Synthesis and anticancer activities of ageladine A and structural analogs

Bioorg Med Chem Lett. 2010 Jan 1;20(1):83-6. doi: 10.1016/j.bmcl.2009.11.036. Epub 2009 Nov 14.

Abstract

A series of ageladine A analogs that include 2-aminoimidazo[4,5-c]azepines (seven-membered rings) and 2-amino-3H-imidazo[4,5-c]pyridine (six-membered rings) derivatives were synthesized and evaluated for their anticancer effects against several human cancer cell lines and MMP-2 inhibition in vitro. Only compounds possessing the aromatic azepine (seven-membered ring) core showed anticancer activity with IC(50) values in the low micromolar range.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Drug Screening Assays, Antitumor
  • Humans
  • Imidazoles / chemistry
  • Matrix Metalloproteinase 2 / metabolism
  • Matrix Metalloproteinase Inhibitors
  • Oxidation-Reduction
  • Pyrroles / chemical synthesis
  • Pyrroles / chemistry*
  • Pyrroles / pharmacology
  • Structure-Activity Relationship

Substances

  • Ageladine A
  • Antineoplastic Agents
  • Imidazoles
  • Matrix Metalloproteinase Inhibitors
  • Pyrroles
  • 2-aminoimidazole
  • Matrix Metalloproteinase 2
  • oroidin