1. Academic Validation
  2. β-Lapachone analogs with enhanced antiproliferative activity

β-Lapachone analogs with enhanced antiproliferative activity

  • Eur J Med Chem. 2012 Jul:53:264-74. doi: 10.1016/j.ejmech.2012.04.008.
Carla Ríos-Luci 1 Evelyn L Bonifazi Leticia G León Juan C Montero Gerardo Burton Atanasio Pandiella Rosana I Misico José M Padrón
Affiliations

Affiliation

  • 1 BioLab, Instituto Universitario de Bio-Orgánica Antonio González, Universidad de La Laguna, 38206 La Laguna, Spain.
Abstract

In this study, we describe the synthesis of a series of α- and β-lapachone containing hydroxyl or methoxyl groups on the benzene ring, by means of the selective acid promoted cyclization of the appropriate lapachol analog. The evaluation of the antiproliferative activity in human solid tumor cell lines provided 7-hydroxy-β-lapachone as lead with enhanced activity over the parent drug β-lapachone. Cell cycle studies, protein expression experiments, and Reactive Oxygen Species analysis revealed that, similarly to β-lapachone, ROS formation and DNA damage are critical factors in the cellular toxicity of 7-hydroxy-β-lapachone.

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