Periandradulcins A, B and C : phosophodiesterase inhibitors from Periandra dulcis Mart

IKEDA Y., SUGIURA Masanori, FUKAYA Chikara, YOKOYAMA Kazumasa, HASHIMOTO Yohei, KAWANISHI Kazuko, MORIYASU Midori

During the course of our screening of bioactive natural products, three new saponins named periandradulcins A (1), B (2) and C (3) were isolated as phosphodiesterase (PDE, EC 3.1.4.17) inhibitors from 80% MeOH extract of the roots of Periandra dulcis MART. (Leguminosae) by a combination of column chromatography and reversed- and normal-phase high-performance liquid chromatography (HPLC). On the basis of -1H, ^<13>C- and two-dimensional nuclear magnetic resonance (NMR) spectral data and chemical evidence, their chemical structures were characterized as 3-O-β-[α-L-rhamnopyranosyl(1→2)-β-D-xylopyranosyl(1→2)-β-D-glucuronopyranosyl]-30-hydroxyl-25-formylolean-18-ene-22β-O-syringate, 3-O-β-[α-L-rhamnopyranosyl(1→2)-β-D-xylopyranosyl(1→2)-β-D-glucuronopyranosyl]-22β-hydroxyl-25-formylolean-12-ene and 3-O-β-[α-L-rhamnopyranosyl(1→2)-β-D-glucopyranosyl(1→2)-β-D-glucuronopyranosyl]-22β-hydroxyl-25-formylolean-18-ene, respectively.The concentrations of periandradulcins A, B and C required to give 50% inhibition (IC_<50> values) of PDE from bovine heart, were 0.033,7.6 and 7.7 μM, respectively. Compound 1 was the most potent among the known PDE inhibitors; it inhibited PDE-I (IC_<50> : 0.0022 μM) twenty and forty times more effectively than PDE-II and -III, respectively.

Periandradulcins A, B and C : phosophodiesterase inhibitors from Periandra dulcis Mart

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