Anticancer effect of three pyrazole derivatives

Nat Prod Res. 2006 Sep;20(11):1024-30. doi: 10.1080/14786410600921441.

Abstract

The evaluation of the cytotoxic properties in vitro of three synthetic tripods containing pyrazole: N,N-bis[(3,5-dimethylpyrazol-1-yl)methyl]aniline (1); N,N-tetrakis[(3,5-dimethylpyrazol-1-yl)methyl]-para-phenylenediamine (2); and N,N-tetrakis-[(1,5-dimethylpyrazol-3-yl)methyl]-para-phenylenediamine (3), was examined for their cytotoxic activity on two tumor cell lines: P815 (murin mastocytoma) and Hep (human laryngeal carcinome). While the compound 2 shows a small cytotoxic activity, compounds 1 and 3 are more cytotoxic against both cell lines. However, this cytotoxicity is more pronounced against Hep cell line (IC50: 3.25 microg mL(-1) for compound 1 and 6.92 microg mL(-1) for compound 3) than P815 cell line (IC50: 17.82 microg mL(-1) for compound 1 and 37.21 microg mL(-1) for compound 3). Statistical analysis shows that the compound 1 is two- to threefold more cytotoxic than compound 3 (P < 0.05). Interestingly, the cytotoxicity induced by compound 1 against Hep cell line is more important than that induced by adriamycin used as a positive control.

MeSH terms

  • Aniline Compounds / chemistry*
  • Aniline Compounds / pharmacology*
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Humans
  • Molecular Structure
  • Phenylenediamines / chemistry*
  • Phenylenediamines / pharmacology*
  • Pyrazoles / chemistry*
  • Pyrazoles / pharmacology*

Substances

  • Aniline Compounds
  • Antineoplastic Agents
  • N,N-bis((3,5-dimethylpyrazol-1-yl)methyl)aniline
  • N,N-tetrakis((3,5-dimethylpyrazol-1-yl)methyl)-para-phenylenediamine
  • Phenylenediamines
  • Pyrazoles