Electrochemical properties of some biologically active quinone derivatives: Furanquinones, pyridoquinones, and diplamine, a cytotoxic pyridoacridine alkaloid
Electrochemical properties of some biologically active quinone derivatives: Furanquinones, pyridoquinones, and diplamine, a cytotoxic pyridoacridine alkaloid
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DOI：
10.1149/1.1838080
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发表时间：
1997-11-01
影响因子：
3.9
通讯作者：
Heathcock, CH
中科院分区：
文献类型：
--
作者：
Crawford, PW;Gross, J;Heathcock, CH
研究了17种呋喃醌类、5种吡多醌类和亚氨基醌双二胺类化合物在非质子溶剂体系中的电化学性质。对于呋喃醌和吡哆醌衍生物，在循环伏安法中观察到醌/半醌和半醌/碘离子氧化还原对为两个连续的单电子转移步骤。对于吡多醌类，在更多的负电位下观察到两个归因于硝基还原的附加伏安波。讨论了分子结构对醌还原电位的影响。双胺的还原类似于醌的还原，发生在两个连续的单电子过程中。在质子供体存在的情况下，吡哆醌还原通过ECEC机制发生。对于呋喃醌类，在还原电位和对各种癌细胞的抑制活性之间观察到一般的关系。
The electrochemical propel-ties of 17 furanquinones, 5 pyridoquinones, and the iminoquinone diplamine in aprotic solvent systems were investigated. For the furanquinone and pyridoquinone derivatives, the quinone/semiquinone and semiquinone/dianion redox couples were observed as two successive one-electron transfer steps during cyclic voltammetry. For the pyridoquinones, two additional voltammetric waves attributed to nitro group reduction were observed at more negative potentials. The influence of molecular structure on quinone reduction potential is addressed. Reduction of diplamine was analogous to reduction of the quinones, occurring in two successive one-electron processes. In the presence of a proton donor, pyridoquinone reduction occurred via an ECEC mechanism. For the furanquinones, a general relationship is observed between reduction potential and reported inhibitory activity against various cancer cell lines.