Zunino F, Di Marco A, Zaccara A
Chem Biol Interact. 1979 Feb;24(2):217-25. doi: 10.1016/0009-2797(79)90010-3.
Changes in DNA binding ability of daunomycin following structural modifications in the aglycone moiety have been studied by the fluorescence quenching method and by thermal denaturation of the complex. Removal of the methoxyl group at position 4 leads to a slightly stronger binding. Changes in the position of the glycosidic linkage result in a markedly weaker binding. Removal of the hydroxyl group at position 9, with the concomitant formation of a 9,10-anhydro derivative, decreases the binding ability. Methylation of hydroxyl groups at C-6 and C-11 leads to an inactive derivative and makes the binding affinity disappear almost completely. Structure-activity correlations for the DNA binding reaction deduced from these studies are in agreement with earlier findings that relate to the biological activity and confirm the general picture of the binding mechanism.
通过荧光猝灭法和复合物的热变性研究了柔红霉素糖苷配基部分结构修饰后其DNA结合能力的变化。4位甲氧基的去除导致结合略有增强。糖苷键位置的改变导致结合明显减弱。9位羟基的去除伴随着9,10-脱水衍生物的形成，降低了结合能力。C-6和C-11位羟基的甲基化产生一种无活性衍生物，使结合亲和力几乎完全消失。从这些研究中推导的DNA结合反应的构效关系与早期关于生物活性的研究结果一致，并证实了结合机制的总体情况。
