87
Views
14
CrossRef citations to date
0
Altmetric
ARTICLES

Micellar liquid chromatography for enantioseparation of β-adrenolytics using (S)-ketoprofen-based reagents

&

References

  • Frishman, W. H.; Cheng-Lai, A.; Nawarskas, J. Current Cardiovascular Drugs (4th edition). Current Medicine LLC: Philadelphia, PA, 2005.
  • Alwera, S.; Bhushan, R. (RS)-Propranolol: Enantioseparation by HPLC Using Newly Synthesized (S)-Levofloxacin-Based Reagent, Absolute Configuration of Diastereomers and Recovery of Native Enantiomers by Detagging. Biomed. Chromatogr. 2016, 30, 1772–1781.
  • Alwera, S.; Bhushan, R. Liquid Chromatographic Enantioseparation of Three Beta-Adrenolytics Using New Derivatizing Reagents Synthesized from (S)-Ketoprofen and Confirmation of Configuration of Diastereomers. Biomed. Chromatogr. 2016, 30, 1223–1233.
  • Esteve-Romero, J.; Carda-Broch, S.; Gil-Agustí, M.; Capella-Peiró, M.-E.; Bose, D. Micellar Liquid Chromatography for the Determination of Drug Materials in Pharmaceutical Preparations and Biological Samples. Trends Anal. Chem. 2005, 24, 75–91.
  • Stępnik, K. E. A Concise Review of Applications of Micellar Liquid Chromatography to Study Biologically Active Compounds. Biomed. Chromatogr. 2017, 31, e3741.
  • Ruiz-Angel, M. J.; Peris-García, E.; García-Alvarez-Coque, M. C. Reversed-Phase Liquid Chromatography with Mixed Micellar Mobile Phases of Brij-35 and Sodium Dodecyl Sulphate: A Method for the Analysis of Basic Compounds. Green Chem. 2015, 17, 3561–3570.
  • Rapado-Martínez, I.; Garcia-Alvarez-Coque, M. C.; Villanueva-Camañas, R. M. Liquid Chromatographic Procedure for the Evaluation of β-Blockers in Pharmaceuticals Using Hybrid Micellar Mobile Phases. J. Chromatogr. A 1997, 765, 221–231.
  • Singh, M.; Bhushan, R. (S)-Naproxen Based Novel Chiral Reagent for C–N Bond Formation: Enantioseparation of Some β-Blockers, Determination of Absolute Configuration and Elution Order of Diastereomers. RSC Adv. 2015, 5, 70255–70264.
  • ICH. Q2B Document: Validation of Analytical Procedures. International Conference of Harmonization: Geneva, Switzerland, 1996.
  • König, W.; Geiger, R. N-Hydroxyverbindungen als Katalysatoren für die Aminolyse aktivierter Ester. Chem. Ber. 1973, 106(11), 3626–3335.
  • Anderson, G. W.; Zimmerman, J. E.; Callahan, F. M. N-Hydroxysuccinimide Esters in Peptide Synthesis. J. Am. Chem. Soc. 1963, 85(19), 3039–3040.
  • Bhushan, R.; Nagar, H. Indirect Enantioseparation of Selenomethionine by Reversed-Phase High-Performance Liquid Chromatography Using a Newly Synthesized Chiral Derivatizing Reagent Based on (S)-Naproxen Moiety. Biomed. Chromatogr. 2014, 28, 106–111.
  • Bhushan, R.; Tanwar, S. Reversed-Phase High-Performance Liquid Chromatographic Enantioresolution of Six Beta-Blockers Using Dinitrophenyl-L-Pro-N-Hydroxysuccinimide Ester, N-Succinimidyl-(S)-2-(6-Methoxynaphth-2-yl) Propionate and Twelve Variants of Sanger’ Reagent as Chiral Derivatizing Reagents. Biomed. Chromatogr. 2009, 23, 1291–1299.
  • Bhushan, R.; Dixit, S. Enantioresolution of Five β-Blockers by Reversed-Phase High-Performance Liquid Chromatography Using Fifteen Chiral Derivatizing Reagents Having Amino Acids or Their Amides as Chiral Auxiliaries on a Cyanuric Chloride Platform. Biomed. Chromatogr. 2012, 26, 239–246.
  • Singh, A. K.; Pallastrelli, M. B.; Miritello Santoro, M. I. R. Direct Chiral Separations of Third Generation β-Blockers Through High Performance Liquid Chromatography: A Review. Sci. Chromatogr. 2015, 7(1), 65–84.
  • Ates, H.; Mangelings, D.; Heyden, Y. V. Chiral Separations in Polar Organic Solvent Chromatography: Updating a Screening Strategy with New Chlorine-Containing Polysaccharide-Based Selectors. J. Chromatogr. B 2008, 875, 57–64.
  • Hashema, H., Trundelberg, Y. V.; Attef, O.; Jira, T. Effect of Chromatographic Conditions on Liquid Chromatographic Chiral Separation of Terbutaline and Salbutamol on Chirobiotic V Column. J. Chromatogr. A 2011, 1218, 6727–6731.
  • Magiera, S.; Adolf, W.; Baranowska, I. Simultaneous Chiral Separation and Determination of Carvedilol and 5′-Hydroxyphenyl Carvedilol Enantiomers from Human Urine by High Performance Liquid Chromatography Coupled with Fluorescent Detection. Cent. Eur. J. Chem. 2013, 11(12), 2076–2087.
  • Taraji, M.; Talebpour, Z.; Adib, N.; Karimi, S.; Haghighi, F.; Aboul-Enein, H. Y. Determination of Carvedilol Enantiomers in Pharmaceutical Dosages by SBSE–HPLC Based on Diastereomer Formation. J. Chromatogr. Sci. 2015, 53, 1316–1321.
  • Moldovan, R.-C.; Dascăl, G.-S.; Mirel, V.; Bodoki, E.; Oprean, R. Chiral Separation of 16 Beta-Blockers on Immobilized Polysaccharide Chiral Stationary Phases. Farmacia 2015, 63(6), 909–912.
  • Bhushan, R.; Nagar, H.; Enantioseparation of Orciprenaline, Betaxolol, and Propranolol Using HPLC and New Chiral Reagents Based on 1,5-Difluoro-2,4-Dinitrobenzene. Anal. Lett. 2014, 47, 202–219.
  • Kleidernigg, O. P.; Posch, K.; Lindner, W. Synthesis and Application of a New Isothiocyanate as a Chiral Derivatizing Agent for the Indirect Resolution of Chiral Amino Alcohols and Amines. J. Chromatogr. A 1996, 729, 33–42.
  • Péter, M.; Fülöp, F. Comparison of Isothiocyanate Chiral Derivatizing Reagents for High-Performance Liquid Chromatography. Chromatographia. 2002, 56, 631–636.
  • Péter, M.; Gyéresi, A.; Fülöp, F. Liquid Chromatographic Enantioseparation of Beta-Blocking Agents with (1 R,2 R)-1,3-Diacetoxy-1-(4-nitrophenyl)-2-propyl Isothiocyanate as Chiral Derivatizing Agent. J. Chromatogr. A 2001, 910, 247–253.
  • Bhushan, R.; Dubey, R. Synthesis of (S)-Naproxen-Benzotriazole and Its Application as Chiral Derivatizing Reagent for Microwave-Assisted Synthesis and Indirect High Performance Liquid Chromatographic Separation of Diastereomers of Penicillamine, Cysteine and Homocysteine. J. Chromatogr. A 2011, 1218, 3648–3653.
  • Büschges, R.; Linde, H.; Mutschler, E.; Spahn-Langguth, H. Chloroformates and Isothiocyanates Derived from 2-Arylpropionic Acids as Chiral Reagents: Synthetic Routes and Chromatographic Behaviour of the Derivatives. J. Chromatogr. A 1996, 725, 323–334.
  • Batra, S.; Bhushan, R. Liquid Chromatographic Enantioseparation of (RS)-Mexiletine and (RS)-Fluoxetine Using Chiral Derivatizing Reagents Synthesized with (S)-Naproxen Moiety. Biomed. Chromatogr. 2014, 28, 815–825.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.