Application of CHIRALPAK AD Column to Chiral Separation of Fourteen Drugs

CHEN Zhong-yi;YO Tong-wei;ZENG Su

Chinese Pharmaceutical Journal ›› 2007, Vol. 42 ›› Issue (07) : 544-547.

Chinese Pharmaceutical Journal ›› 2007, Vol. 42 ›› Issue (07) : 544-547.
论著

Application of CHIRALPAK AD Column to Chiral Separation of Fourteen Drugs

  • CHEN Zhong-yi, YAO Tong-wei*,ZENG Su
Author information +
History +

Abstract

OBJECTIVE To establish chiral HPLC methods for the enantiomeric separation of fourteen drugs,such as flurbiprofen and bambuterol.METHODS Enantiomeric separation of fourteen compounds was performed on a chiralpak AD column.The chiral separation of eight acid compounds(flurbiprofen,ketoprofen,mandelic acid,fluvastatin,o-chloro mandelic acid,etodolac,ibuprofen and naproxen)and six basic compounds(bambuterol,propafenone,cetirizine,nitrendipine,felodipine and nimodipine)was investigated with the mobile phase of consisting n-hexane,ethanol and different proporation of trifluoroacetic acid(TFA)or triethylamine(TEA).The mobile phase compositions were systematically investigated to obtain the optimal chromatographic profile.RESULTS The ratio of n-hexane/ethanol and the contents of acid or basic additive were the primary influencing factors for chiral separation.The good resolutions of acidic compounds flurbiprofen,ketoprofen,mandelic acid,fluvastatin,o-chloro mandelic acid,etodolac and ibuprofen were obtained with the resolution factors of 11.0,12.5,4.70,5.30,1.90,1.50 and 1.60 respectively,while the content of n-hexane was 90%~99% and TFA content was 0.1%~0.3%.The separation of enantiomers of naproxen wasn't obtained.After gradually enhanced the ratio of n-hexane and the content of TEA in mobile phase of n-hexane-ethanol-TEA,the baseline enantioseparation was obtained for basic compounds propafenone,cetirizine,bambuterol,nitrendipine and felodipine,and their resolution was 8.20,3.0,1.90,1.90 and 1.60 respectively,but nimodipine couldn't be separated.CONCLUSION Twelve compounds are separated successfully on the chiralpak AD column under suitable chromatographic conditions.

Key words

chiral HPLC / chiral separation / flurbiprofen

Cite this article

Download Citations
CHEN Zhong-yi;YO Tong-wei;ZENG Su. Application of CHIRALPAK AD Column to Chiral Separation of Fourteen Drugs [J]. Chinese Pharmaceutical Journal, 2007, 42(07): 544-547

References

[1]TRIGGLE D J. Stereoselectivity of drug action[J].Drug Discov Today,1997,2(4):138-147. [2]VENKATACHALAM T K, MAO C, UCKUN F M. Effect of stereo and regiochemistry towards wild and multidrug resistant HIV-1 virus: viral potency of chiral PETT derivatives[J].Biochem Pharmacol,2004, 67(10):1933-1946. [3]YU L S,YAO T W ,WANG X J,et al.Enantiomeric separation of β-blocking agents and analogs [J].J Zhejiang Univ(Med Sci)[浙江大学学报(医学版)],2002,31(6):414-418. [4]IRMA K, MARTIAL K, THIERRY H, et al. Comparative HPLC enantioseparation of new chiral hydantoin derivatives on three different polysaccharide type chiral stationary phases[J].J Pharm Biomed Anal,2002,27(3):457-465. [5]AN D K.Selected Topics on Modern Pharmaceutical Analysis[M]. Vol 1.Beijing:China Pharmaceutical Technology Press,2000:52.

Accesses

Citation

Detail

Sections
Recommended

/