期刊
CHINESE JOURNAL OF CHEMISTRY
卷 41, 期 15, 页码 1803-1808出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.202300050
关键词
Fullerenes; Amino acids; Regioselectivity; Water-soluble; Influenza; Antiviral
Here, a simple method for synthesizing water-soluble fullerene derivatives with five residues of amino acids is presented. This method allows for the use of a wide range of amino acids, including those that are unstable under traditional reaction conditions. Additionally, the nature of the sixth addend X in the precursor compounds does not affect the synthesis, allowing for the production of fullerene derivatives with various X values. These derivatives have demonstrated promising antiviral activities against a rimantadine-resistant influenza A/Puerto Rico/8/34 (H1N1) virus in vitro.
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 A/Puerto Rico/8/34 (H1N1) virus in vitro.
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