Theoretical and molecular docking study of ketoconazole on heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin as chiral selector
A molecular docking study, using molecular mechanics calculations with AutoDock and semi-empirical PM3 calculations, was used to predict the enantiodiscrimination of heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin (TMβCD) and ketoconazole (KTZ) enantiomers. A Density Functional Theory (DFT) single-point...
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John Wiley and Sons Inc.
2016
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| author | Arsad, S. R. Maarof, H. Wan Ibrahim, W. A. Aboul-Enein, H. Y. |
| author_facet | Arsad, S. R. Maarof, H. Wan Ibrahim, W. A. Aboul-Enein, H. Y. |
| author_sort | Arsad, S. R. |
| collection | ePrints |
| description | A molecular docking study, using molecular mechanics calculations with AutoDock and semi-empirical PM3 calculations, was used to predict the enantiodiscrimination of heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin (TMβCD) and ketoconazole (KTZ) enantiomers. A Density Functional Theory (DFT) single-point calculation at the level of B3LYP/6-311G (d,p) was performed for the PM3-optimized complexes to obtain more accurate binding energy and the electronic structures of the complexes. The difference in energies of the inclusion complexes between the KTZ enantiomers and TMβCD is probably a measure of chiral discrimination, which results in the separation of the enantiomers as observed in the experimental studies. Chirality 28:209-214, 2016. |
| first_indexed | 2024-03-05T20:07:03Z |
| format | Article |
| id | utm.eprints-73815 |
| institution | Universiti Teknologi Malaysia - ePrints |
| last_indexed | 2024-03-05T20:07:03Z |
| publishDate | 2016 |
| publisher | John Wiley and Sons Inc. |
| record_format | dspace |
| spelling | utm.eprints-738152017-11-18T07:40:37Z http://eprints.utm.my/73815/ Theoretical and molecular docking study of ketoconazole on heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin as chiral selector Arsad, S. R. Maarof, H. Wan Ibrahim, W. A. Aboul-Enein, H. Y. QD Chemistry A molecular docking study, using molecular mechanics calculations with AutoDock and semi-empirical PM3 calculations, was used to predict the enantiodiscrimination of heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin (TMβCD) and ketoconazole (KTZ) enantiomers. A Density Functional Theory (DFT) single-point calculation at the level of B3LYP/6-311G (d,p) was performed for the PM3-optimized complexes to obtain more accurate binding energy and the electronic structures of the complexes. The difference in energies of the inclusion complexes between the KTZ enantiomers and TMβCD is probably a measure of chiral discrimination, which results in the separation of the enantiomers as observed in the experimental studies. Chirality 28:209-214, 2016. John Wiley and Sons Inc. 2016 Article PeerReviewed Arsad, S. R. and Maarof, H. and Wan Ibrahim, W. A. and Aboul-Enein, H. Y. (2016) Theoretical and molecular docking study of ketoconazole on heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin as chiral selector. Chirality, 28 (3). pp. 209-214. ISSN 0899-0042 https://www.scopus.com/inward/record.uri?eid=2-s2.0-84958108027&doi=10.1002%2fchir.22554&partnerID=40&md5=41e49786cf6cb63d7fd476262a98c563 |
| spellingShingle | QD Chemistry Arsad, S. R. Maarof, H. Wan Ibrahim, W. A. Aboul-Enein, H. Y. Theoretical and molecular docking study of ketoconazole on heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin as chiral selector |
| title | Theoretical and molecular docking study of ketoconazole on heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin as chiral selector |
| title_full | Theoretical and molecular docking study of ketoconazole on heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin as chiral selector |
| title_fullStr | Theoretical and molecular docking study of ketoconazole on heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin as chiral selector |
| title_full_unstemmed | Theoretical and molecular docking study of ketoconazole on heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin as chiral selector |
| title_short | Theoretical and molecular docking study of ketoconazole on heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin as chiral selector |
| title_sort | theoretical and molecular docking study of ketoconazole on heptakis 2 3 6 tri o methyl β cyclodextrin as chiral selector |
| topic | QD Chemistry |
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