Derivatives of the closo-Decaborate Anion with Pendant Functional Groups as Inhibitors of Viral Replication
E. Yu. Matveev, Т. М. Garaev, S. S. Novikov, A. I. Nichugovskii, I. E. Sokolov, V. F. Larichev, Varvara V. Lebedeva, Т. В. Гребенникова, Varvara V. Avdeeva, Еlena А. Malinina, К. Yu. Zhizhin, Nikolay T. Kuznetsov
Abstract
Abstract The reaction between the 1,4-dioxane derivative of the closo-decaborate anion [2-B10H9O(CH2)4O]– with cyanide, hydrophthalate, and hydroiminoacetate ions has been studied. Alkali metal salts (K, Na, and Cs) of the closo-decaborate anion derivatives with pendant groups –NHCH2CH2NH2-, –OOC(o-C6H4)COOH-, –OOCCH2NHCH2COOH-, –OCH2CH2OH-, –CN-, –SCN-, and –SH- have been isolated. All compounds have been shown to have extremely low cytotoxicity (CT50 ~ 1000 μg/mL). It has been found that compounds Na2[B10H9O(CH2)2O(CH2)2SCN] and Na2[B10H9O(CH2)2O(CH2)2CN] exhibit activity and selectivity in vitro against the modern strain of SARS-CoV-2 coronavirus (IC50 312 and 625 μg/mL, respectively). In relation to influenza A virus and rabies virus, the compounds show weak antiviral activity at high concentrations (1250 μg/mL), i.e. show no selective effect on the reproduction of these viruses.