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Taxiphyllin from Henriettella fascicularis
Angela I Calderón1, Christian Terreaux, Mahabir P Gupta
1Institut de Pharmacognosie et Phytochimie, Université de Lausanne, BEP, CH-1015 Lausanne, Switzerland.
Abstract:
(2R)-alpha-(beta-D-Glucopyranosyloxy)-4-hydroxybenzeneacetonitrile (taxiphyllin) dihydrate, C(14)H(17)NO(7) x 2H(2)O, is a naturally occurring cyanogenetic glycoside which has been isolated from Henriettella fascicularis (Sw.) C. Wright (Melastomataceae). Its structure is stabilized by a wealth of intermolecular O-H...O and O-H...N hydrogen bonds spun into a three-dimensional network. Further stabilization arises from an intramolecular O-H...O bond and weak intermolecular C-H...O interactions. The very anisotropic growth speeds of the basal pinacoids from methanol mirror a certain structural inhomogeneity.