New fluoroquinolones/nitric oxide donor hybrids: design, synthesis and antitubercular activity
| Autor: | Vagolu Siva Krishna, Samar H. Abbas, Hossameldin A. Aziz, Gamal El Din A. Abuo-Rahma, James M. Berger, Glenn Hauk, Dharmarajan Sriram, Gamal A. I. Moustafa |
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| Rok vydání: | 2019 |
| Předmět: |
010405 organic chemistry
Organic Chemistry 01 natural sciences DNA gyrase Combinatorial chemistry 0104 chemical sciences Nitric oxide Ciprofloxacin 010404 medicinal & biomolecular chemistry chemistry.chemical_compound chemistry Nitrate Docking (molecular) Lipophilicity medicine General Pharmacology Toxicology and Pharmaceutics Nitrate ester Growth inhibition medicine.drug |
| Zdroj: | Medicinal Chemistry Research. 28:1272-1283 |
| ISSN: | 1554-8120 1054-2523 |
| DOI: | 10.1007/s00044-019-02372-y |
| Popis: | New nitric oxide (NO) donating fluoroquinolones/nitrate ester hybrids were prepared and their structures were characterized by various spectroscopic and analytical tools. The release of NO from the prepared nitrate esters was measured using the modified Griess colorimetric method. Evaluation of antitubercular activity showed that most of tested compounds exhibited comparable or higher activity than the parent fluoroquinolones. Compounds 2b, 3a, 4a, 5a, and 2d showed better activity than ciprofloxacin. Nevertheless, none of the new compounds were superior to the parent fluoroquinolones in terms of DNA cleavage stimulation in mycobacteria. The additional growth inhibition effect that is distinct from gyrase poisoning may be due to release of NO or enhancement of lipophilicity. These data are augmented by docking results where the docked compounds did not exert additional significant bindings over the parent fluoroquinolones. |
| Databáze: | OpenAIRE |
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