| Chiral extraction of ketoprofen enantiomers with chiral selector tartaric esters |
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| 作者姓名： | 周丹 刘佳佳 唐课文 黄可龙 |
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| 作者单位： | [1]School of Chemistry and Chemical Engineering, Central South University, Changsha 410083, China [2]Pharmarcy Department, Hainan Medical College, Haikou 571101, China [3]Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414000, China |
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| 摘 要： | Distribution behavior of ketoprofen enantiomers was examined in methanol aqueous and organic solvent mixture containing tartaric esters. The influence of length of alkyl chain of tartaric esters, concentration of L-tartaric esters and methanol aqueous, kind of organic solvent on partition ratio and separation factors was investigated. The results show that L-tartaric and D-tartaric esters have different chiral recognition abilities. S-ketoprofen is easily extracted by L-tartaric esters, and R-ketoprofen is easily extracted by D-tartaric esters. L-tartaric esters form more stable diastereomeric complexes with S-enantiomer than that with R-enantiomer. This distribution behavior is consistent with chiral recognition mechanism. With the increase of the concentration of tartaric ester from 0 to 0.3 molL, partition coefficient K and separation factor α increase. Also, the kind of organic solvent and the concentration of the methanol aqueous have significant influence on K and α.
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| 关 键 词： | 手性萃取 对映异构体 酒石酯 划分系数 分开因素 |
| 收稿时间： | 24 August 2006 |
| 修稿时间： | 2006-08-242006-10-27 |
Chiral extraction of ketoprofen enantiomers with chiral selector tartaric esters |
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| Zhou Dan , Liu Jia-jia , Tang Ke-wen and Huang Ke-long.Chiral extraction of ketoprofen enantiomers with chiral selector tartaric esters[J].Journal of Central South University of Technology,2007,14(3):353-356. |
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| Authors: | Zhou Dan Liu Jia-jia Tang Ke-wen and Huang Ke-long |
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| Affiliation: | 1. School of Chemistry and Chemical Engineering, Central South University, Changsha 410083, China; 2. Pharmarcy Department, Hainan Medical College, Haikou 571101, China; 3. Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414000, China |
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| Abstract: | Distribution behavior of ketoprofen enantiomers was examined in methanol aqueous and organic solvent mixture containing tartaric esters. The influence of length of alkyl chain of tartaric esters, concentration of L-tartaric esters and methanol aqueous, kind of organic solvent on partition ratio and separation factors was investigated. The results show that L-tartaric and D-tartaric esters have different chiral recognition abilities. S-ketoprofen is easily extracted by L-tartaric esters, and R-ketoprofen is easily extracted by D-tartaric esters. L-tartaric esters form more stable diastereomeric complexes with S-enantiomer than that with R-enantiomer. This distribution behavior is consistent with chiral recognition mechanism. With the increase of the concentration of tartaric ester from 0 to 0.3 mol/L, partition coefficient K and separation factor a increase. Also, the kind of organic solvent and the concentration of the methanol aqueous have significant influence on K and a. |
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| Keywords: | chiral extraction ketoprofen enantiomer tartaric ester partition coefficient separation factor |
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