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Chiral resolution of some antimalarial agents by sub‐ and supercritical fluid chromatography on an (S)‐naphthylurea stationary phase
Author(s) -
Peytavin Gilles,
Gimenez Françlois,
Genissel Brigitte,
Gillotin Catherine,
Baillet Arlette,
Wainer Irving W.,
Farinotti Robert
Publication year - 1993
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/chir.530050313
Subject(s) - chemistry , halofantrine , enantiomer , triethylamine , mefloquine , chromatography , supercritical fluid chromatography , quinidine , methanol , primaquine , chiral column chromatography , high performance liquid chromatography , chloroquine , organic chemistry , pharmacology , medicine , malaria , immunology , biology
The behavior of mefloquine, halofantrine, enpiroline, quinine, quinidine, chloroquine and primaquine is studied by subcritical fluid chromatography on a (S)‐naphthylurea column (250 mm × 4.6 mm ID) with a subcritical mobile phase composed of carbon dioxide, methanol and triethylamine (flow rate of 3 ml/min). Except for primaquine and chloroquine, each enantiomer was separated at a temperature between 40 and 60°C, and at a pressure below 15 MPa. A 98/2, v/v CO 2 /methanol 0.1% triethylamine mixture allowed the separation of halofantrine enantiomers while the enantiomers of the more polar metabolite (N‐desbutylhalofantrine) were separated with a 80–20 v/v mixture as used for mefloquine, enpiroline, quinine and quinidine. The influence of temperature, pressure and of the nature of the mobile phase is discussed. © 1993 Wiley‐Liss, Inc.