Enantioselective chromatography of the antimalarial agents chloroquine, mefloquine, and enpiroline on a α1‐acid glycoprotein chiral stationary phase: Evidence for a multiple‐site chiral recognition mechanism
作者:
Anne‐FrançCoise Aubry,
FrançCois Gimenez,
Robert Farinotti,
Irving W. Wainer,
期刊:
Chirality
(WILEY Available online 1992)
卷期:
Volume 4,
issue 1
页码: 30-35
ISSN:0899-0042
年代: 1992
DOI:10.1002/chir.530040108
出版商: Alan R. Liss, Inc.
关键词: chiral liquid chromatography;α1‐acid glycoprotein;antimalarial agents
数据来源: WILEY
摘要:
AbstractThe effect of mobile phase pH and dimethyloctylamine (DMOA) on the retention (k') and stereoselectivity (α) of antimalarial agents mefloquine, enpiroline, and chloroquine on the α1‐acid glycoprotein chiral stationary phase (AGP‐CSP) was investigated. An increase of k' with increasing pH was observed while the effect on α was a function of the solute. The magnitude and direction of changes induced by DMOA depended on pH and the structure of the solute.The results of this study are consistent with a change of the conformation of the AGP between pH 5 and 7. At pH 7, the effect of DMOA on mefloquine was relatively well described by a competitive displacement from one enantioselective site. The effect on chloroquine and enpiroline suggests a multiple‐site mechanism in which both competitive and allosteric interactions are
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