抗肝炎药(±)-双环醇的拆分  

Resolution of racemic anti-hepatitis drug(±)-bicyclol

作　　者：胡伟[1] 张纯贞[1] 李燕[1] 

机构地区：[1]中国医学科学院,中国协和医科大学药物研究所,北京100050

出　　处：《药学学报》2006年第3期221-224,共4页Acta Pharmaceutica Sinica

摘　　要：目的探索抗肝炎药(±)-双环醇的不同生物活性,对(±)-双环醇进行拆分。方法采用光学活性生物碱与(±)-双环醇的水解产物(±)-醇酸反应得到一对非对映异构体盐,利用其在溶剂中的不同溶解度分离得到(-)-醇酸光学活性生物碱盐和(+)-醇酸光学活性生物碱盐,分别经酸解离、甲基化,得到(-)-双环醇及(+)-双环醇。结果经熔点、比旋光度、氢核磁共振谱、质谱确定结构,手性柱HPLC测定其光学纯度为100%。结论药理结果显示,(-)-双环醇药理作用为(±)-双环醇的2倍,(+)-双环醇无效。Aim To study the different biological activities of the enantiomers of the anti-hepatitis drug （ ± ）-bicyclol, the （ ± ）-bicyclol was resolved. Methods By being treated with optically active alkaloid, the two diastereoisomers alkaloid salts of the compound could be obtained, separately. After decomposing and methylating, they were transformed separately into （ - ）-bicyclol and （ ± ）-bicyclol. Results The two enantiomers of bicyclol were determined by melting point, [α] D, ^1H NMR, MS and chiral column HPLC. Conclusion Comparison of hepatoprotective action of racemic bicyclol and （ - ） -, （ ± ）-bicyclol on experimental liver injury, the effect of （ - ）-bicyclol was two times more potent than that of racemic bicyclol and the potency of （ ± ）-bicyclol was much less than that of the racemate.

关 键 词：(±)-双环醇 光学活性生物碱 对映异构体 拆分 

分 类 号：R916[医药卫生—药学]