Beta-hydroxyisovalerylshikonin is a novel and potent inhibitor of protein tyrosine kinases

Jpn J Cancer Res. 2002 Aug;93(8):944-51. doi: 10.1111/j.1349-7006.2002.tb01341.x.

Abstract

Beta-hydroxyisovalerylshikonin (beta-HIVS), a compound isolated from Lithospermium radix, most efficiently induced cell-death in two lines of lung cancer cells, namely, NCI-H522 and DMS114, whereas shikonin was effective against a wide variety of tumor cell lines. During our studies of the mechanism of action of beta-HIVS on tumor cells, we found that this compound inhibited protein tyrosine kinase (PTK) activity. The tyrosine kinase activities of a receptor for EGF (EGFR) and v-Src were strongly inhibited and that of KDR/Flk-1 was weakly inhibited by beta-HIVS. The inhibition by beta-HIVS of the activities of EGFR and v-Src was much stronger than that by shikonin. The IC50 values of beta-HIVS for EGFR and v-Src were approximately 0.7 microM and 1 microM, respectively. Moreover, the inhibition of v-Src by beta-HIVS was non-competitive with respect to ATP. These results strongly suggest that the action of beta-HIVS, as well as that of shikonin, involves the inhibition of PTK, and they also suggest the possibility of producing a novel group of PTK inhibitors based on shikonin as the parent compound.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 3T3 Cells
  • Adenosine Triphosphate / metabolism
  • Adenosine Triphosphate / pharmacology
  • Animals
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Cell Death
  • Dose-Response Relationship, Drug
  • Enzyme Inhibitors / pharmacology*
  • ErbB Receptors / metabolism
  • Humans
  • Inhibitory Concentration 50
  • Kinetics
  • Mice
  • Models, Chemical
  • Naphthoquinones / pharmacology*
  • Protein-Tyrosine Kinases / antagonists & inhibitors*
  • Tumor Cells, Cultured

Substances

  • Antineoplastic Agents, Phytogenic
  • Enzyme Inhibitors
  • Naphthoquinones
  • beta-hydroxyisovalerylshikonin
  • shikonin
  • Adenosine Triphosphate
  • ErbB Receptors
  • Protein-Tyrosine Kinases