Bergenin monohydrate from the rhizomae of Astilbe chinensis
Abstract:The title compound, 4-methoxy-2-[(1S,2R,3S,4S,5R)-3,4,5,6-tetrahydro-3,4,5-trihydroxy-6-(hydroxymethyl)-2H-pyran-2-yl]-α-resorcylic acid -lactone monohydrate, C14H16O9·H2O, is a C-glucoside of 4-O-methylgallic acid which has antiasthmatic, antitussive, anti-inflammatory, antifungal, anti-HIV and antihepatotoxic activity. The molecule is composed of three six-membered rings: an aromatic ring, a glucopyranose ring and an annellated -lactone ring. The glucopyranose ring exhibits only small deviations from an ideal chair conformation. The annellated -lactone ring possesses the expected half-chair conformation. There is one intra- and six intermolecular hydrogen bonds which form an extensive hydrogen-bonding network within the crystal.
Document Type: Research Article
Publication date: June 1, 2004