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Bergenin monohydrate from the rhizomae of Astilbe chinensis

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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

DOI: http://dx.doi.org/10.1107/S0108270104008364

Publication date: June 1, 2004

bsc/ayc/2004/00000060/00000006/art00032
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