Synthesis and haemolytic activity of novel salts made of nicotine alkaloids and bile acids

Bioorg Med Chem Lett. 2014 Feb 15;24(4):1104-7. doi: 10.1016/j.bmcl.2014.01.005. Epub 2014 Jan 10.

Abstract

A series of novel salts made of nicotine alkaloids and bile acids were synthesized and their haemolytic activity was examined in vitro using human erythrocytes. All compounds were characterized by spectroscopic methods. The novel salts show membrane-perturbing properties inducing the erythrocyte shape alterations and haemolysis in dose-dependent manner. Nicotine decreases the membrane interacting potential of bile acids in the novel compounds. The presence of sulfur or selenium atom in the nicotine molecule affects the haemolytic activity of its novel salts depending on the hydrophobicity of bile acids.

Keywords: Bile acids salts; Cytotoxic activities; Haemolysis; Human erythrocytes; Nicotine and its derivatives.

MeSH terms

  • Alkaloids / chemical synthesis
  • Alkaloids / chemistry
  • Alkaloids / pharmacology*
  • Bile Acids and Salts / chemical synthesis
  • Bile Acids and Salts / chemistry
  • Bile Acids and Salts / pharmacology*
  • Dose-Response Relationship, Drug
  • Erythrocytes / drug effects
  • Hemolysis / drug effects*
  • Humans
  • Molecular Structure
  • Nicotine / chemical synthesis
  • Nicotine / chemistry
  • Nicotine / pharmacology*
  • Salts / chemical synthesis
  • Salts / chemistry
  • Salts / pharmacology
  • Structure-Activity Relationship

Substances

  • Alkaloids
  • Bile Acids and Salts
  • Salts
  • Nicotine