insulin-stimulated myotubes. Increased tyrosine phosphorylation of IR due to tyrosine phosphatase 1B inhibitory activity with an IC50 value of 18.34±0.29 μM and unchanged Glut4 mRNA levels was observed following chrysophanol-8-O-β-D-glucopyranoside treatment. Chrysophanol up to 100 μM exerted mild glucose transport activity and elevated the tyrosine phosphorylation of IR via tyrosine phosphatase 1B inhibition (IC50=79.86±0.12 μM); Glut4 mRNA expression was also significantly increased by 100 μM. The ED50 values of the two compounds were 59.38±0.66 and 79.69±0.03 μM, respectively. Therefore, these two anthraquinones from rhubarb rhizome, chrysophanol-8-O-β-D-glucopyranoside and chrysophanol, have mild cytotoxicity and anti-diabetic properties and could play metabolic roles in the insulin-stimulated glucose transport pathway.

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© 2008 The Pharmaceutical Society of Japan
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