Crystalline Structure of Mangiferin, a C-Glycosyl-Substituted 9H-Xanthen-9-one Isolated from the Stem Bark of Mangifera indica

• Published in: Helvetica chimica acta 2008-01, Vol.91 (1), p.144-154
• Main Authors: da Cruz Jr, José W., de Moraes, Lucas R., dos Santos, Marcelo H., da Silva, Geraldo Alves, Brigagão, Maisa R. P. L., Ellena, Javier, Doriguetto, Antonio C.
• Format: Article
• Language: English
• Subjects: 9H-Xanthen-9-one; Mangifera indica; Mangiferin; X-Ray crystallography
• ISSN: 0018-019X; 1522-2675
• DOI: 10.1002/hlca.200890005

The crystalline structure of mangiferin (=2‐β‐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, α=79.967(5), β=87.988(4), γ=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.