4.7 Article

Regiospecific microwave-assisted synthesis and cytotoxic activity against human breast cancer cells of (RS)-6-substituted-7-or 9-(2,3-dihydro-5H-1,4-benzodioxepin-3-yl)-7H- or-9H-purines

Journal

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
Volume 43, Issue 8, Pages 1742-1748

Publisher

ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
DOI: 10.1016/j.ejmech.2007.10.025

Keywords

antitumour compounds; seven-membered rings; microwave; MCF-7; 6-substituted purines

Funding

  1. European Commission [MERG-CT-2005-030616]
  2. Instituto de Salud Carlos III [PI041206, PI070227]
  3. Consejeria de Innovacion, Ciencia y Empresa of the Junta de Andalucia [00636]

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Extended studies on the synthesis and pharmacological evaluation of (RS)-6-substituted-7 or 9-(2,3-dihydro-5H-1,4-benzodioxepin-3-yl)-7H- or -9H-purines are presented. The microwave-assisted organic synthesis has provided faster access to the target compounds with the advantage of selective obtaining the N-7 ' or N-9 ' regioisomers simplifying their isolation. To test the behaviour of the products (including the purine bases) on cellular systems, cytotoxic activity against the MCF-7 human breast cancer cell line was determined, and the three most active compounds were used to study the cell cycle distribution and apoptosis in the MCF-7 cell line. (c) 2007 Elsevier Masson SAS. All fights reserved.

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