2',3'-Dideoxyuridine triphosphate conjugated to SiO2 nanoparticles: Synthesis and evaluation of antiproliferative activity

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3 Citations (Scopus)

Abstract

A conjugate of triphosphorylated 2',3'-dideoxyuridine (ddU) with SiO2 nanoparticles was obtained via the CuAAC click chemistry between a γ-alkynyl ddU triphosphate and azido-modified SiO2 nanoparticles. Assessment of cytotoxicity in human breast adenocarcinoma MCF7 cells demonstrated that ddU triphosphate conjugated to SiO2 nanoparticles exhibited a 50% decrease in cancer cell growth at a concentration of 183 ± 57 μg/mL, which corresponds to 22 ± 7 μM of the parent nucleotide, whereas the parent nucleoside, nucleotide and alkynyl triphosphate precursor do not show any cytotoxicity. The data provide an example of remarkable potential of novel conjugates of SiO2 nanoparticles with phosphorylated nucleoside analogues, even those, which have not been used previously as therapeutics, for application as new anticancer agents.

Original languageEnglish
Pages (from-to)1248-1251
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume28
Issue number7
DOIs
Publication statusPublished - 15 Apr 2018

Keywords

  • 2', 3'-Dideoxyuridine triphosphate
  • CuAAC
  • Cytotoxicity
  • MCF7 cells
  • SiO nanoparticles
  • 5'-TRIPHOSPHATES
  • PRODRUGS
  • 3-AZIDO-2,3-DIDEOXYTHYMIDINE
  • SiO2 nanoparticles
  • 2 ', 3 '-Dideoxyuridine triphosphate
  • INTRACELLULAR METABOLISM
  • Silicon Dioxide/chemistry
  • Humans
  • Structure-Activity Relationship
  • Antineoplastic Agents/chemical synthesis
  • Dose-Response Relationship, Drug
  • MCF-7 Cells
  • Uracil Nucleotides/chemical synthesis
  • Nanoparticles/chemistry
  • Dideoxynucleotides/chemical synthesis
  • Molecular Structure
  • Cell Proliferation/drug effects
  • Drug Screening Assays, Antitumor

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