Supramolecular effects in chiral discrimination of clenbuterol enantiomers in RP-HPLC system with helically self-assembled mobile-phase additive. Retention studies and molecular modeling approach
✍ Scribed by Grzegorz Bazylak; Hassan Y. Aboul-Enein
- Publisher
- John Wiley and Sons
- Year
- 1999
- Tongue
- English
- Weight
- 240 KB
- Volume
- 11
- Category
- Article
- ISSN
- 0899-0042
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✦ Synopsis
The standard RP-HPLC mode with a conventional octadecylsilicapacked column and the chiral chelate (-)(M)(,⌳)-[4,4Ј-((1S)-methyl-(2R)propylethanediyldiimino)bis(pent-3-en-2-onato)]nickel(II), with a flexible, helically selfassembled structure, as the chiral selector in a mobile phase of acetonitrile-phosphate buffer was used for direct separation of the enantiomers of clenbuterol (1-(4-amino-3,5dichlorophenyl)-2-tert-butylaminoethanol), a widely administered broncholidator. Formation of hydrogen-bonded supramolecular associates with diversified stability from two molecules of the helically self-assembled chiral selector and the enantiomers of clenbuterol has been suggested from molecular modeling data. For enantioselective discrimination of solutes, the crucial role of the partly adsorbed chiral selector molecules in the surface phase of proposed RP-HPLC system has been emphasized.