CHIRAL RESOLUTION OF TWO POTENTIAL AROMATASE INHIBITORS ON CELLULOSE TRIS (4-METHYL BENZOATE) AND CELLULOSE TRIS (3,5-DIMETHYLPHENYL CARBAMATE) CHIRAL STATIONARY PHASES

Abstract

The chiral resolution of 1-[(benzofuran-2-yl)-5-nitrophenylmethyl] tetrazole (I) and 1-[(benzofuran-2-yl)-5-bromophenylmethyl] tetrazole (II), the novel aromatase inhibitors, has been achieved on Chiracel OD, Chiracel OD-RH columns which are coated with cellulose [tris (3,5-dimethylphenyl carbamate)]and Chiracel OJ-R column coated with cellulose [tris(4-methyl benzoate)]. The mobile phases used were hexane-2-propanol (95:5) on Chiracel OD and water-acetonitrile(45:55) on Chiracel OD-RH and Chiracel OJ-R columns respectively. Compound I has been resolved on Chiracel OD(α = 1.30 and Rs = 3.13) and OD-RH (α = 1.15 and Rs = 1.20)columns while compound II has been resolved on OJ-R(α = 1.31 and Rs = 1.80) column only. The effect of acetonitrile concentration in water-acetonitrile mobile phase was studied on the retention and resolution of both compounds.

Keywords:

• Enantiomeric resolution
• Aromatase inhibitors
• Chiracel OD
• Chiracel OD-RH
• Chiracel OJ-R
• Tetrazole derivatives
• Cellulose tris (3,5-dimethylphenyl carbamate)
• Cellulose tris (4-methyl benzoate)

ACKNOWLEDGMENT

The authors are thankful to Dr. C. Simons, Welsh School of Pharmacy, Cardiff University, Cardiff, U.K. for providing the samples of the aromatase inhibitors used in this study. The authors (H.Y.A.-E. and I.A.) would like to thank the King Faisal Specialist Hospital and Research Center, Riyadh administration for their support for the Pharmaceutical Analysis Laboratory Research Program.