Synthesis and antiproliferative activity of 6-phenylaminopurines.

Abstract

A series of novel 6-phenylaminopurines have been efficiently synthesized in 3 steps exploring different groups at positions 2, 8 and 9 of the purine ring and at the exocyclic nitrogen atom at position 6. Among the newly described purines, five compounds showed antiproliferative activity with IC50 values below 10 μM, the tetrahydroquinoline derivative at position 6 of phenylaminopurine being the most active of the series in the six cell lines tested. Moreover, the compounds induced G2/M phase arrest in human cervical carcinoma HeLa cells as reported for tubulin depolymerizing agents.

• Authors: María-Dolores Canela, Sandra Liekens, María-José Camarasa, Eva María Priego, María-Jesús Pérez-Pérez
• Journal: European journal of medicinal chemistry (Eur J Med Chem) Vol. 87 Pg. 421-8 (Nov 24 2014) ISSN: 1768-3254 [Electronic] France
• PMID: 25282265 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)
• Copyright: Copyright © 2014 Elsevier Masson SAS. All rights reserved.

Chemical References

• Antineoplastic Agents
• Purines

Topics

• Antineoplastic Agents (chemical synthesis, chemistry, pharmacology)
• Cell Cycle (drug effects)
• Cell Line, Tumor
• Cell Proliferation (drug effects)
• Chemistry Techniques, Synthetic
• Humans
• Models, Molecular
• Molecular Conformation
• Purines (chemical synthesis, chemistry, pharmacology)
• Static Electricity
• Structure-Activity Relationship