Hemiasterlin Analogues with Unnatural Amino Acids at the N-Terminal and Their Inhibitory Activity on Tumor Cells

  • Jiankun Qie
  • Wenxia Zhou
  • Xiunan Zhao
  • Junlin He
  • Yongxiang Zhang
  • Keliang LiuEmail author


Hemiasterlin is a tripeptide with highly alkylated unnatural amino acids. It acts as a potent tumor cell growth inhibitor. From the comparison of the N-terminal between hemiasterlin and its analogues, a further modification was conducted on this position for a SAR study. Some unnatural amino acids with aryl or ureido groups were introduced into the N-terminal of hemiasterlin analogues to improve their hydrophobicity/hydrophilicity. Here 14 hemiasterlin analogues were synthesized. And their activities against tumor cell lines were evaluated. Discussions on SAR preliminarily indicated that no matter whether the N-terminals come from the aryl or alkyl units, sufficient steric bulk, lipophilicity and methylation of the N-terminal should be crucial factors to the cytotoxic activity.


Hemiasterlin analogues Tumor cell growth inhibitor Tripeptide Cytotoxic activity 


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Copyright information

© Springer Science+Business Media, LLC 2009

Authors and Affiliations

  • Jiankun Qie
    • 1
  • Wenxia Zhou
    • 1
  • Xiunan Zhao
    • 1
  • Junlin He
    • 1
  • Yongxiang Zhang
    • 1
  • Keliang Liu
    • 1
    Email author
  1. 1.Beijing Institute of Pharmacology and ToxicologyBeijingPeople’s Republic of China

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