CHIRAL HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC SEPARATIONS OF VINCA ALKALOID ANALOGS ON ALPHA-1-ACID GLYCOPROTEIN AND HUMAN SERUM-ALBUMIN COLUMNS
CHIRAL HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC SEPARATIONS OF VINCA ALKALOID ANALOGS ON ALPHA-1-ACID GLYCOPROTEIN AND HUMAN SERUM-ALBUMIN COLUMNS
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DOI：
10.1016/0021-9673(92)80159-r
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发表时间：
1992-09-18
期刊：
影响因子：
--
通讯作者：
HERMANSSON, J
中科院分区：
文献类型：
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作者：
FITOS, I;VISY, J;HERMANSSON, J
在手性-AGP 和手性-HSA 高效液相色谱柱上对一系列具有两个或三个手性中心的四环和五环长春花生物碱类似物的立体异构体进行分离。使用含有 5-35% 乙腈或 2-丙醇的 pH 5-7 磷酸盐缓冲液作为流动相。 结果与之前使用天然 AGP 和 HSA-Sepharose 柱获得的结合数据一致。然而，在手性-AGP 上，具有 1(R),12b(S)-吲哚并[2,3-a]喹啉西啶或相应的 3(S),16(R)-乙苯烷绝对构型的反式异构体的保留非常高，而在手性-HSA 上，反式异构体（与其绝对构型无关）保留得更多。 Eburnane型化合物也可以根据14位手性中心的构型进行分离。长春花生物碱在Chiral-AGP和Chiral-HSA柱上的色谱性质的比较表明，这些化合物以更高的亲和力与AGP相结合。与 HSA 色谱柱相比，AGP 色谱柱可分离非常广泛的长春花生物碱。 Chiral-AGP 色谱柱还获得了更高的立体选择性和更好的色谱性能。
Separations of the stereoisomers of a series of tetracyclic and pentacyclic vinca alkaloid analogues having two or three chiral centre, were performed on Chiral-AGP and Chiral-HSA high-performance liquid chromatographic columns. Phosphate buffers with pH 5-7 containing 5-35% acetonitrile or 2-propanol were used as mobile phases. The results were in accordance with previous binding data obtained with native AGP and on an HSA-Sepharose column. Whereas on Chiral-AGP the retention of the trans isomers having 1(R),12b(S)-indolo[2,3-a]quinolizidine or the corresponding 3(S),16(R)-eburnane absolute configurations was exceedingly high, on Chiral-HSA the trans isomers, independently of their absolute configurations, were more retained. Eburnane-type compounds could also be separated according to the configuration of the chiral centre at position 14. A comparison of the chromatographic properties of the vinca alkaloids on the Chiral-AGP and Chiral-HSA columns demonstrates that these compounds are bound with higher affinity to the AGP phase. The AGP column resolves a very broad range of vinca alkaloids compared with the HSA column. Higher stereoselectivity and a much better chromatographic performance were also obtained on the Chiral-AGP column.