Synthesis of new bioisosteric hemiasterlin analogues with extremely high cytotoxicity

Bioorg Med Chem Lett. 2014 Nov 15;24(22):5216-8. doi: 10.1016/j.bmcl.2014.09.065. Epub 2014 Oct 2.

Abstract

In this Letter, the synthesis and the evaluation of the cytotoxicity of new hemiasterlin analogues were reported. The indole moiety was replaced respectively by benzofurane, naphthalene and 4-bromobenzene groups. Most of these derivatives possess strong cytotoxic activity on two human tumour cell lines (KB and Hep-G2), and some analogues showed comparable cytotoxic activity to that observed for paclitaxel and ellipticine, against KB and Hep-G2 cancer cell lines.

Keywords: Cytotoxicity; Hemiasterlin; Tripeptides; Unnatural hemiasterlin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Death / drug effects
  • Cytotoxins / chemistry*
  • Cytotoxins / toxicity*
  • Drug Screening Assays, Antitumor / methods
  • Hep G2 Cells
  • Humans
  • Oligopeptides / chemistry*
  • Oligopeptides / toxicity*
  • Stereoisomerism

Substances

  • Cytotoxins
  • Oligopeptides
  • hemiasterlin