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ID: ALA4616639

Journal: Bioorg Med Chem Lett

Title: Simplistic perylene-related compounds as inhibitors of tick-borne encephalitis virus reproduction.

Authors: Slesarchuk NA, Khvatov EV, Chistov AA, Proskurin GV, Nikitin TD, Lazarevich AI, Ulanovskaya AA, Ulashchik EA, Orlov AA, Jegorov AV, Ustinov AV, Tyurin AP, Shmanai VV, Ishmukhametov AA, Korshun VA, Osolodkin DI, Kozlovskaya LI, Aralov AV.

Abstract: Rigid amphipathic fusion inhibitors are potent broad-spectrum antivirals based on the perylene scaffold, usually decorated with a hydrophilic group linked via ethynyl or triazole. We have sequentially simplified these structures by removing sugar moiety, then converting uridine to aniline, then moving to perylenylthiophenecarboxylic acids and to perylenylcarboxylic acid. All these polyaromatic compounds, as well as antibiotic heliomycin, still showed pronounced activity against tick-borne encephalitis virus (TBEV) with limited toxicity in porcine embryo kidney (PEK) cell line. 5-(Perylen-3-yl)-2-thiophenecarboxylic acid (5a) showed the highest antiviral activity with 50% effective concentration of approx. 1.6 nM.

CiteXplore: 32199731

DOI: 10.1016/j.bmcl.2020.127100