Crystalline structure of mangiferin, a C-glycosyl-substituted 9H-xanthen-9-one isolated from the stem bark of Mangifera indica.
Cruz Júnior J. W. da, Moraes L. R. de, Santos M. H. dos, Silva G. A. da, Brigagão M. R. P. L., Ellena J., Doriguetto A. C.
Author Affiliation: Laboratório de Fitoquímica e Química Medicinal, Departamento de Ciências Exatas, Universidade Federal de Alfenas - UNIFAL-MG, 37130-000, Alfenas - MG, Brazil.
Helvetica Chimica Acta 91 : 144-154
Abstract : The crystalline structure of mangiferin (=2-?-D-glucopyranosyl-1,3,6,7-tetrahydroxy-9H-xanthen-9-one; 1), a biologically active xanthenone C-glycoside, isolated from the stem bark of Mangifera indica (Anacardiaceae), was unambiguously determined by single-crystal X-ray diffraction (XRD). The crystal structure is summarized as follows: triclinic, P1, a=7.6575(5), b=11.2094(8), c=11.8749(8) Å, ?=79.967(5), ?=87.988(4), ?=72.164(4)°, V=955.3(1) Å3, and Z=2. The structure also shows two molecules in the asymmetric unit cell and five crystallization H2O molecules. The packing is stabilized by several intermolecular H-bonds involving either the two symmetry-independent mangiferin molecules 1a and 1b, or the H2O ones.