Premium
Enantiomeric resolution of new aromatase inhibitors by liquid chromatography on cellulose chiral stationary phases
Author(s) -
Danel Cécile,
Foulon Catherine,
Park Chang,
Yous Saïd,
Bonte JeanPaul,
Vaccher Claude
Publication year - 2005
Publication title -
journal of separation science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.72
H-Index - 102
eISSN - 1615-9314
pISSN - 1615-9306
DOI - 10.1002/jssc.200401761
Subject(s) - enantiomer , chromatography , chemistry , cellulose , resolution (logic) , chiral stationary phase , aromatase inhibitor , high performance liquid chromatography , chiral column chromatography , aromatase , organic chemistry , artificial intelligence , computer science , medicine , cancer , breast cancer
Analytical HPLC methods using derivatized cellulose chiral stationary phases were developed for the direct enantioseparation of substituted [1‐(imidazo‐1‐yl)‐1‐phenylmethyl)]‐benzothiazolinone and benzoxazolinone derivatives with one chiral center. Those analogues of fadrozole constitute new potent nonsteroidal inhibitors of aromatase (P450 arom). The separations were made using normal phase methodology with a mobile phase consisting of n ‐hexane‐alcohol (ethanol, 1‐propanol, or 2‐propanol) in various proportions, and a silica‐based cellulose tris‐3,5‐dimethylphenylcarbamate (Chiralcel OD‐H), or tris‐methylbenzoate (Chiralcel OJ). The effects of concentration of various aliphatic alcohols in the mobile phase were studied. A better separation was achieved on cellulose carbamate phase compared with the cellulose ester phase. The effects of structural features of the solutes along with the temperature of the column on the discrimination between the enantiomers were examined. Baseline separation ( R s > 1.5) was easily obtained in many cases.