Anti-cancer effect of Indanone-based thiazolyl hydrazone derivative on colon cancer cell lines

Int J Biochem Cell Biol. 2019 May:110:21-28. doi: 10.1016/j.biocel.2019.02.004. Epub 2019 Feb 19.

Abstract

Colorectal cancer is the third leading cause of cancer related deaths in the United States. Currently, Irinotecan, a topoisomerase I inhibitor, is an approved anti-cancer drug for the treatment of patients with advanced or recurrent colorectal cancer. Considering low response rate and events of high toxicity caused by irinotecan, we evaluated a series of thirteen thiazolyl hydrazone derivatives of 1-indanone for their potential antineoplastic activity and four compounds showed promising anti-cancer activity against most of the tested colon cancer cell lines with IC50 values ranging from 0.41 ± 0.19 to 6.85 ± 1.44 μM. It is noteworthy that the compound, N-Indan-1-ylidene-N'-(4-Biphenyl-4-yl-thiazol-2-yl)-hydrazine (ITH-6) is found to be more effective than irinotecan against colon cancer cells, HT-29, COLO 205, and KM 12. Mechanistic studies reveal that ITH-6 arrests these cancer cell lines in G2/M phase of the cell cycle, induces apoptosis and causes an increase in ROS level with a significant reduction in the GSH level. The mechanism of inhibition relates to the inhibition of tubulin polymerization in the mitotic phase. These findings suggest that ITH-6 is a novel drug candidate for the treatment of colorectal cancer.

Keywords: Anti-cancer; Cell cycle; Indanone; Irinotecan; Thiazolyl hydrazone.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry*
  • Antineoplastic Agents / pharmacology*
  • Apoptosis / drug effects
  • Cell Cycle / drug effects
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Colonic Neoplasms / pathology*
  • Drug Screening Assays, Antitumor
  • G2 Phase Cell Cycle Checkpoints / drug effects
  • Glutathione / metabolism
  • Humans
  • Hydrazones / chemistry*
  • Hydrazones / pharmacology*
  • Indans / chemistry*
  • M Phase Cell Cycle Checkpoints / drug effects
  • Mice
  • Mitosis / drug effects
  • Protein Multimerization / drug effects
  • Protein Structure, Quaternary
  • Reactive Oxygen Species / metabolism
  • Thiazoles / chemistry*
  • Tubulin / chemistry

Substances

  • Antineoplastic Agents
  • Hydrazones
  • Indans
  • Reactive Oxygen Species
  • Thiazoles
  • Tubulin
  • Glutathione