Synthesis and investigation of anticancer potential of radiolabeled naphthalene monoimide bearing imidazolium salt

Chem Biol Drug Des. 2017 Jul;90(1):141-146. doi: 10.1111/cbdd.12935. Epub 2017 Feb 7.

Abstract

Imidazolium salts and derivatives have antitumor efficacy and toxic effects in different micro-organisms. In this study, an imidazolium bromide salt (NMI) was synthesized, and its antitumor potential was investigated by in vitro studies. Radiolabeling of synthesized NMI was carried out by iodogen method using 131 I radionuclide. The yield of radiolabeling was determined as 98.5 ± 0.1%. After that, cytotoxicity and intracellular uptake studies were evaluated in various cell lines. The cytotoxicity of NMI was determined as 35, 20, 10, and 1 μm for HEK-293, PC-3, CaCo-2, and MCF-7 cells, respectively. In addition, the intracellular uptake of 131 I-NMI was investigated in the cell lines, and the uptake was significantly found as 4 hr for MCF-7 and 6 hr for PC-3. In future studies, antitumor efficacy of 131 I-NMI on tumor-bearing animal model might be studied in light of these results.

Keywords: 131I; Radiolabeling; anticancer potential; imidazolium salts; nuclear medicine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / metabolism
  • Antineoplastic Agents / pharmacology
  • Caco-2 Cells
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • HEK293 Cells
  • Humans
  • Imidazoles / chemistry*
  • Imidazoles / metabolism
  • Imidazoles / pharmacology
  • Imides / chemistry
  • Iodine Radioisotopes / chemistry
  • Isotope Labeling
  • MCF-7 Cells
  • Naphthalenes / chemistry
  • Salts / chemistry

Substances

  • Antineoplastic Agents
  • Imidazoles
  • Imides
  • Iodine Radioisotopes
  • Naphthalenes
  • Salts
  • naphthalene