메뉴 건너뛰기




Volumn 62, Issue , 2012, Pages 42-47

Chiral recognition of dapoxetine enantiomers with methylated-gamma-cyclodextrin: A validated capillary electrophoresis method

Author keywords

Enantioseparation; Orthogonal experimental design; Priligy; Synthesis; Validation

Indexed keywords

BUFFER; DAPOXETINE; GAMMA CYCLODEXTRIN; SILICON DIOXIDE;

EID: 84857140267     PISSN: 07317085     EISSN: 1873264X     Source Type: Journal    
DOI: 10.1016/j.jpba.2011.12.032     Document Type: Article
Times cited : (26)

References (37)
  • 1
    • 0242416187 scopus 로고    scopus 로고
    • Premature to early ejaculation: a sampling of manuscripts regarding the most common male sexual dysfunction published in the IJIR: The Journal of Sexual Medicine
    • Goldstein I. Premature to early ejaculation: a sampling of manuscripts regarding the most common male sexual dysfunction published in the IJIR: The Journal of Sexual Medicine. Int. J. Impot. Res. 2003, 15:307-308.
    • (2003) Int. J. Impot. Res. , vol.15 , pp. 307-308
    • Goldstein, I.1
  • 2
    • 34249987338 scopus 로고    scopus 로고
    • Dapoxetine, a novel selective serotonin transport inhibitor for the treatment of premature ejaculation
    • Kendirci M., Salem E., Hellstrom W.J.G. Dapoxetine, a novel selective serotonin transport inhibitor for the treatment of premature ejaculation. Ther. Clin. Risk Manage. 2007, 3:277-289.
    • (2007) Ther. Clin. Risk Manage. , vol.3 , pp. 277-289
    • Kendirci, M.1    Salem, E.2    Hellstrom, W.J.G.3
  • 5
    • 32944463634 scopus 로고    scopus 로고
    • Single- and multiple dose pharmacokinetics of dapoxetine hydrochloride, a novel agent for the treatment of premature ejaculation
    • Modi N.B., Dresser M.J., Simon M., Lin D., Desai D., Gupta S. Single- and multiple dose pharmacokinetics of dapoxetine hydrochloride, a novel agent for the treatment of premature ejaculation. J. Clin. Pharmacol. 2006, 46:301-309.
    • (2006) J. Clin. Pharmacol. , vol.46 , pp. 301-309
    • Modi, N.B.1    Dresser, M.J.2    Simon, M.3    Lin, D.4    Desai, D.5    Gupta, S.6
  • 8
    • 33645779771 scopus 로고    scopus 로고
    • Lipase-catalyzed resolution of chiral 1,3-amino alcohols: application in the asymmetric synthesis of (S)-dapoxetine
    • Torre O., Gotor-Fernández V., Gotor V. Lipase-catalyzed resolution of chiral 1,3-amino alcohols: application in the asymmetric synthesis of (S)-dapoxetine. Tetrahedron 2006, 17:860-866.
    • (2006) Tetrahedron , vol.17 , pp. 860-866
    • Torre, O.1    Gotor-Fernández, V.2    Gotor, V.3
  • 9
    • 34748923492 scopus 로고    scopus 로고
    • Enantioselective synthesis of (S)-dapoxetine
    • Siddiqui S.A., Srinivasan K.V. Enantioselective synthesis of (S)-dapoxetine. Tetrahedron 2007, 18:2099-2103.
    • (2007) Tetrahedron , vol.18 , pp. 2099-2103
    • Siddiqui, S.A.1    Srinivasan, K.V.2
  • 10
    • 73449118783 scopus 로고    scopus 로고
    • A stereoselective synthesis of (S)-dapoxetine starting from transcinnamyl alcohol
    • Venkatesan K., Srinivasan K.V. A stereoselective synthesis of (S)-dapoxetine starting from transcinnamyl alcohol. ARKIVOC 2008, XVI:302-310.
    • (2008) ARKIVOC , vol.16 , pp. 302-310
    • Venkatesan, K.1    Srinivasan, K.V.2
  • 11
    • 60349111475 scopus 로고    scopus 로고
    • An efficient formal synthesis of (S)-dapoxetine from enantiopure 3-hydroxy azetidin-2-one
    • Chincholkar P.M., Kale A.S., Gumaste V.K., Deshmukh A.R.A.S An efficient formal synthesis of (S)-dapoxetine from enantiopure 3-hydroxy azetidin-2-one. Tetrahedron 2009, 65:2605-2609.
    • (2009) Tetrahedron , vol.65 , pp. 2605-2609
    • Chincholkar, P.M.1    Kale, A.S.2    Gumaste, V.K.3    Deshmukh, A.R.A.S.4
  • 12
    • 77149157223 scopus 로고    scopus 로고
    • Stereoselective chemoenzymatic preparation of β-amino esters: molecular modelling considerations in lipase-mediated processes and application to the synthesis of (S)-dapoxetine
    • Rodríguez-Mata M., García-Urdiales E., Gotor-Fernández V., Gotor V. Stereoselective chemoenzymatic preparation of β-amino esters: molecular modelling considerations in lipase-mediated processes and application to the synthesis of (S)-dapoxetine. Adv. Synth. Catal. 2010, 352:395-406.
    • (2010) Adv. Synth. Catal. , vol.352 , pp. 395-406
    • Rodríguez-Mata, M.1    García-Urdiales, E.2    Gotor-Fernández, V.3    Gotor, V.4
  • 13
    • 73449141456 scopus 로고    scopus 로고
    • Highly efficient, enantioselective syntheses of (S)-(+)- and (R)-(-)-dapoxetine starting with 3-phenyl-1-propanol
    • Kang S., Lee H-K. Highly efficient, enantioselective syntheses of (S)-(+)- and (R)-(-)-dapoxetine starting with 3-phenyl-1-propanol. J. Org. Chem. 2010, 75:237-240.
    • (2010) J. Org. Chem. , vol.75 , pp. 237-240
    • Kang, S.1    Lee, H.-K.2
  • 16
    • 70349183541 scopus 로고    scopus 로고
    • Isolation and structural elucidation of dapoxetine as an adulterant in a health supplement used for sexual performance enhancement
    • Li L., Lowa M-Y., Geb X., Bloodworth B.C., Koha H-L. Isolation and structural elucidation of dapoxetine as an adulterant in a health supplement used for sexual performance enhancement. J. Pharm. Biomed. Anal. 2009, 50:724-728.
    • (2009) J. Pharm. Biomed. Anal. , vol.50 , pp. 724-728
    • Li, L.1    Lowa, M.-Y.2    Geb, X.3    Bloodworth, B.C.4    Koha, H.-L.5
  • 17
    • 0026499024 scopus 로고
    • Chiral separation by capillary electrophoresis
    • Kuhnl R., Hoffstetter-Kuhn S. Chiral separation by capillary electrophoresis. Chromatographia 1992, 34:505-512.
    • (1992) Chromatographia , vol.34 , pp. 505-512
    • Kuhnl, R.1    Hoffstetter-Kuhn, S.2
  • 19
    • 54749156358 scopus 로고    scopus 로고
    • Strategies in method development to quantify enantiomeric impurities using CE
    • Deeb S.E., Hasemann P., Wätzig H. Strategies in method development to quantify enantiomeric impurities using CE. Electrophoresis 2008, 29:3552-3562.
    • (2008) Electrophoresis , vol.29 , pp. 3552-3562
    • Deeb, S.E.1    Hasemann, P.2    Wätzig, H.3
  • 20
    • 0031689020 scopus 로고    scopus 로고
    • Experimental design methodologies to optimize the CE separation of epinephrine enantiomers
    • Fanali S., Furlanetto S., Aturki Z., Pinzauti S. Experimental design methodologies to optimize the CE separation of epinephrine enantiomers. Chromatographia 1998, 48:395-401.
    • (1998) Chromatographia , vol.48 , pp. 395-401
    • Fanali, S.1    Furlanetto, S.2    Aturki, Z.3    Pinzauti, S.4
  • 21
    • 0032536145 scopus 로고    scopus 로고
    • Orthogonal array design experiments for optimizing the separation of various pesticides by cyclodextrin-modified micellar electrokinetic chromatography
    • He Y., Kee Lee H. Orthogonal array design experiments for optimizing the separation of various pesticides by cyclodextrin-modified micellar electrokinetic chromatography. J. Chromatogr. A 1998, 793:331-340.
    • (1998) J. Chromatogr. A , vol.793 , pp. 331-340
    • He, Y.1    Kee Lee, H.2
  • 22
    • 79951768654 scopus 로고    scopus 로고
    • Development and validation of a capillary electrophoresis method for the enantiomeric purity determination of RS86017 using experimental design
    • Liu M., Zheng Y., Ji Y., Zhang C. Development and validation of a capillary electrophoresis method for the enantiomeric purity determination of RS86017 using experimental design. J. Pharm. Biomed. Anal. 2011, 55:93-100.
    • (2011) J. Pharm. Biomed. Anal. , vol.55 , pp. 93-100
    • Liu, M.1    Zheng, Y.2    Ji, Y.3    Zhang, C.4
  • 23
    • 0027245007 scopus 로고
    • Use of cyclodextrins as chiral selectors for direct resolution of the enantiomers of fluoxetine and its metabolite norfluoxetine by HPLC
    • Piperaki S., Parissi-Poulou M. Use of cyclodextrins as chiral selectors for direct resolution of the enantiomers of fluoxetine and its metabolite norfluoxetine by HPLC. Chirality 1993, 5:258-266.
    • (1993) Chirality , vol.5 , pp. 258-266
    • Piperaki, S.1    Parissi-Poulou, M.2
  • 24
    • 0029064309 scopus 로고
    • Systematic approach to treatment of enantiomeric separations in capillary electrophoresis and liquid chromatography II. A study of the enantiomeric separation of fluoxetine and norfluoxetine
    • Piperaki S., Penn S.G., Goodall D.M. Systematic approach to treatment of enantiomeric separations in capillary electrophoresis and liquid chromatography II. A study of the enantiomeric separation of fluoxetine and norfluoxetine. J. Chromatogr. A 1995, 700:59-67.
    • (1995) J. Chromatogr. A , vol.700 , pp. 59-67
    • Piperaki, S.1    Penn, S.G.2    Goodall, D.M.3
  • 25
    • 0032756422 scopus 로고    scopus 로고
    • Enantiomeric separation of fluoxetine and norfluoxetine in plasma and serum samples with high detection sensitivity capillary electrophoresis
    • Desiderio C., Rudaz S., Raggi M.A., Fanali S. Enantiomeric separation of fluoxetine and norfluoxetine in plasma and serum samples with high detection sensitivity capillary electrophoresis. Electrophoresis 1999, 20:3432-3438.
    • (1999) Electrophoresis , vol.20 , pp. 3432-3438
    • Desiderio, C.1    Rudaz, S.2    Raggi, M.A.3    Fanali, S.4
  • 26
    • 1642493678 scopus 로고    scopus 로고
    • HPLC determination of sertraline in bulk drug, tablets and capsules using hydroxypropyl-beta-cyclodextrin as mobile phase additive
    • Chen D., Jiang S., Chen Y., Hu Y. HPLC determination of sertraline in bulk drug, tablets and capsules using hydroxypropyl-beta-cyclodextrin as mobile phase additive. J. Pharm. Biomed. Anal. 2004, 34:239-245.
    • (2004) J. Pharm. Biomed. Anal. , vol.34 , pp. 239-245
    • Chen, D.1    Jiang, S.2    Chen, Y.3    Hu, Y.4
  • 27
    • 67650241737 scopus 로고    scopus 로고
    • Separation of stereoisomers of sertraline and its related enantiomeric impurities on a dimethylated beta-cyclodextrin stationary phase by HPLC
    • Rao R.N., Talluri M.V.N.K., Maurya P.K. Separation of stereoisomers of sertraline and its related enantiomeric impurities on a dimethylated beta-cyclodextrin stationary phase by HPLC. J. Pharm. Biomed. Anal. 2009, 50:281-286.
    • (2009) J. Pharm. Biomed. Anal. , vol.50 , pp. 281-286
    • Rao, R.N.1    Talluri, M.V.N.K.2    Maurya, P.K.3
  • 29
    • 57349162738 scopus 로고    scopus 로고
    • Separation of paroxetine and its intermediate enantiomers by high performance liquid chromatography using carboxy-methyl-β-cyclodextrin as chiral mobile phase additive
    • Lu T., Yang M. Separation of paroxetine and its intermediate enantiomers by high performance liquid chromatography using carboxy-methyl-β-cyclodextrin as chiral mobile phase additive. Chin. J. Chromatogr. 2007, 25:830-833.
    • (2007) Chin. J. Chromatogr. , vol.25 , pp. 830-833
    • Lu, T.1    Yang, M.2
  • 30
    • 0042934072 scopus 로고    scopus 로고
    • Chiral separation of fluoxetine and its analogs with charged cyclodextrins by capillary electrophoresis
    • Inoue T., Chang J.P. Chiral separation of fluoxetine and its analogs with charged cyclodextrins by capillary electrophoresis. J. Liq. Chromatogr. Relat. Technol. 2003, 26:2351-2367.
    • (2003) J. Liq. Chromatogr. Relat. Technol. , vol.26 , pp. 2351-2367
    • Inoue, T.1    Chang, J.P.2
  • 31
    • 0345873424 scopus 로고    scopus 로고
    • Infinite enantiomeric resolution of basic compounds using highly sulfated cyclodextrin as chiral selector in capillary electrophoresis
    • Rudaz S., Calleri E., Geiser L., Cherkaoui S., Prat J., Veuthey J-L. Infinite enantiomeric resolution of basic compounds using highly sulfated cyclodextrin as chiral selector in capillary electrophoresis. Electrophoresis 2003, 24:2633-2641.
    • (2003) Electrophoresis , vol.24 , pp. 2633-2641
    • Rudaz, S.1    Calleri, E.2    Geiser, L.3    Cherkaoui, S.4    Prat, J.5    Veuthey, J.-L.6
  • 32
    • 33644867499 scopus 로고    scopus 로고
    • Pharmacokinetic and pharmacodynamic features of dapoxetine, a novel drug for 'on demand' treatment of premature ejaculation
    • Andersson K-E., Mulhall J.P., Wyllie M.G. Pharmacokinetic and pharmacodynamic features of dapoxetine, a novel drug for 'on demand' treatment of premature ejaculation. B. J. U. Int. 2005, 97:311-315.
    • (2005) B. J. U. Int. , vol.97 , pp. 311-315
    • Andersson, K.-E.1    Mulhall, J.P.2    Wyllie, M.G.3
  • 33
    • 0030030710 scopus 로고    scopus 로고
    • Examination of the origin, variation, and proper use of expressions for the estimation of association constants by capillary electrophoresis
    • Rundlett K.L., Armstrong D.W. Examination of the origin, variation, and proper use of expressions for the estimation of association constants by capillary electrophoresis. J. Chromatogr. A 1996, 721:173-186.
    • (1996) J. Chromatogr. A , vol.721 , pp. 173-186
    • Rundlett, K.L.1    Armstrong, D.W.2
  • 34
    • 0025853654 scopus 로고
    • Use of cyclodextrins in capillary zone electrophoresis: resolution of terbutaline and propranolol enantiomers
    • Fanali S. Use of cyclodextrins in capillary zone electrophoresis: resolution of terbutaline and propranolol enantiomers. J. Chromatogr. 1991, 545:437-444.
    • (1991) J. Chromatogr. , vol.545 , pp. 437-444
    • Fanali, S.1
  • 35
    • 55449119909 scopus 로고    scopus 로고
    • Guideline Q2 (R1), validation of analytical procedures: text and methodology
    • Guideline Q2 (R1), validation of analytical procedures: text and methodology. International Conference on Harmonization 2005, http://www.ich.org/.
    • (2005) International Conference on Harmonization
  • 36
    • 0032433807 scopus 로고    scopus 로고
    • Robustness testing of a liquid chromatography method for the determination of vorozole and its related compounds in oral tablets
    • Jimidar M., Niemeijer N., Peeters R., Hoogmartens J. Robustness testing of a liquid chromatography method for the determination of vorozole and its related compounds in oral tablets. J. Pharm. Biomed. Anal. 1998, 18:479-485.
    • (1998) J. Pharm. Biomed. Anal. , vol.18 , pp. 479-485
    • Jimidar, M.1    Niemeijer, N.2    Peeters, R.3    Hoogmartens, J.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.