Chiral separation of seven new triazole antifungal active compounds by capillary electrophoresis and chiral recognition mechanisms by computer-aided molecular modeling techniques was studied. Eight neutral cyclodextrins were used as the chiral selectors. Only the 2,6-dimethyl-β-cyclodextrin (DM-β-CD) exhibited a very high enantioselectivity power to all the seven active compounds compared to the other tested CDs. The influences of concentration of DM-β-CD, pH and concentration of buffer solution, applied voltage, and temperature were investigated. The enantiomeric separation of seven active compounds were carried out in 30 mmol/L NaH2 PO4 buffer (adjust to pH 2. 2 with H3PO4) containing 30 mmol/L DM-β-CD. The voltage was 20 kV and the temperature was 20 ℃. The four active compounds were baseline separated on this condition (Rs>1.5). By means of computer-aided molecular modeling software Discovery Studio 2. 5/Sybyl/ Gold and binding energy calculations, the inclusion process between DM-β-CD and enantiomers was investigated and chiral recognition mechanisms were discussed. The results suggested that the enantioseparation result related to the difference of binding energy. And the good separation obtained in the presence of the DM-β-CD chiral selector was due to the big binding energy difference.%研究了7种新型三唑类抗真菌活性化合物的毛细管电泳法手性分离,利用计算机辅助分子模拟技术研究拆分机理.考察了8种中性环糊精手性添加剂,只有2,6二甲基-β-环糊精对7种活性化合物都有手性识别能力.在30 mmol/L NaH2PO4缓冲液中含2,6-二甲基-β-环糊精30 mmol/L,用H3 PO4调至pH 2.2,温度20℃,电压20 kV,在此条件下7种活性化合物都能达到手性分离,其中4种活性化合物能达到基线分离(Ra＞1.5).应用计算机辅助分子模拟软件Discovery Studi0 2.5/Sybyl/Gold模拟2,6-二甲基-β-环糊精与7种活性化合物主客体包结过程,并计算相互结合能,探讨手性识别机理,发现拆分结果与结合能的差异有关,结合能差异越大拆分结果越好.
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