Synthesis and properties of tobramycinmoxifloxacin hybrid antibiotics linked at position C5 of tobramycin for overcoming resistance in Pseudomonas aeruginosa
| dc.contributor.author | Fabra Prieto, Juan Camilo | |
| dc.contributor.examiningcommittee | Perreault, Helene (Chemistry) Kumar, Ayush (Microbiology) | en_US |
| dc.contributor.supervisor | Schweizer, Frank (Chemistry) | en_US |
| dc.date.accessioned | 2018-01-08T22:17:01Z | |
| dc.date.available | 2018-01-08T22:17:01Z | |
| dc.date.issued | 2017 | |
| dc.degree.discipline | Chemistry | en_US |
| dc.degree.level | Master of Science (M.Sc.) | en_US |
| dc.description.abstract | This project focuses on developing tobramycin-moxifloxacin antibiotics, connected through an aliphatic tether, and evaluates its optimal length. The initial protocol had several shortcomings: the hybrid with a two-carbon linker could not be synthesized, the linkage of moxifloxacin to the aliphatic chain was done through the carboxylic group instead of the amino group, and the tobramycin moiety was decomposed into nebramine after being exposed to HCl. The protocol was improved by the introduction of a protecting group for preventing the synthesis of the ester and the sequential deprotection of tobramycin for avoiding its decomposition. Finally, 4,4’-bis(bromomethyl)biphenyl, which is a common molecular framework in drugs, was used as a linker to study the impact of rigidness on hybrid activity. The new protocol allowed the synthesis of protected hybrids in high yields; however, the purification of the final compounds was unsuccessful due to the presence of inorganic salts. | en_US |
| dc.description.note | February 2018 | en_US |
| dc.identifier.uri | http://hdl.handle.net/1993/32747 | |
| dc.language.iso | eng | en_US |
| dc.rights | open access | en_US |
| dc.subject | Antibiotic Resistance, Pseudomonas Aeruginosa, Antibiotic Hybrids | en_US |
| dc.title | Synthesis and properties of tobramycinmoxifloxacin hybrid antibiotics linked at position C5 of tobramycin for overcoming resistance in Pseudomonas aeruginosa | en_US |
| dc.type | master thesis | en_US |