Synthesis and cytotoxicity of silicon containing pyridine and quinoline sulfides

Abstract

Silicon containing pyridine and quinoline sulfldes have been prepared using phase transfer catalytic system thiol /alkyl halide / solid KOH/18-crown-6 / toluene. The target S-ethers were isolated in yields up to 81%. The cytotoxicity of the synthesized compounds was studied. Among pyridine sulfldes S-[3-(1-methyl-1-silacyclohexyl)propyl] derivatives 5e and 6e exhibit the highest cytotoxicity. Aliphatic silicon derivatives were considerably less active. 8-[(Trimethylsilylmethyl)thio]quinoline (8a) exhibits the highest activity among quinoline sulfides.