Facile preparation of amine and amino acid adducts of [60]fullerene using chlorofullerene C60Cl6 as a precursor

Chem Commun (Camb). 2012 Jun 4;48(44):5461-3. doi: 10.1039/c2cc00071g. Epub 2012 Apr 26.

Abstract

We report a general synthetic approach to the preparation of highly functionalized amine and amino acid derivatives of [60]fullerene starting from readily available chlorofullerene C(60)Cl(6). The synthesized water-soluble amino acid derivative of C(60) demonstrated pronounced antiviral activity, while the cationic amine-based compound showed strong antibacterial action in vitro.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemistry*
  • Amino Acids / chemistry*
  • Animals
  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / pharmacology
  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / pharmacology
  • Bacillus subtilis / drug effects
  • Bacillus subtilis / growth & development
  • Cations
  • Chlorocebus aethiops
  • Crystallography, X-Ray
  • Cytomegalovirus / drug effects
  • Cytomegalovirus / physiology
  • Escherichia coli / drug effects
  • Escherichia coli / growth & development
  • Fibroblasts / drug effects
  • Fibroblasts / virology
  • Fullerenes / chemistry*
  • Humans
  • Injections, Intraperitoneal
  • Lethal Dose 50
  • Magnetic Resonance Spectroscopy
  • Mice
  • Simplexvirus / drug effects
  • Simplexvirus / physiology
  • Vero Cells / drug effects
  • Vero Cells / virology

Substances

  • Amines
  • Amino Acids
  • Anti-Bacterial Agents
  • Antiviral Agents
  • Cations
  • Fullerenes
  • fullerene C60