Binding Energy and Photostability of the β-cyclodextrin Encapsulates of Lornoxicam and Tenoxicam drugs:A combined Experimental and Theoretical Study | ||||
| Egyptian Journal of Chemistry | ||||
| Article 39, Volume 64, Issue 1, January 2021, Page 425-430 PDF (601.96 K) | ||||
| Document Type: Original Article | ||||
| DOI: 10.21608/ejchem.2020.37000.2765 | ||||
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| Authors | ||||
Eman Youssof1; Marwa Tammam1; Yousra Abdel-Mottaleb 2; Mohamed Sabry Abdel-Mottaleb  3
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| 1Drug Bioavailability Center, National Organization for Drug Control and Research (NODCAR), P.O. Box 29 Cairo, Egypt. | ||||
| 2Department of Pharmacology, Toxicology, and Biochemistry, Faculty of Pharmaceutical Sciences and Pharmaceutical industries, Future University in Egypt (FUE), Cairo 11835, Egypt. | ||||
| 3Nano-Photochemistry, Solar Chemistry and Computational Chemistry Labs, Department of Chemistry, Faculty of Science, Ain Shams University, Abbassia, Cairo 11566, Egypt. | ||||
| Abstract | ||||
| The lornoxicam (LRX) and tenoxicam (TNX) drugs form a stable 1:1 inclusion complex with b-cyclodextrin (β-CD) in aqueous solution. The experimentally determined association constants (K) of LRX- β-CD and TNX- β-CD are 13.4 and 10.3 M-1, respectively. Quantum chemical computations simulated the preferred orientation of guest molecules in the host. Geometry optimized results using the ONIOM technique provided more in-depth insights and identified the structure and showed that both drugs were partially encapsulated within the β-CD cavity. The calculated inclusion binding energy (BE, kcal mol-1) reveals the noticeable thermal stability of LRX-β-CD (-24.19 kcal/mol) over the TNX-β-CD (-13.45 kcal/mol) capsulate. Furthermore, the photostabilities of the encapsulated drugs were tested. Drug encapsulation did not result in any additional photostability. Moreover, encapsulation of the drugs in the β-CD resulted in noticeable changes in the electronic characteristics of the drugs, as reflected in their reactivity indices. The fact that the water-soluble β-CD formed inclusion complexes with water-insoluble LRX and TNX enables the drug delivery vehicle for oral administration. | ||||
| Keywords | ||||
| Lornoxicam; Tenoxicam; Photostability; ONIOM; Binding Energy; Reactivity indices | ||||
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