4H-Pyran-4-one derivatives:; leading molecule for preparation of compounds with antimycobacterial potential

Authors : Demet Us, Ece Gürdal, Barkın Berk, Sinem Öktem, Tanıl Kocagöz, Berrak Çağlayan, Işıl Aksan Kurnaz, Dilek Demir Erol

Pages : 803-812

View : 23 | Download : 13

Publication Date : 9999-12-31

Article Type : Makaleler

Abstract :A series of 3-hydroxy-6-methyl-2-((4-substitutedpiperazin-1- yl)methyl)-4H-pyran-4-one structured compounds were synthesized by reacting 5-hydroxy-2-methyl-4H-pyran-4-one with suitable piperazine derivatives using Mannich reaction conditions. Antibacterial activities of the compounds for E. coli, S. paratyphi, S. flexneri, E. gergoviae, and M. smegmatis were assessed in vitro by using broth dilution for determination of the minimum inhibitory concentration (MIC). In addition, their inhibitory effects over DNA gyrase enzyme were evaluated using a DNA gyrase supercoiling assay. Among the synthesized compounds; compound 7 showed a 4 m g/mL MIC value for M. smegmatis, whereas the other compounds demonstrated moderate to high activity. Those tested in the supercoiling assay had at best a very mild inhibition of the enzyme. This series deserves further attention for testing over Mycobacterium species and topoisomerase II inhibition to develop new lead drugs.
Keywords : Antimycobacterial activity, DNA gyrase activity, hydroxy-4H-pyran-4-one.