Crystal structures of hibiscus acid and hibiscus acid dimethyl ester isolated from Hibiscus sabdariffa (Malvaceae)

The biologically active title compounds have been isolated from plants, hibiscus acid as a dimethyl sulfoxide monosolvate [systematic name: (2 ,3 )-3-hy-droxy-5-oxo-2,3,4,5-tetra-hydro-furan-2,3-di-carb-oxy-lic acid dimethyl sulfoxide monosolvate], C H O ·C H OS, (I), and hibiscus acid dimethyl este...

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Bibliographic Details
Published in:Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2017-09, Vol.73 (Pt 9), p.1368-1371
Main Authors: Zheoat, Ahmed M, Gray, Alexander I, Igoli, John O, Kennedy, Alan R, Ferro, Valerie A
Format: Article
Language:English
Subjects:
crystal structure
hibiscus
hydrogen bonding
lactone acids
natural products
Research Communications
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Summary:The biologically active title compounds have been isolated from plants, hibiscus acid as a dimethyl sulfoxide monosolvate [systematic name: (2 ,3 )-3-hy-droxy-5-oxo-2,3,4,5-tetra-hydro-furan-2,3-di-carb-oxy-lic acid dimethyl sulfoxide monosolvate], C H O ·C H OS, (I), and hibiscus acid dimethyl ester [systematic name: dimethyl (2 ,3 )-3-hy-droxy-5-oxo-2,3,4,5-tetra-hydro-furan-2,3-di-carboxyl-ate], C H O , (II). Compound (I) forms a layered structure with alternating layers of lactone and solvent mol-ecules, that include a two-dimensional hydrogen-bonding construct. Compound (II) has two crystallographically independent and conformationally similar mol-ecules per asymmetric unit and forms a one-dimensional hydrogen-bonding construct. The known absolute configuration for both compounds has been confirmed.
ISSN:2056-9890
2056-9890
DOI:10.1107/S2056989017011902