β-Lapachone analogs with enhanced antiproliferative activity

European Journal of Medicinal Chemistry
Carla Ríos-LuciJosé M Padrón

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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Citations

Mar 19, 2014·European Journal of Medicinal Chemistry·Pablo R DuchowiczRosana I Misico
Dec 6, 2017·Drug Development and Industrial Pharmacy·Klecia M Dos SantosFernanda Nervo Raffin
Jul 8, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Marcilia P CostaValder N Freire
Nov 8, 2020·European Journal of Medicinal Chemistry·Qijie GongXiaojin Zhang
Sep 6, 2017·The Journal of Organic Chemistry·Federica SabuziPierluca Galloni

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