Preparation, Crystal Structure and Solubility of Organic Salt Hydrate of Berberine-Genistein

doi:10.11944/j.issn.1000-0518.2019.02.180163

Chinese Journal of Applied Chemistry ›› 2019, Vol. 36 ›› Issue (2): 230-235.DOI: 10.11944/j.issn.1000-0518.2019.02.180163

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Preparation, Crystal Structure and Solubility of Organic Salt Hydrate of Berberine-Genistein

ZHOU　Kai,WENG　Ying,HOU　Qingqing,LOU　Benyong()

Department of Chemical Engineering and Materials,Ocean College,Minjiang University,Fuzhou 350108,China

Received:2018-05-09 Published:2019-02-01 Online:2019-01-31
Contact: LOU　Benyong
Supported by:
Supported by the National Undergraduate Innovative Training Program(No.201610395010), the Natural Science Foundation of Fujian Province(No.2015J01599)

Abstract

Abstract:

The organic salt hydrate of berberine with genistein, [C₂₀H₁₈NO₄]⁺·[C₁₅H₉O₅]^-·2.5H₂O·0.5(C₂H₅OH), was prepared and its crystal structure was determined. The result showed that the organic salt hydrate crystallized in monoclinic crystal system and P2₁/c space group. The 7-substituted hydroxyl of genistein lost its proton and turned to be anion. The resulting hydroxyl anion was involved in O—H••••O- hydrogen bonding with 4'-substituted hydroxyl, which gave rise to an one-dimensional hydrogen-bonded chain-like structure. Two water molecules formed a chain-like structure through hydrogen-bonding interactions and further connected the 1D chain of genistein into a 2D hydrogen-bonded network. The hydrate turned to be amorphous form after losing water molecules by heating. The amorphous form could transform into crystalline organic salt hydrate after suspending in ethanol-water for 24 h. After forming berberine-genistein salt hydrate, the solubility of genistein in water increased slightly.

Key words: berberine, genistein, organic salt, hydrate, hydrogen-bonding

ZHOU　Kai,WENG　Ying,HOU　Qingqing,LOU　Benyong. Preparation, Crystal Structure and Solubility of Organic Salt Hydrate of Berberine-Genistein[J]. Chinese Journal of Applied Chemistry, 2019, 36(2): 230-235.

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Preparation, Crystal Structure and Solubility of Organic Salt Hydrate of Berberine-Genistein

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