Synthesis, characterization and anti-HIV activity of polycarboxylic [60]fullerene derivatives obtained in the reaction of C60Cl6 with a hydroquinone ether

Ilya I. Voronov, Vyacheslav M. Martynenko, Alexander V. Chernyak, Ivan Godovikov, Alexander S. Peregudov, Jan Balzarini, Alexander F. Shestakov, Dominique Schols, Pavel A. Troshin

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2 Citations (Scopus)

Abstract

We report the preparation and characterization of five new [60]fullerene derivatives formed in the novel reaction of C60Cl6 with dimethyl 2,2′-(1,4-phenylenebis-(oxy))diacetate, which were isolated by preparative HPLC and characterized by APCI-MS, 1H, 13C, and 2D NMR spectroscopy. Acidic hydrolysis of the ester groups in the synthesized compounds produced a series of water-soluble fullerene derivatives, which demonstrated pronounced activities against Human Immunodeficiency Virus (HIV) replication. Correlations between the structures of the fullerene derivatives and their antiviral activity were established.

Original languageEnglish
Article number151598
JournalTetrahedron Letters
Volume61
Issue number11
DOIs
Publication statusPublished - 12 Mar 2020

Keywords

  • Anti-HIV activity
  • Benzofurane-type structure
  • HIV tropism
  • Water-soluble fullerene derivatives

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