Facile Synthesis of Amino Acid Decorated Water-Soluble Fullerene Derivatives with Anti-influenza Activity†
Valeriya S. Bolshakova
Federal Research Center for Problems of Chemical Physics and Medicinal Chemistry of RAS, Academician Semenov ave. 1, Chernogolovka, 142432 Russia
Higher Chemical College of RAS, D.I. Mendeleev University of Chemical Technology of Russia, Miusskaya square 9, Moscow, 125047 Russia
Search for more papers by this authorEkaterina O. Sinegubova
St. Petersburg Pasteur Institute, Mira st. 14, St. Petersburg, 197101 Russia
Search for more papers by this authorYana L. Esaulkova
St. Petersburg Pasteur Institute, Mira st. 14, St. Petersburg, 197101 Russia
Search for more papers by this authorAlexander S. Peregudov
A.N. Nesmeyanov Institute of Organoelement compounds of RAS, Vavylova St. 28, B-334, Moscow, 119991 Russia
Search for more papers by this authorEkaterina A. Khakina
A.N. Nesmeyanov Institute of Organoelement compounds of RAS, Vavylova St. 28, B-334, Moscow, 119991 Russia
National Research University Higher School of Economics, Vavylova St. 7, Moscow, 101000 Russia
Search for more papers by this authorNikita A. Slesarenko
Federal Research Center for Problems of Chemical Physics and Medicinal Chemistry of RAS, Academician Semenov ave. 1, Chernogolovka, 142432 Russia
Search for more papers by this authorAlexander F. Shestakov
Federal Research Center for Problems of Chemical Physics and Medicinal Chemistry of RAS, Academician Semenov ave. 1, Chernogolovka, 142432 Russia
Department of Fundamental Physics & Chemical Engineering, M.V. Lomonosov Moscow State University, Leninskie Gory 1/51, Moscow, 119991 Russia
Search for more papers by this authorVladimir V. Zarubaev
St. Petersburg Pasteur Institute, Mira st. 14, St. Petersburg, 197101 Russia
Search for more papers by this authorCorresponding Author
Pavel A. Troshin
Zhengzhou Research Institute, Harbin Institute of Technology, Longyuan East 7th26, Jinshui District, Zhengzhou, Henan, 450003 China
Harbin Institute of Technology, West Dazhi Street 92, Nan Gang District, Harbin, Heilongjiang, 150001 China
Federal Research Center for Problems of Chemical Physics and Medicinal Chemistry of RAS, Academician Semenov ave. 1, Chernogolovka, 142432 Russia
E-mail: [email protected]Search for more papers by this authorOlga A. Kraevaya
Federal Research Center for Problems of Chemical Physics and Medicinal Chemistry of RAS, Academician Semenov ave. 1, Chernogolovka, 142432 Russia
Search for more papers by this authorValeriya S. Bolshakova
Federal Research Center for Problems of Chemical Physics and Medicinal Chemistry of RAS, Academician Semenov ave. 1, Chernogolovka, 142432 Russia
Higher Chemical College of RAS, D.I. Mendeleev University of Chemical Technology of Russia, Miusskaya square 9, Moscow, 125047 Russia
Search for more papers by this authorEkaterina O. Sinegubova
St. Petersburg Pasteur Institute, Mira st. 14, St. Petersburg, 197101 Russia
Search for more papers by this authorYana L. Esaulkova
St. Petersburg Pasteur Institute, Mira st. 14, St. Petersburg, 197101 Russia
Search for more papers by this authorAlexander S. Peregudov
A.N. Nesmeyanov Institute of Organoelement compounds of RAS, Vavylova St. 28, B-334, Moscow, 119991 Russia
Search for more papers by this authorEkaterina A. Khakina
A.N. Nesmeyanov Institute of Organoelement compounds of RAS, Vavylova St. 28, B-334, Moscow, 119991 Russia
National Research University Higher School of Economics, Vavylova St. 7, Moscow, 101000 Russia
Search for more papers by this authorNikita A. Slesarenko
Federal Research Center for Problems of Chemical Physics and Medicinal Chemistry of RAS, Academician Semenov ave. 1, Chernogolovka, 142432 Russia
Search for more papers by this authorAlexander F. Shestakov
Federal Research Center for Problems of Chemical Physics and Medicinal Chemistry of RAS, Academician Semenov ave. 1, Chernogolovka, 142432 Russia
Department of Fundamental Physics & Chemical Engineering, M.V. Lomonosov Moscow State University, Leninskie Gory 1/51, Moscow, 119991 Russia
Search for more papers by this authorVladimir V. Zarubaev
St. Petersburg Pasteur Institute, Mira st. 14, St. Petersburg, 197101 Russia
Search for more papers by this authorCorresponding Author
Pavel A. Troshin
Zhengzhou Research Institute, Harbin Institute of Technology, Longyuan East 7th26, Jinshui District, Zhengzhou, Henan, 450003 China
Harbin Institute of Technology, West Dazhi Street 92, Nan Gang District, Harbin, Heilongjiang, 150001 China
Federal Research Center for Problems of Chemical Physics and Medicinal Chemistry of RAS, Academician Semenov ave. 1, Chernogolovka, 142432 Russia
E-mail: [email protected]Search for more papers by this authorOlga A. Kraevaya
Federal Research Center for Problems of Chemical Physics and Medicinal Chemistry of RAS, Academician Semenov ave. 1, Chernogolovka, 142432 Russia
Search for more papers by this authorDedicated to the Special Issue of Recent Advances in Fullerene Chemistry.
Comprehensive Summary
Herein, we present a facile synthesis of amide-type water-soluble fullerene derivatives decorated with five residues of amino acids. As compared to the previously developed approaches, the proposed method enables usage of a broad range of amino acids, including those unstable under Friedel-Crafts reaction conditions. Furthermore, it is fully tolerant to the nature of the sixth addend X in C60R5X precursor compounds and allows one to obtain fullerene derivatives with X=Cl, H, alkyl. The synthesized amide-type water-soluble fullerene derivatives demonstrated promising antiviral activities against rimantadine-resistant influenza А/Puerto Rico/8/34 (Н1N1) virus in vitro.
Supporting Information
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Appendix S1: Supporting Information |
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