Evaluation of Dalbavancin as Chiral Selector for HPLC and Comparison with Teicoplanin-Based Chiral Stationary Phases

被引:24
作者
Zhang, Xiaotong [1 ]
Bao, Ye [1 ]
Huang, Ke [1 ]
Barnett-Rundlett, Kimber L. [2 ]
Armstrong, Daniel W. [1 ]
机构
[1] Univ Texas Arlington, Dept Chem & Biochem, Arlington, TX 76019 USA
[2] Pfizer Inc, Groton, CT 06340 USA
关键词
dalbavancin; teicoplanin; chiral stationary phases; HPLC; macrocyclic glycopeptides; racemates; enantiomeric separation; ENANTIOMERS; RESOLUTION; LENGTH;
D O I
10.1002/chir.20771
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Dalbavancin is a new compound of the macrocyclic glycopeptide family. It was covalently linked to 5 pm silica particles using two different binding chemistries. Approximately 250 racemates including (a) heterocyclic compounds, (b) chiral acids, (c) chiral amines, (d) chiral alcohols, (e) chiral sulfoxides and sulfilimines, (f) amino acids and amino acid derivatives, and (g) other chiral compounds were tested on the two new chiral stationary phases (CSPs) using three different mobile phases. As dalbavancin is structurally related to teicoplanin, the same set of chiral compounds was screened on two commercially available teicoplanin CSPs for comparison. The dalbavancin CSPs were able to separate some enantiomers that were not separated by the teicoplanin CSPs and also showed improved separations for many racemates. However, there were other compounds only separated or better separated on teicoplanin CSPs. Therefore, the dalbavancin CSPs are complementary to the teicoplanin CSPs. Chirality 22:495-513, 2010. (C) 2009 Wiley-Liss, Inc.
引用
收藏
页码:495 / 513
页数:19
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