ABSTRACT
Two new compounds, 5-methyl-2-(2-methylbutanoyl)phloroglucinol 1-O-(6-O-ß-D-apiofuranosyl)-ß-D-glucopyranoside (1) and trans-2,3-dihydrokaempferol 3-O-(4-O-sulfo)-α-L-arabinopyranoside (2), together with 14 known flavonoids, trans-dihydrokaempferol 3-O-α-L-arabinopyranoside (3), trans-taxifolin 3-O-α-L-arabinofuranoside (4), quercetin 3-O-α-L-rhamnopyranoside (5), quercetin 3'-O-α-L-arabinofuranoside (6), catechin 3-O-α-L-rhamnopyranoside (7), trans-taxifolin 3-O-α-L-arabinopyranoside (8), cis-dihydrokaempferol 3-O-α-L-arabinopyranoside (9), catechin (10), myricetin 3-O-α-L-rhamnopyranoside (11), quercetin 3-O-α-L-arabinopyranoside (12), quercetin 3-O-α-L-arabinofuranoside (13), quercetin 3-O-(3â³-galloyl)-α-L-rhamnopyranoside (14), quercetin 3-O-(2â³-galloyl)-α-L-rhamnopyranoside (15), and epicatechin 3-O-gallate (16), were isolated from the leaves of Ruprechtia polystachya Griseb. (Polygonaceae). Their structures were established on the basis of extensive 1D- and 2D-NMR experiments as well as MS analyses. All compounds, except 1, showed inhibition of the enzyme glucose-6-phosphatase in intact microsomes.
Subject(s)
Enzyme Inhibitors/isolation & purification , Flavonoids/isolation & purification , Glucose-6-Phosphatase/antagonists & inhibitors , Phenols/isolation & purification , Polygonaceae/chemistry , Animals , Dose-Response Relationship, Drug , Enzyme Inhibitors/pharmacology , Flavonoids/pharmacology , In Vitro Techniques , Magnetic Resonance Spectroscopy , Microsomes, Liver/drug effects , Microsomes, Liver/enzymology , Molecular Structure , Phenols/pharmacology , Plant Leaves/chemistry , RatsABSTRACT
A new iridoid glycoside, adenosmoside, together with five known phenylpropanoids, crenatoside, verbascoside, cistanoside F, campneoside I, and campneoside II and two known flavonoids, apigenin 7-O-beta-D-glucuronopyranoside and apigenin 7-O-beta-D-glucopyranoside, were isolated from the aerial parts of Adenosma caeruleum R. Br. Their structures were elucidated by spectral evidence.
