孔德云, 李惠庭, 罗思齐, 雷兴翰. 槲寄生化学成分的研究——Ⅵ.槲寄生新甙Ⅵ中手性碳的绝对构型测定J. 药学学报, 1990, 25(5): 349-352.
引用本文: 孔德云, 李惠庭, 罗思齐, 雷兴翰. 槲寄生化学成分的研究——Ⅵ.槲寄生新甙Ⅵ中手性碳的绝对构型测定J. 药学学报, 1990, 25(5): 349-352.
IV DY Kong, HT Li, SQ Luo , XH Lei, . STUDIES ON THE CHEMICAL COMPONENTS OF VISCUMCOLORATUM Ⅵ.CHIRALITY OF THE ACYLGROUP OF VISCUMNEOSIDE ⅣJ. Acta Pharmaceutica Sinica, 1990, 25(5): 349-352.
Citation: IV DY Kong, HT Li, SQ Luo , XH Lei, . STUDIES ON THE CHEMICAL COMPONENTS OF VISCUMCOLORATUM Ⅵ.CHIRALITY OF THE ACYLGROUP OF VISCUMNEOSIDE ⅣJ. Acta Pharmaceutica Sinica, 1990, 25(5): 349-352.

槲寄生化学成分的研究——Ⅵ.槲寄生新甙Ⅵ中手性碳的绝对构型测定

STUDIES ON THE CHEMICAL COMPONENTS OF VISCUMCOLORATUM Ⅵ.CHIRALITY OF THE ACYLGROUP OF VISCUMNEOSIDE Ⅳ

  • 摘要: 本文采用降解及与已知构型的化合物进行对比的方法,确定了新黄酮甙槲寄生新甙Ⅳ中酸性部分手性碳的绝对构型。

     

    Abstract: In order to determine the absolute configuration of the chiral center of viscumneoside Ⅳ, which was isolated from Viscum coloratum (Kom) Nakai, (R, S)-mevalonolactone was synthesized as shown in scheme 1. Then treatment with(S) (-)-1-phenylethylamine in THF gave two diasteromeric amides, which were transformed into the monoacetates and separated by HPLC. The first eluted peak (tR10.07 min.)had the (R)-configuration and the second one the (S)-configuration (tR 11.20 min).Viscumneoside Ⅳ was treated with borane and hydrolyzed to give mevalonolactone which was treated with (S)-(-)-1-phenylethylamine in THF as mentioned above. The monoacetates of the resulting amides were subjected to HPLC. By comparison with the reference peaks, the absolute configuration at the acyl moiety of viscumneoside Ⅳ was shown to have the (R)-configuration.

     

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