Armstrong D W, He F Y, Han S M
Department of Chemistry, University of Missouri-Rolla 65401-0249.
J Chromatogr. 1988 Sep 16;448(3):345-54. doi: 10.1016/s0021-9673(01)84596-9.
A variety of racemic compounds were resolved using reversed-phase thin-layer chromatography (TLC) with mobile phases containing highly concentration solutions of beta-cyclodextrin (beta-CD). These include the drugs labetalol and mephenytoin, metallocenes, crown ethers, methyl-p-toluenesulfinate, nornicotine derivaties and several dansyl and beta-naphthylamide substituted amino acids. It was possible to resolve some racemates that could not be separated on beta-CD bonded phase liquid chromatography (LC) columns with this technique. Likewise there were some compounds that could be resolved with the LC approach that failed to separate with the present TLC method. In cases of racemates that could be resolved by either approach, it was found that the retention order was exactly opposite for the two methods. Enantiomeric resolution is highly dependent on mobile phase composition. In particular, the type and amount of organic modifier as well as the concentration of beta-CD affect the observed resolution. Possible reasons for the chromatographic behavior are discussed. Several diastereoisomeric compounds were separated as well, including steroid epimers and pharmaceutical compounds.
使用含有高浓度β-环糊精（β-CD）溶液的流动相，通过反相薄层色谱（TLC）拆分了多种外消旋化合物。这些化合物包括药物拉贝洛尔和美芬妥英、金属茂、冠醚、对甲苯亚磺酸盐、降烟碱衍生物以及几种丹磺酰和β-萘酰胺取代的氨基酸。用这种技术可以拆分一些在β-CD键合相液相色谱（LC）柱上无法分离的外消旋体。同样，也有一些化合物可以用LC方法拆分，但用目前的TLC方法却无法分离。在两种方法都能拆分的外消旋体的情况下，发现两种方法的保留顺序正好相反。对映体拆分高度依赖于流动相组成。特别是，有机改性剂的类型和用量以及β-CD的浓度会影响观察到的拆分效果。讨论了色谱行为的可能原因。还分离了几种非对映异构体化合物，包括甾体差向异构体和药物化合物。
