Synthesis and anticancer activities of ageladine A and structural analogs.

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.

• Authors: Yuelong Ma, Sangkil Nam, Richard Jove, Kenichi Yakushijin, David A Horne
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 20 Issue 1 Pg. 83-6 (Jan 01 2010) ISSN: 1464-3405 [Electronic] England
• PMID: 19948404 (Publication Type: Journal Article, Research Support, N.I.H., Extramural, Research Support, Non-U.S. Gov't)
• Copyright: Copyright 2009 Elsevier Ltd. All rights reserved.

Chemical References

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

Topics

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