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Note | Regular issue | Vol 65, No. 8, 2005, pp.1947-1956
Published online, 17th May, 2005
DOI: 10.3987/COM-05-10405
Syntheses and Crystal Structures of Diethylated Daidzein Sulfonates

Zun-Ting Zhang* and Qiu-Ya Wang

*School of Chemistry and Materials Science, Shaanxi Normal University, Xi’an 710062, China


The water soluble derivatives of daidzein, sodium 4’,7- diethoxyisoflavone-3’-sulfonate (1), magnesium 4’,7-diethoxyisoflavone-3’- sulfonate (2) and zinc 4’,7-diethoxylisoflavone-3’-sulfonate (3) have been synthesized. 1 was characterized by 1H NMR and IR spectra, 2 and 3 were determined by single-crystal X-Ray diffraction analysis. The molecular structural characteristic of 2 is similar to that of 3. Their molecular contents are [Mg(H2O)]6(X)2·8H2O and [Zn(H2O)]6(X)2·8H2O (X=C19H17O4SO3-), respectively. Two isoflavone skeletons of them have two different conformations. Twelve H atoms of six coordinated water molecules form hydrogen bonds with four oxygen atoms of sulfo-groups of two isoflavone skeletons and eight oxygen atoms of eight lattice water molecules. In addition, the π-π stacking interaction exists between isoflavone skeletons in the crystal structure of 2 and 3, which together with many kinds of hydrogen bonds lead to supramolecular formation with a three-dimensional network structure.