Biological Evaluation of Esters of 4-Carboxylate-1,2,3-triazine and Analogs as New Potential Anti-Agents.
Source: PubMed, NCBI / U.S. National Library of Medicine
In searching for novel molecules to act as antibacterial agents, particularly againstbacteria, three series of C5- and C6-substituted 1,2,3-triazine compounds were investigated: 1,2,3-triazine-4-carboxylate 1-oxide (series), 1,2,3-triazine-4-carboxylate (series), and 3,6-dihydro-1,2,3-triazine-4-carboxylate 1-oxide derivatives (series). Their structural elucidation was confirmed byH-NMR,C-NMR, and HRMS. We determined their antibacterial activity (MIC value) using the MABA against theH37Rv strain, as well as their physicochemical and pharmacokinetic properties. Finally, to determine their potential mode of action, an inhibition assay againstDNA gyrase was performed. Compounds 4-ethoxycarbonyl-5-(3-methoxyphenyl)-1,2,3-triazine () and 4-ethoxycarbonyl-5 -(n-propyl)-1,2,3-triazine () exhibited high activity againstwith MIC values < 5.90 µg/mL and selectivity index of 18.56 and 8.36, respectively. Additionally, compoundalso exhibited anti-mycobacterial activity with MIC values < 10.0 µg/mL. However, none of the selected compounds inhibited the activity ofDNA gyrase, suggesting that another drug target may be involved as a mode of action. These results encourage exploring the use of 1,2,3-triazine as a scaffold for the development of new anti-mycobacterium agents.