[Resolution of racemic anti-hepatitis drug ( +/- ) -bicyclol].
OBJECTIVE
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, [alpha]D, 1H NMR, MS and chiral column HPLC.


CONCLUSIONS
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.
Hu
Wei
W
Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing. hw@imm.ac.cn
Zhang
Chun-zhen
CZ
Li
Yan
Y
D000410:Alanine Transaminase / Q000097:blood; D000818:Animals; D001219:Aspartate Aminotransferases / Q000097:blood; D001713:Biphenyl Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D002252:Carbon Tetrachloride Poisoning; D056486:Chemical and Drug Induced Liver Injury / Q000097:blood* / Q000209:etiology; D051379:Mice; D015394:Molecular Structure; D009904:Optical Rotation; D013237:Stereoisomerism
D001713:Biphenyl Compounds; C477843:bicyclol; D001219:Aspartate Aminotransferases; D000410:Alanine Transaminase