Design and synthesis of 1H-1,2,3-triazoles derived from econazole as antitubercular agents.
Econazole has been known to be active against Mycobacterium tuberculosis. We have designed and synthesized 1H-1,2,3-triazoles derived from econazole as antitubercular agents. The majority of triazole derivatives have been prepared by microwave-assisted click chemistry. It turned out that all of the prepared triazoles had no antifungal activities. However, most of the hydroxy-triazoles (6a and 10) apparently turned out to have antitubercular activities. Overall, hydroxy-triazoles 10 were more active than their corresponding ether-triazoles 11. While the MIC value of hydroxy-triazole 10d was as good as econazole (16 μg/mL), the MIC value of 10a was two-fold more active than econazole, suggesting that this 1H-1,2,3-triazole scaffold (3) could be further optimized to develop Mtb specific agents.
Cancer & Infectious Diseases Therapeutics Research Group, Korea Research Institute of Chemical Technology, Daejeon, Republic of Korea.
Suhyun
S
Kim
Sang-Nae
SN
Cho
Taegwon
T
Oh
Pilho
P
Kim
D000818:Animals; D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D002470:Cell Survival / Q000187:drug effects; D002522:Chlorocebus aethiops; D057930:Click Chemistry; D015195:Drug Design; D004464:Econazole / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D008872:Microwaves; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000737:chemistry* / Q000494:pharmacology / Q000633:toxicity; D014709:Vero Cells
D000995:Antitubercular Agents; D014230:Triazoles; D004464:Econazole