Synthesis and antiproliferative activity of 6-phenylaminopurines

  • Eur J Med Chem. 2014 Nov 24:87:421-8. doi: 10.1016/j.ejmech.2014.09.093.
María-Dolores Canela  1 ,  Sandra Liekens  2 ,  María-José Camarasa  1 ,  Eva María Priego  1 ,  María-Jesús Pérez-Pérez  3
Affiliations
  • 1. Instituto de Química Médica (IQM-CSIC), c/Juan de la Cierva 3, E-28006 Madrid, Spain.
  • 2. KU Leuven - University of Leuven, Rega Institute for Medical Research, Minderboedersstraat 10 blok x - bus 1030, B-3000 Leuven, Belgium.
  • 3. Instituto de Química Médica (IQM-CSIC), c/Juan de la Cierva 3, E-28006 Madrid, Spain. Electronic address: [email protected].
PMID: 25282265 DOI: 10.1016/j.ejmech.2014.09.093
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.

Keywords
Antiproliferative agents; Cell cycle analysis; Microwave-assisted synthesis; Purines.