Cytotoxic Activities, SAR and Anti-Invasion Effects of Butylphthalide Derivatives on Human Hepatocellular Carcinoma SMMC7721 Cells

Molecules. 2015 Nov 12;20(11):20312-9. doi: 10.3390/molecules201119699.

Abstract

A series of butylphthalide derivatives (BPDs) 1-8 were isolated from the extract of the dried rhizome of Ligusticum chuanxiong Hort. (Umbelliferae). The cytotoxic activities of BPDs 1-8 were evaluated using a panel of human cancer cell lines. In addition, the SAR analysis and potential anti-invasion activities were investigated. The sp² carbons at C-7 and C-7a appeared to be essential for the cytotoxic activities of BPDs. BPDs 5 and 6 remarkably inhibited the migration and invasion of cancer cells. The anti-invasion activity of dimer 6 was demonstrated to be significantly higher than monomer 5.

Keywords: Ligusticum chuanxiong; SAR; anti-invasion; butylphthalides; cytotoxic activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Antineoplastic Agents / toxicity
  • Benzofurans / chemistry
  • Benzofurans / pharmacology*
  • Benzofurans / toxicity
  • Carcinoma, Hepatocellular
  • Cell Adhesion / drug effects
  • Cell Line, Tumor
  • Cell Movement / drug effects
  • Cell Proliferation / drug effects
  • Cell Survival / drug effects
  • Dose-Response Relationship, Drug
  • Humans
  • Inhibitory Concentration 50
  • Liver Neoplasms
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plant Extracts / toxicity

Substances

  • Antineoplastic Agents
  • Benzofurans
  • Plant Extracts
  • 3-n-butylphthalide