Supramolecular formulation of nitidine chloride can alleviate its hepatotoxicity and improve its anticancer activity

Food Chem Toxicol. 2017 Nov;109(Pt 2):923-929. doi: 10.1016/j.fct.2017.02.022. Epub 2017 Feb 20.

Abstract

Nitidine chloride (NC) has demonstrated promising anticancer activity. However, NC has also shown non-specific toxicity in various healthy organs such as the liver. In this study, we aimed to develop a supramolecular formulation of NC and investigate the associated benefits of such a supramolecular formulation on modulating its inherent hepatotoxicity and anticancer activity. The formation of NC-cucurbit[7]uil (NC@CB[7]) complexes was characterized by 1H nuclear magnetic resonance and Fourier transform infrared spectroscopy, differential scanning calorimetry and powder X-ray diffraction analysis. As a consequence of the supramolecular complexation, NC@CB[7] showed significantly lower toxicity (IC50: 6.87 ± 0.80 μM) on a liver cell line (LO2), and higher cytotoxicity (IC50: 2.94 ± 0.15 μM) on a breast cancer cell line (MCF-7), when compared with the free drug (IC50 of 3.48 ± 0.49 μM and 7.28 ± 0.36 μM, on these two cell lines, respectively). Investigation of cellular uptakes revealed that CB[7]'s capability in modulating the toxicity/activity of NC was mainly attributed to the drug's different cellular uptake behaviors that were influenced by CB[7]'s complexation. Taken together, we have demonstrated that supramolecular formulation of NC by CB[7] significantly alleviated its hepatotoxicity and improved its anticancer activity in vitro.

Keywords: Anticancer activity; Hepatotoxicity; Nitidine chloride; Supramolecular formulation; cucurbit[7]uril.

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / toxicity*
  • Benzophenanthridines / chemistry*
  • Benzophenanthridines / toxicity*
  • Bridged-Ring Compounds / chemistry*
  • Cell Line, Tumor
  • Crystallography, X-Ray
  • Drug Compounding
  • Drugs, Chinese Herbal / chemistry*
  • Drugs, Chinese Herbal / toxicity*
  • Humans
  • Imidazoles / chemistry*
  • Liver / drug effects*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Spectroscopy, Fourier Transform Infrared
  • Zanthoxylum / chemistry*

Substances

  • Antineoplastic Agents
  • Benzophenanthridines
  • Bridged-Ring Compounds
  • Drugs, Chinese Herbal
  • Imidazoles
  • cucurbit(7)uril
  • nitidine