Anticancer and radiosensitizing evaluation of some new pyranothiazole-Schiff bases bearing the biologically active sulfonamide moiety

Eur J Med Chem. 2012 Jul:53:403-7. doi: 10.1016/j.ejmech.2012.04.009. Epub 2012 Apr 26.

Abstract

The present work reports the synthesis of some new Schiff bases, 5-(substituted benzylideneamino)-6-cyano-7H-7-(4-methoxyphenyl)-2-(4-sulphamoylphenylamino) pyrano[2,3-d]thiazole (5-15). The design of the structures of these compounds complies with the general pharmacophoric requirements for CA inhibiting anticancer drugs. The newly synthesized compounds were evaluated for their in vitro anticancer activity against human breast cancer cell line (MCF7). Most of the screened compounds showed interesting cytotoxic activities compared to doxorubicin as a reference drug. Compounds 4, 6-8 and 11 (IC(50): 27.51, 10.25, 9.55, 9.39 and 9.70 μM, respectively) exhibited higher cytotoxic activities than the reference drug doxorubicin (IC(50): 32.00 μM). Additionally, the previously mentioned compounds were evaluated again for their ability to enhance the cell killing effect of γ-radiation.

MeSH terms

  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Cell Survival / radiation effects
  • Drug Design
  • Gamma Rays
  • Humans
  • Inhibitory Concentration 50
  • Radiation-Sensitizing Agents / chemical synthesis
  • Radiation-Sensitizing Agents / chemistry*
  • Radiation-Sensitizing Agents / pharmacology*
  • Schiff Bases / chemistry
  • Sulfonamides / chemistry*
  • Thiazoles / chemical synthesis
  • Thiazoles / chemistry*
  • Thiazoles / pharmacology*

Substances

  • Antineoplastic Agents
  • Radiation-Sensitizing Agents
  • Schiff Bases
  • Sulfonamides
  • Thiazoles