13302-67-5Relevant articles and documents
Van Damme,De Neve
, p. 16,17 (1979)
Design and synthesis of novel quinone inhibitors targeted to the redox function of apurinic/apyrimidinic endonuclease 1/redox enhancing factor-1 (Ape1/Ref-1)
Nyland II, Rodney L.,Luo, Meihua,Kelley, Mark R.,Borch, Richard F.
experimental part, p. 1200 - 1210 (2010/07/18)
The multifunctional enzyme apurinic endonuclease 1/redox enhancing factor 1 (Ape1/ref-1) maintains genetic fidelity through the repair of apurinic sites and regulates transcription through redox-dependent activation of transcription factors. Ape1 can therefore serve as a therapeutic target in either a DNA repair or transcriptional context. Inhibitors of the redox function can be used as either therapeutics or novel tools for separating the two functions for in vitro study. Presently there exist only a few compounds that have been reported to inhibit Ape1 redox activity; here we describe a series of quinones that exhibit micromolar inhibition of the redox function of Ape1. Benzoquinone and naphthoquinone analogues of the Ape1-inhibitor E3330 were designed and synthesized to explore structural effects on redox function and inhibition of cell growth. Most of the naphthoquinones were low micromolar inhibitors of Ape1 redox activity, and the most potent analogues inhibited tumor cell growth with IC50 values in the 10-20 μM range.
Anodic Oxidation of 1,4-Dimethoxy Aromatic Compounds. A Facile Route to Functionalized Quinone Bisketals.
Henton, Daniel R.,McCreery, Richard L.,Swenton, John S.
, p. 369 - 378 (2007/10/02)
The anodic oxidation of 12 functionalized 1,4-dimethoxybenzene derivatives and 8 functionalized 1,4-dimethoxynaphthalenes has been studied under a variety of conditions.Many substituted 1,4-dimethoxy aromatics afford high yields of the respective quinone bisketals by single-cell anodic oxidation without accurate control of the electrode potential.Oxidizable groups offen complicate the anodic oxidation; however, in some cases protected derivatives of these functionalities can be converted to the bisketals in good yields.Aromatics containing reducible functions can besmoothly oxidized to quinone bisketals by the use of a divided cell.The current efficiencies and the effect of electrode material on selected systems are reported and discussed.
