Prodrugs for Masking Bitter Taste of Antibacterial Drugs - A Computational Approach
| dc.contributor.author | Karaman, Rafik | |
| dc.date.accessioned | 2018-09-08T13:49:21Z | |
| dc.date.available | 2018-09-08T13:49:21Z | |
| dc.date.issued | 2013-02-19 | |
| dc.description.abstract | DFT calculations for the acid-catalyzed hydrolysis of several maleamic acid amide derivatives revealed that the reaction rate-limiting step is determined on the nature of the amine leaving group. Further, it was established that when the amine leaving group was a secondary amine, acyclovir or cefuroxime moiety the tetrahedral intermediate formation was the rate-limiting step such as in the cases of acyclovir ProD 1- ProD 4 and cefuroxime ProD 1- ProD 4. In addition, the linear correlation between the calculated and experimental rates provided a credible basis for designing prodrugs for masking bitter taste of the corresponding parental drugs which have the potential to release the parent drug in a sustained release fashion. For example, based on the DFT calculated rates the predicted t1/2 (a time needed for 50 % of the reactant to be hydrolyzed to products) for cefuroxime prodrugs, cefuroxime ProD 1- ProD 4, were 12 min, 18 min, 200 min and 123 min, respectively. | en_US |
| dc.identifier.issn | 0948-5023 | |
| dc.identifier.uri | https://dspace.alquds.edu/handle/20.500.12213/859 | |
| dc.language.iso | en_US | en_US |
| dc.publisher | Springer-Verlag | en_US |
| dc.subject | Antibacterial prodrugs | en_US |
| dc.subject | Cefuroxime prodrugs | en_US |
| dc.subject | DFTcalculations | en_US |
| dc.subject | Intramolecular amide hydrolysis | en_US |
| dc.subject | Maleamic acid amides | en_US |
| dc.subject | Masking bitter taste | en_US |
| dc.title | Prodrugs for Masking Bitter Taste of Antibacterial Drugs - A Computational Approach | en_US |
| dc.type | Article | en_US |