Preparation and evaluation of molecularly imprinted polymer liquid chromatography column for the separation of Cathine enantiomers |
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Authors: | Krishnamoorthy Balamurugan Kannan Gokulakrishnan Tangirala Prakasam |
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Institution: | 1. Research and Development Centre, Malladi Drugs and Pharmaceuticals Ltd., No. 788/1, Irulapalayam, Kuthambakkam 602 107, India;2. Department of Chemistry, PRIST University, East Campus, Thanjavur 613 403, India |
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Abstract: | In this study molecular imprinting technology was employed to prepare a specific affinity sorbent for the resolution of Cathine, a chiral drug product. The molecularly imprinted polymer (MIP) was prepared by non-covalent molecular imprinting with either (+) or (?)-Cathine (threo-2-amino-1-hydroxy-1-phenyl propane; norpseudoephedrine) as the template. Methacrylic acid and ethylene glycol di-methacrylate were copolymerized in the presence of the template molecule. The bulk polymerization was carried out in chloroform with 2,2′-azobisisobutyronitrile as the initiator, at 5 °C and under UV radiation. The resulting MIP was ground into powders, which were slurry packed into analytical columns. After removal of template molecules, the MIP-packed columns were found to be effective for the resolution of (±)-Cathine racemates. The separation factor for the enantiomers ranged between 1.5 and 2.4 when the column was packed with MIP prepared with (+)-Cathine as the template. A separation factor ranging from 1.6 to 2.9 could be achieved from the column packed with MIP, prepared with (?)-Cathine as the template. Although the separation factor was higher with that previously obtained from reversed-phase column chromatography following derivatization with a chiral agent, elution peaks were broader due to the heterogeneity of binding sites on MIP particles and the possible non-specific interaction. |
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Keywords: | Enantiomer separation Cathine Chiral drug product Molecularly imprinted polymers Template |
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