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分别以4种不同位取代的二羟基蒽醌和亚磷酸二乙酯或亚磷酸二丙酯为原料,通过简化的Atheron-Todd合成法合成了一系列二羟基蒽醌的磷酰化衍生物,并通过量化计算对蒽醌上不同羟基电荷分布进行了研究,发现β-羟基氧上的电荷密度大于α-羟基氧上的电荷密度.所合成化合物的结构均经IR,MS,1H NMR,31P NMR和元素分析确证,并通过荧光猝灭法初步探讨了部分新化合物的生物活性.
A series of phosphorylated derivatives of dihydroxyanthraquinone were synthesized by the simplified Atheron-Todd synthesis using dihydroxyanthraquinone substituted with 4 different positions and diethyl phosphite or dipropyl phosphite as starting materials, The charge density distributions on the hydroxyl groups of anthraquinones were also studied by means of quantitative calculations. The charge density of β-hydroxy oxygen groups was larger than that of α-hydroxy oxygen groups. The structures of the synthesized compounds were characterized by IR, MS, 1H NMR, 31P NMR and elemental analysis. The biological activities of some of the new compounds were also investigated by fluorescence quenching.