Preparation and evaluation of molecularly imprinted polymer liquid chromatography column for the separation of ephedrine enantiomers
In this study molecular imprinting technology was employed to prepare a specific affinity sorbent for the resolution of Ephedrine, a chiral drug. The molecularly imprinted polymer (MIP) was prepared by non-covalent molecular imprinting with either (+) or (-)-Ephedrine ((R∗,S∗)-2-(methylamino)-1-phen...
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| Format: | Article |
| Language: | English |
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Elsevier
2016-09-01
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| Series: | Arabian Journal of Chemistry |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S1878535211001766 |
| _version_ | 1811213266272124928 |
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| author | Krishnamoorthy balamurugan Kannan Gokulakrishnan Tangirala Prakasam |
| author_facet | Krishnamoorthy balamurugan Kannan Gokulakrishnan Tangirala Prakasam |
| author_sort | Krishnamoorthy balamurugan |
| collection | DOAJ |
| description | In this study molecular imprinting technology was employed to prepare a specific affinity sorbent for the resolution of Ephedrine, a chiral drug. The molecularly imprinted polymer (MIP) was prepared by non-covalent molecular imprinting with either (+) or (-)-Ephedrine ((R∗,S∗)-2-(methylamino)-1-phenylpropan-1-ol) 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 (±)-Ephedrine racemates. The separation factor for the enantiomers ranged between 1.3 and 2.1 when the column was packed with MIP prepared with (+)-Ephedrine as the template. A separation factor ranging from 1.3 to 2.6 could be achieved from the column packed with MIP, prepared with (-)-Ephedrine 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 the MIP particles and the possible non-specific interaction. |
| first_indexed | 2024-04-12T05:43:02Z |
| format | Article |
| id | doaj.art-5537af21fd1d4c9c83bb683cfa0a1c05 |
| institution | Directory Open Access Journal |
| issn | 1878-5352 |
| language | English |
| last_indexed | 2024-04-12T05:43:02Z |
| publishDate | 2016-09-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Arabian Journal of Chemistry |
| spelling | doaj.art-5537af21fd1d4c9c83bb683cfa0a1c052022-12-22T03:45:33ZengElsevierArabian Journal of Chemistry1878-53522016-09-019S1S528S53610.1016/j.arabjc.2011.06.024Preparation and evaluation of molecularly imprinted polymer liquid chromatography column for the separation of ephedrine enantiomersKrishnamoorthy balamurugan0Kannan Gokulakrishnan1Tangirala Prakasam2Research and Development Centre, Malladi Drugs and Pharmaceuticals Ltd No. 788/1, Irulapalayam, Kuthambakkam 602 107, IndiaDepartment of Chemistry, PRIST University, East Campus, Thanjavur 613403, IndiaResearch and Development Centre, Malladi Drugs and Pharmaceuticals Ltd No. 788/1, Irulapalayam, Kuthambakkam 602 107, IndiaIn this study molecular imprinting technology was employed to prepare a specific affinity sorbent for the resolution of Ephedrine, a chiral drug. The molecularly imprinted polymer (MIP) was prepared by non-covalent molecular imprinting with either (+) or (-)-Ephedrine ((R∗,S∗)-2-(methylamino)-1-phenylpropan-1-ol) 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 (±)-Ephedrine racemates. The separation factor for the enantiomers ranged between 1.3 and 2.1 when the column was packed with MIP prepared with (+)-Ephedrine as the template. A separation factor ranging from 1.3 to 2.6 could be achieved from the column packed with MIP, prepared with (-)-Ephedrine 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 the MIP particles and the possible non-specific interaction.http://www.sciencedirect.com/science/article/pii/S1878535211001766EnantiomersEphedrineChiral drugMolecularly imprinted polymersTemplate |
| spellingShingle | Krishnamoorthy balamurugan Kannan Gokulakrishnan Tangirala Prakasam Preparation and evaluation of molecularly imprinted polymer liquid chromatography column for the separation of ephedrine enantiomers Arabian Journal of Chemistry Enantiomers Ephedrine Chiral drug Molecularly imprinted polymers Template |
| title | Preparation and evaluation of molecularly imprinted polymer liquid chromatography column for the separation of ephedrine enantiomers |
| title_full | Preparation and evaluation of molecularly imprinted polymer liquid chromatography column for the separation of ephedrine enantiomers |
| title_fullStr | Preparation and evaluation of molecularly imprinted polymer liquid chromatography column for the separation of ephedrine enantiomers |
| title_full_unstemmed | Preparation and evaluation of molecularly imprinted polymer liquid chromatography column for the separation of ephedrine enantiomers |
| title_short | Preparation and evaluation of molecularly imprinted polymer liquid chromatography column for the separation of ephedrine enantiomers |
| title_sort | preparation and evaluation of molecularly imprinted polymer liquid chromatography column for the separation of ephedrine enantiomers |
| topic | Enantiomers Ephedrine Chiral drug Molecularly imprinted polymers Template |
| url | http://www.sciencedirect.com/science/article/pii/S1878535211001766 |
| work_keys_str_mv | AT krishnamoorthybalamurugan preparationandevaluationofmolecularlyimprintedpolymerliquidchromatographycolumnfortheseparationofephedrineenantiomers AT kannangokulakrishnan preparationandevaluationofmolecularlyimprintedpolymerliquidchromatographycolumnfortheseparationofephedrineenantiomers AT tangiralaprakasam preparationandevaluationofmolecularlyimprintedpolymerliquidchromatographycolumnfortheseparationofephedrineenantiomers |