Electrochemical investigations of unexplored anthraquinones and their DNA binding

Abstract

The redox behaviour of two potential anticancer anthraquinones, 9,10-anthraquinone and 2-chloromethyl-9,10-anthraquinone

pH- and temperature-responsive redox behavior of hydroxyanthracenediones

“…To gain insights into their biological action, mode of reaction, and determine their physicochemical parameters, several researchers have studied the reduction of these molecules under different conditions [16]. The quinones and anthracenediones undergo two successive one-electron reduction steps to produce the corresponding semiquinone and dianion, generating two separate cathodic waves in which the first step is fully electrochemically reversible and the second step is either reversible or quasi-reversible, depending on the experimental conditions [17][18][19][20][21]. Anthracenediones containing hydroxyl groups are interesting from an electrochemical point of view, and their position alters the redox behavior of the quinonoid moiety [18,[22][23][24] due to the formation of intramolecular hydrogen bonds.…”

“…Though anthracenediones have a broad spectrum of applications and their reduction is widely studied [17][18][19][20][21][22][23][24], the literature about their electro-oxidation is limited and thus deserves further investigations. In the present work, we focus on the pH-dependent and temperature-dependent electro-oxidation of 4,8-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-1-yl acetate (HACAD), 1,4,5-trihydroxyanthracene-9,10-dione (HAD) and 1,4,5-trihydroxy-2-methyl-3-(3-oxobutyl)anthracene-9,10-dione (HOAD), with the hope of providing useful insights into their electron transfer reactions.…”