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Enantiomeric separation of several cyclic imides on a macrocyclic antibiotic (vancomycin) chiral stationary phase under normal and reversed phase conditions
Author(s) -
AboulEnein Hassan Y.,
Serignese Vince
Publication year - 1998
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/(sici)1520-636x(1998)10:4<358::aid-chir11>3.0.co;2-z
Subject(s) - chemistry , enantiomer , piperidine , chiral derivatizing agent , chiral column chromatography , chirality (physics) , high performance liquid chromatography , chromatography , mephenytoin , phase (matter) , chiral stationary phase , organic chemistry , stereochemistry , chiral symmetry , physics , cyp2c19 , quantum mechanics , cytochrome p450 , nambu–jona lasinio model , enzyme , quark
Several cyclic imidic compounds (barbiturates, piperidine‐2,6‐diones, and mephenytoin) are enantiomerically resolved via high‐performance liquid chromatography (HPLC) on a macrocyclic antibiotic covalently bonded to a silica gel support. The Chirobiotic V chiral stationary phase (CSP) column contains the antibiotic vancomycin as the chiral selector. The results of the analysis show that the substituents at the chiral carbon position of the racemic drugs affect chiral resolution. In addition, ring size may also play a role when considering the formation of analyte‐CSP inclusion complexes. Contrary to the piperidine‐2,6‐diones, the chromatographic parameters for the barbiturates are much the same under normal‐ or reversed‐phase conditions. The details of these results are discussed. Chirality 10:358–361, 1998. © 1998 Wiley‐Liss, Inc.