Development and Validation of an LC Method for Resolution of Anti-3-oxotricyclo[2.2.1.0]heptane-7-carboxylic Acid

• Published in: Chromatographia 2009-08, Vol.70 (3-4), p.365-369
• Main Authors: Tang, Xiao-Hai, Yang, Dan, Xie, Yong-Mei, Cao, Yu, Song, Hang
• Format: Article
• Language: English
• Subjects: Analytical Chemistry; Chemistry; Chemistry and Materials Science; Chromatography; Laboratory Medicine; Original; Pharmacy; Proteomics
• ISSN: 0009-5893; 1612-1112
• DOI: 10.1365/s10337-009-1181-1

A rapid and precise enantioselective LC method for resolution of (±)-anti-3-oxotricyclo[2.2.1.0]heptane-7-carboxylic acid has been developed and validated. Four different chiral stationary phases were investigated and optimum resolution was achieved by use of a Chiralcel OD-H column with n-hexane-2-propanol-trifluoroacetic acid 85:15:0.1 (v/v) as mobile phase. Baseline resolution of a racemic mixture of the acid (R S = 1.51) was achieved and the analysis time did not exceed 8 min. The separation was monitored by use of photodiode-array and optical rotation detection. The quantitative method was validated for precision, accuracy, linearity, limits of detection and quantification, and robustness. Recovery was between 99.22 and 101.11% with relative standard deviation (RSD) < 1.45%. The LOD and LOQ for the (+) enantiomer of the acid were 25.31 and 83.75 μg mL⁻¹, respectively; for the (-) enantiomer they were 27.54 and 89.17 μg mL⁻¹, respectively. This method is expected to be useful for measurement of the enantiomeric purity of the enantiomers of the acid.