Synthesis and cytotoxicity of 3,4-disubstituted-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazoles and novel 5,6-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole derivatives bearing 3,4,5-trimethoxyphenyl moiety

Bioorg Med Chem Lett. 2012 Jul 1;22(13):4471-4. doi: 10.1016/j.bmcl.2012.03.023. Epub 2012 Mar 11.

Abstract

A series of 3,4-disubstituted-5-(3,4,5-trimethoxyphenyl)-4H-1,2,4-triazoles and some novel 5,6-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles bearing 3,4,5-trimethoxyphenyl moiety were synthesized and screened for their anticancer activity. The preliminary bioassay results indicated that compounds 14 and 16 showed much stronger cytotoxicity than Doxorubicin against HepG2 cell lines with IC(50) values of 0.58 and 3.17 μM, respectively. Meanwhile compound 16 also exhibited a broad spectrum of antitumor activity against MCF-7 and MKN45 with IC(50) values of 10.92 and 13.79 μM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / toxicity
  • Apoptosis / drug effects
  • Crystallography, X-Ray
  • Drug Screening Assays, Antitumor
  • Hep G2 Cells
  • Humans
  • Molecular Conformation
  • Structure-Activity Relationship
  • Thiadiazoles / chemical synthesis
  • Thiadiazoles / chemistry*
  • Thiadiazoles / toxicity
  • Triazoles / chemical synthesis
  • Triazoles / chemistry*
  • Triazoles / toxicity

Substances

  • Antineoplastic Agents
  • Thiadiazoles
  • Triazoles
  • 1,3,4-thiadiazole
  • 1,2,4-triazole