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Volumn 52, Issue 5, 2010, Pages 665-671

Direct HPLC enantioseparation of omeprazole and its chiral impurities: Application to the determination of enantiomeric purity of esomeprazole magnesium trihydrate

Author keywords

Chiralpak IA; Circular dichroism; Enantiomers; Esomeprazole; Impurities

Indexed keywords

ACETIC ACID ETHYL ESTER; ALCOHOL; DIETHYLAMINE; ESOMEPRAZOLE; OMEPRAZOLE; TERT BUTYL METHYL ETHER;

EID: 77950810854     PISSN: 07317085     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jpba.2010.02.021     Document Type: Article
Times cited : (49)

References (24)
  • 1
    • 33749420580 scopus 로고    scopus 로고
    • Development of safer molecules through chirality
    • Patil P.A., Kothekar M.A. Development of safer molecules through chirality. Indian J. Med. Sci. 2006, 60:427-437.
    • (2006) Indian J. Med. Sci. , vol.60 , pp. 427-437
    • Patil, P.A.1    Kothekar, M.A.2
  • 2
    • 0036782116 scopus 로고    scopus 로고
    • Putting chirality to work: the strategy of chiral switches
    • Agranat I., Caner H., Caldwell J. Putting chirality to work: the strategy of chiral switches. Nat. Rev. Drug Discov. 2002, 1:753-768.
    • (2002) Nat. Rev. Drug Discov. , vol.1 , pp. 753-768
    • Agranat, I.1    Caner, H.2    Caldwell, J.3
  • 4
    • 2042447786 scopus 로고    scopus 로고
    • Single-isomer drugs: true therapeutic advances
    • Andersson T. Single-isomer drugs: true therapeutic advances. Clin. Pharmacokinet. 2004, 43:279-285.
    • (2004) Clin. Pharmacokinet. , vol.43 , pp. 279-285
    • Andersson, T.1
  • 5
    • 37149039513 scopus 로고    scopus 로고
    • High-performance liquid chromatography enantioseparation of proton pump inhibitors using the immobilized amylose-based Chiralpak IA chiral stationary phase in normal-phase, polar organic and reversed-phase conditions
    • Cirilli R., Ferretti R., Gallinella B., De Santis E., Zanitti L., La Torre F. High-performance liquid chromatography enantioseparation of proton pump inhibitors using the immobilized amylose-based Chiralpak IA chiral stationary phase in normal-phase, polar organic and reversed-phase conditions. J. Chromatogr. A 2008, 1177:105-113.
    • (2008) J. Chromatogr. A , vol.1177 , pp. 105-113
    • Cirilli, R.1    Ferretti, R.2    Gallinella, B.3    De Santis, E.4    Zanitti, L.5    La Torre, F.6
  • 6
    • 0032725534 scopus 로고    scopus 로고
    • Determination of the enantiomers of omeprazole in blood plasma by normal phase liquid chromatography and detection by atmospheric pressure ionization tandem mass spectrometry
    • Stenhoff H., Blomqvist Å., Lagerström P.O. Determination of the enantiomers of omeprazole in blood plasma by normal phase liquid chromatography and detection by atmospheric pressure ionization tandem mass spectrometry. J. Chromatogr. B 1999, 734:191-201.
    • (1999) J. Chromatogr. B , vol.734 , pp. 191-201
    • Stenhoff, H.1    Blomqvist, Å.2    Lagerström, P.O.3
  • 7
    • 0034844985 scopus 로고    scopus 로고
    • Microbial synthesis of a proton pump inhibitor by enantioselective oxidation of a sulfide into its corresponding sulfoxide by Cunninghamella echinulata MK40
    • Yoshida T., Kito M., Tsujii M., Nagasawa T. Microbial synthesis of a proton pump inhibitor by enantioselective oxidation of a sulfide into its corresponding sulfoxide by Cunninghamella echinulata MK40. Biotechnol. Lett. 2001, 23:1217-1222.
    • (2001) Biotechnol. Lett. , vol.23 , pp. 1217-1222
    • Yoshida, T.1    Kito, M.2    Tsujii, M.3    Nagasawa, T.4
  • 8
    • 0021365862 scopus 로고
    • Direct optical resolution of a series of pharmacologically active racemic sulfoxides by high-performance liquid affinity chromatography
    • Allenmark S., Bomgren B., Boren H., Lagerström P.O. Direct optical resolution of a series of pharmacologically active racemic sulfoxides by high-performance liquid affinity chromatography. Anal. Biochem. 1984, 136:293-297.
    • (1984) Anal. Biochem. , vol.136 , pp. 293-297
    • Allenmark, S.1    Bomgren, B.2    Boren, H.3    Lagerström, P.O.4
  • 9
    • 0025009899 scopus 로고
    • Resolution of the enantiomers of omeprazole and some of its analogues by liquid chromatography on a trisphenylcarbamoylcellulose-based stationary phase: the effect of the enantiomers of omeprazole on gastric glands
    • Erlandsson P., Isaksson R., Lorentzon P., Lindberg P. Resolution of the enantiomers of omeprazole and some of its analogues by liquid chromatography on a trisphenylcarbamoylcellulose-based stationary phase: the effect of the enantiomers of omeprazole on gastric glands. J. Chromatogr. 1990, 532:305-319.
    • (1990) J. Chromatogr. , vol.532 , pp. 305-319
    • Erlandsson, P.1    Isaksson, R.2    Lorentzon, P.3    Lindberg, P.4
  • 10
    • 24944520888 scopus 로고    scopus 로고
    • Comparative study of the enantioselective separation of several antiulcer drugs by high-performance liquid chromatography and supercritical fluid chromatography
    • Toribio L., del Nozal M.J., Bernal J.L., Alonso C., Jimenez J.J. Comparative study of the enantioselective separation of several antiulcer drugs by high-performance liquid chromatography and supercritical fluid chromatography. J. Chromatogr. A 2005, 1091:118-123.
    • (2005) J. Chromatogr. A , vol.1091 , pp. 118-123
    • Toribio, L.1    del Nozal, M.J.2    Bernal, J.L.3    Alonso, C.4    Jimenez, J.J.5
  • 11
    • 0028009336 scopus 로고
    • Stereoselective effects in the separation of enantiomers of omeprazole and other substituted benzimidazoles on different chiral stationary phases
    • Balmer K., Persson B.A., Lagerström P.O. Stereoselective effects in the separation of enantiomers of omeprazole and other substituted benzimidazoles on different chiral stationary phases. J. Chromatogr. A 1994, 660:269-273.
    • (1994) J. Chromatogr. A , vol.660 , pp. 269-273
    • Balmer, K.1    Persson, B.A.2    Lagerström, P.O.3
  • 13
    • 65649135870 scopus 로고    scopus 로고
    • Development and validation of an enantioselective and chemoselective HPLC method using a Chiralpak IA column to simultaneously quantify (R)-(+)- and (S)-(-)-lansoprazole enantiomers and related impurities
    • Cirilli R., Ferretti R., Gallinella B., Turchetto L., Zanitti L., La Torre F. Development and validation of an enantioselective and chemoselective HPLC method using a Chiralpak IA column to simultaneously quantify (R)-(+)- and (S)-(-)-lansoprazole enantiomers and related impurities. J. Pharm. Biomed. Anal. 2009, 50:9-14.
    • (2009) J. Pharm. Biomed. Anal. , vol.50 , pp. 9-14
    • Cirilli, R.1    Ferretti, R.2    Gallinella, B.3    Turchetto, L.4    Zanitti, L.5    La Torre, F.6
  • 14
    • 33748977094 scopus 로고    scopus 로고
    • Enantiospecific resolution of rabeprazole by liquid chromatography on amylose-derived chiral stationary phase using photo diode array and polarimetric detectors in series
    • Nageswara Rao R., Narasa rajua A., Nagaraju D. Enantiospecific resolution of rabeprazole by liquid chromatography on amylose-derived chiral stationary phase using photo diode array and polarimetric detectors in series. Talanta 2006, 70:805-810.
    • (2006) Talanta , vol.70 , pp. 805-810
    • Nageswara Rao, R.1    Narasa rajua, A.2    Nagaraju, D.3
  • 15
    • 0032725534 scopus 로고    scopus 로고
    • Determination of the enantiomers of omeprazole in blood plasma by normal-phase liquid chromatography and detection by atmospheric pressure ionization tandem mass spectrometry
    • Stenhoff H., Blomqvist A., Lagerström P. Determination of the enantiomers of omeprazole in blood plasma by normal-phase liquid chromatography and detection by atmospheric pressure ionization tandem mass spectrometry. J. Chromatogr. B 2005, 734:191-201.
    • (2005) J. Chromatogr. B , vol.734 , pp. 191-201
    • Stenhoff, H.1    Blomqvist, A.2    Lagerström, P.3
  • 16
    • 77950800185 scopus 로고    scopus 로고
    • United States Pharmacopoeial Convention, Rockville, MD
    • United States Pharmacopoeia 2000, United States Pharmacopoeial Convention, Rockville, MD, p. 2150. 24th ed.
    • (2000) United States Pharmacopoeia , pp. 2150
  • 17
    • 0037313425 scopus 로고    scopus 로고
    • A proton-pump inhibitor expedition: the case histories of omeprazole and esomeprazole
    • Olbe L., Carlsson E., Lindberg P. A proton-pump inhibitor expedition: the case histories of omeprazole and esomeprazole. Nat. Rev. Drug Discov. 2003, 2:132-139.
    • (2003) Nat. Rev. Drug Discov. , vol.2 , pp. 132-139
    • Olbe, L.1    Carlsson, E.2    Lindberg, P.3
  • 18
    • 21544460981 scopus 로고    scopus 로고
    • Optimization of the chiral separation of a Ca-sensitizing drug on an immobilized polysaccharide-based chiral stationary phase: case study with a preparative perspective
    • Zhang T., Schaeffer M., Franco P. Optimization of the chiral separation of a Ca-sensitizing drug on an immobilized polysaccharide-based chiral stationary phase: case study with a preparative perspective. J. Chromatogr. A 2005, 1083:96-101.
    • (2005) J. Chromatogr. A , vol.1083 , pp. 96-101
    • Zhang, T.1    Schaeffer, M.2    Franco, P.3
  • 19
    • 28944433830 scopus 로고    scopus 로고
    • Analytical and semipreparative high performance liquid chromatography enantioseparation of new substituted 1-thiocarbamoyl-3,5-diaryl-4,5-dihydro-(1H)-pyrazoles on polysaccharide-based chiral stationary phases in normal-phase, polar organic and reversed-phase conditions
    • Cirilli R., Simonelli A., Ferretti R., Bolasco A., Chimenti P., Secci D., Maccioni E., La Torre F. Analytical and semipreparative high performance liquid chromatography enantioseparation of new substituted 1-thiocarbamoyl-3,5-diaryl-4,5-dihydro-(1H)-pyrazoles on polysaccharide-based chiral stationary phases in normal-phase, polar organic and reversed-phase conditions. J. Chromatogr. A 2006, 1101:198-203.
    • (2006) J. Chromatogr. A , vol.1101 , pp. 198-203
    • Cirilli, R.1    Simonelli, A.2    Ferretti, R.3    Bolasco, A.4    Chimenti, P.5    Secci, D.6    Maccioni, E.7    La Torre, F.8
  • 21
    • 54049085711 scopus 로고    scopus 로고
    • Common approaches for efficient method development with immobilised polysaccharide-derived chiral stationary phases
    • Franco P., Zhang T. Common approaches for efficient method development with immobilised polysaccharide-derived chiral stationary phases. J. Chromatogr. B 2008, 875:48-56.
    • (2008) J. Chromatogr. B , vol.875 , pp. 48-56
    • Franco, P.1    Zhang, T.2
  • 22
    • 66649115674 scopus 로고    scopus 로고
    • Direct high-performance liquid chromatography enantioseparation of terazosin on an immobilised polysaccharide-based chiral stationary phase under polar organic and reversed-phase conditions
    • Ferretti R., Gallinella B., La Torre F., Zanitti L., Turchetto L., Mosca A., Cirilli R. Direct high-performance liquid chromatography enantioseparation of terazosin on an immobilised polysaccharide-based chiral stationary phase under polar organic and reversed-phase conditions. J Chromatogr. A 2009, 1216:5385-5390.
    • (2009) J Chromatogr. A , vol.1216 , pp. 5385-5390
    • Ferretti, R.1    Gallinella, B.2    La Torre, F.3    Zanitti, L.4    Turchetto, L.5    Mosca, A.6    Cirilli, R.7
  • 23
    • 75449101399 scopus 로고    scopus 로고
    • Semipreparative HPLC enantioseparation, chiroptical properties, and absolute configuration of two novel cyclooxygenase-2 inhibitors
    • Cirilli R., Fiore S., La Torre F., Maccioni E., Secci D., Sanna M.L., Faggi C. Semipreparative HPLC enantioseparation, chiroptical properties, and absolute configuration of two novel cyclooxygenase-2 inhibitors. Chirality 2010, 22:56-62.
    • (2010) Chirality , vol.22 , pp. 56-62
    • Cirilli, R.1    Fiore, S.2    La Torre, F.3    Maccioni, E.4    Secci, D.5    Sanna, M.L.6    Faggi, C.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.