Design, synthesis and evaluation of biphenyl imidazole analogues as potent antifungal agents.

Basic Information

ID: ALA4433269

Journal: Bioorg Med Chem Lett

Title: Design, synthesis and evaluation of biphenyl imidazole analogues as potent antifungal agents.

Authors: Zhao S, Zhao L, Zhang X, Wei P, Wu M, Su X, Sun B, Zhao D, Cheng M.

Abstract: To further explore the structure activity relationships (SARs) of our previously discovered antifungal lead compound (1), a series of biphenyl imidazole analogues were designed, synthesized and evaluated for their in vitro antifungal activity. Many of the synthesized compounds showed excellent activity against Candida albicans and Candida tropicalis. Among these compounds, 2-F substituted analogue 12m displayed the most remarkable in vitro activity against C. albicans, C. neoformans, A. fumigatus and fluconazole-resistant C. alb. strains, which is superior or comparable to the activity of the reference drugs fluconazole and itraconazole. Notably, the compound 12m exhibited low inhibition profiles for various human cytochrome P450 isoforms and showed low toxicity to mammalian A549 cells and U87 cells. The SARs and binding mode established in this study will be useful for further lead optimization.

CiteXplore: 31358467

DOI: 10.1016/j.bmcl.2019.07.037

Patent ID: