Dodd N J, Mukherjee T
Biochem Pharmacol. 1984 Feb 1;33(3):379-85. doi: 10.1016/0006-2952(84)90229-6.
Several naphthoquinones and anthraquinones were chosen as simple models of the anthracycline drugs and their semiquinone radical anions were generated by various methods. With the exception of 1,4-naphthoquinone, all of the quinones studied gave radicals that were highly reactive with oxygen, but which, in its absence, were stable over a limited pH range. The radicals were studied using electron spin resonance (ESR) spectroscopy and an examination was made of the effect on the distribution of the unpaired electron, of introducing various groups into the conjugated ring system. Hydroxyl groups capable of participating in strong intramolecular hydrogen bonding with neighbouring carbonyl groups had a marked influence on electron distribution and reduced the effects of intermolecular hydrogen bonding of the radicals with solvent molecules.
选择了几种萘醌和蒽醌作为蒽环类药物的简单模型，并通过各种方法生成了它们的半醌自由基阴离子。除1,4 -萘醌外，所有研究的醌类产生的自由基都与氧高度反应，但在无氧条件下，在有限的pH范围内是稳定的。使用电子自旋共振（ESR）光谱对自由基进行了研究，并考察了在共轭环系统中引入各种基团对未成对电子分布的影响。能够与相邻羰基形成强分子内氢键的羟基对电子分布有显著影响，并降低了自由基与溶剂分子间分子间氢键的影响。
