Synthesis of 10-substituted triazolyl artemisinins possessing anticancer activity via Huisgen 1,3-dipolar cylcoaddition

Bioorg Med Chem Lett. 2009 Jan 15;19(2):382-5. doi: 10.1016/j.bmcl.2008.11.067. Epub 2008 Nov 24.

Abstract

Most of the 10-substituted triazolylartemisinin synthesized via the Huisgen 1,3-dipolar cylcoaddition of diastereomeric 10-azidoartemisinin (5, 6, and 7) with various alkynes (a-h) exhibit strong growth inhibition activity, even at sub-micromolar concentrations, against various cancer cell lines such as DLD-1, U-87, Hela, SiHa, A172, and B16. In particular, 10b and 10f showed a highly strong cytotoxicity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Artemisinins / chemical synthesis*
  • Artemisinins / chemistry
  • Artemisinins / pharmacology*
  • Cell Line, Tumor
  • Cyclization
  • Humans
  • Magnetic Resonance Spectroscopy

Substances

  • Antineoplastic Agents
  • Artemisinins
  • artemisinin