Fagomine isomers and glycosides from Xanthocercis zambesiaca.
50% aqueous MeOH extracts from the leaves and roots of Xanthocercis zambesiaca (Leguminosae) were subjected to various ion-exchange column chromatographic steps to give fagomine (1), 3-epi-fagomine (2), 3,4-di-epi-fagomine (3), 3-O-beta-D-glucopyranosylfagomine (4), and 4-O-beta-D-glucopyranosylfagomine (5). Their structures were determined by spectroscopic analyses, particularly by extensive 1D and 2D NMR studies. Compounds 3 and 4 are new natural products. Compound 1 is a good inhibitor of isomaltase and certain alpha- and beta-galactosidases. Whereas 2 is a more potent inhibitor of isomaltase and beta-galactosidases than 1, it does not inhibit alpha-galactosidase. Compounds 3-5 exhibited no significant inhibition against the glycosidases used.
Kato
A
A
Faclty of Pharmaceuitcal Sciences, Hokuriku University, Japan.
Asano
N
N
Kizu
H
H
Matsui
K
K
D000818:Animals; D002417:Cattle; D004791:Enzyme Inhibitors / Q000302:isolation & purification* / Q000494:pharmacology; D005959:Glucosidases / Q000037:antagonists & inhibitors; D005960:Glucosides / Q000302:isolation & purification* / Q000494:pharmacology; D006868:Hydrolysis; D050112:Imino Pyranoses; D008099:Liver / Q000201:enzymology; D009682:Magnetic Resonance Spectroscopy; D010880:Piperidines / Q000302:isolation & purification* / Q000494:pharmacology; D010946:Plants, Medicinal / Q000737:chemistry*; D051381:Rats; D012639:Seeds / Q000737:chemistry; D000519:alpha-Galactosidase / Q000037:antagonists & inhibitors; D001616:beta-Galactosidase / Q000037:antagonists & inhibitors; D001617:beta-Glucosidase / Q000037:antagonists & inhibitors
D004791:Enzyme Inhibitors; D005960:Glucosides; D050112:Imino Pyranoses; D010880:Piperidines; C105643:fagomine; D005959:Glucosidases; D001617:beta-Glucosidase; D000519:alpha-Galactosidase; D001616:beta-Galactosidase