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1. Direct arylation of C 60 Cl 6 and C 70 Cl 8 with carboxylic acids: a synthetic avenue to water-soluble fullerene derivatives with promising antiviral activity.

Author

Kraevaya OA, Peregudov AS, Godovikov IA, Shchurik EV, Martynenko VM, Shestakov AF, Balzarini J, Schols D, and Troshin PA

Subjects
Anti-HIV Agents chemical synthesis, Anti-HIV Agents chemistry, Benzene Derivatives chemical synthesis, Benzene Derivatives chemistry, Benzene Derivatives pharmacology, Carboxylic Acids chemical synthesis, Carboxylic Acids chemistry, Cell Line, Tumor, Fullerenes chemistry, HIV-1 drug effects, HIV-2 drug effects, Humans, Microbial Sensitivity Tests, Molecular Structure, Solubility, Thiophenes chemical synthesis, Thiophenes chemistry, Thiophenes pharmacology, Anti-HIV Agents pharmacology, Carboxylic Acids pharmacology, Fullerenes pharmacology, Water chemistry
Abstract

We report unprecedented Friedel-Crafts arylation of chlorofullerenes C60Cl6 and C70Cl8 with unprotected carboxylic acids as an efficient single-step synthesis of the inherently stable water-soluble fullerene derivatives. Using this method, a series of previously unaccessible compounds was obtained without chromatographic purification in almost quantitative yields. Promising anti-HIV activity comparable to characteristics of commercial drugs was demonstrated for some of these compounds.

Published
2020
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