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• W2100081215 abstract "Abstract The purpose of this study was to examine the structure and activity relationships of glycyrrhetinic acid derivatives on the inhibition of hepatic and renal 11β-hydroxysteroid dehydrogenases (HSDs) in rats. Furthermore, we explored whether inflammatory effect of the derivatives is involved in the inhibition of 11β-HSD activity. 18β-Glycyrrhetinic acid (Ia) potently inhibited 11β-HSD activity of hepatic (IC50 (concentration giving 50% inhibition of cortisone production) = 0.09 μm) and renal (IC50 = 0.36 μm) homogenate. The inhibitory effect of 18β-glycyrrhetol (Id) modified at the 30-position of glycyrrhetinic acid was weaker than that of glycyrrhetinic acid itself. 18β-24-Hydroxyglycyrrhetinic acid (Ie), oxidized at the 24-position, remarkably reduced the inhibitory activity for both enzymes. 18β-11-Deoxoglycyrrhetinic acid (IIc) showed the same inhibitory effect as glycyrrhetinic acid on hepatic 11β-HSD activity, but less effect on renal 11β-HSD activity. Furthermore, the inhibitory activity of 18β-deoxoglycyrrhetol (IIa), modified at the 11- and 30-position, was markedly decreased. Dihemiphthalate derivatives (IIb, IIIb and IVb) of deoxoglycyrrhetol (IIa), 18β-olean-9(11), 12-diene-3β, 30-diol (IIIa) and olean-11, 13(18)-diene-3β, 30-diol (IVa), which are anti-inflammatory agents, also showed weak inhibition against both hepatic and renal 11β-HSDs. While glycyrrhetinic acid (200 mg kg−1, p.o.) significantly inhibited 11β-HSD activity in rat liver and kidney at 3 h after administration, compound IVb (100 mg kg−1, p.o.) had no effect on either enzyme activity. In addition, the circulating corticosterone level was slightly increased by glycyrrhetinic acid but not by compound IVb. These results suggest that the anti-inflammatory effects of compound IVb, derived from glycyrrhetinic acid, are not due to accumulation of steroids induced by the inhibition of 11β-HSD activity. Our data also showed that the 11-, 24- and 30-positions of glycyrrhetinic acid may play important roles in the differential inhibitory effects on 11β-HSD isozyme activity." @default.
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• W2100081215 date "2003-06-01" @default.
• W2100081215 modified "2023-09-23" @default.
• W2100081215 title "Effects of glycyrrhetinic acid derivatives on hepatic and renal 11β-hydroxysteroid dehydrogenase activities in rats" @default.
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• W2100081215 doi "https://doi.org/10.1211/002235703765951429" @default.
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