Synthesis and bioactivities of novel pyrazole and triazole derivatives containing 5-phenyl-2-furan

Chem Biol Drug Des. 2012 Jan;79(1):121-7. doi: 10.1111/j.1747-0285.2011.01266.x. Epub 2011 Nov 28.

Abstract

A series of novel pyrazole and triazole derivatives containing 5-phenyl-2-furan functionality were designed and synthesized. Their toxicities were predicted using in silico assays and proven to be less toxic. The antitumor results showed that the activity of compounds containing 1,3,4-triazole (series II) was higher than that of pyrazole-attached derivatives (series I). Among them, IIa and IIg showed much higher activity against Bel-7402 than doxorubicin. The fungicidal tests showed that most title compounds II exhibited great selectivity against Phytophthora capsici in vivo.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Drug Screening Assays, Antitumor
  • Fungicides, Industrial / chemical synthesis*
  • Fungicides, Industrial / chemistry
  • Fungicides, Industrial / pharmacology
  • Furans / chemistry*
  • Furans / pharmacology
  • Humans
  • Phytophthora / drug effects
  • Pyrazoles / chemical synthesis
  • Pyrazoles / chemistry*
  • Pyrazoles / pharmacology
  • Structure-Activity Relationship
  • Triazoles / chemical synthesis
  • Triazoles / chemistry*
  • Triazoles / pharmacology

Substances

  • Antineoplastic Agents
  • Fungicides, Industrial
  • Furans
  • N-5-(2',4'-di-fluorophenyl)-2-furoyl-1H-1,2,4-triazole
  • N-5-(4'-chlorophenyl)-2-furoyl-1H-1,2,4-triazole
  • N-5-(4'-methylphenyl)-2-furoyl-1H-pyrazole
  • Pyrazoles
  • Triazoles
  • pyrazole
  • furan