Flavonoids are naturally-occurring polyphenolics that have been implicated in a wide range of biological activities. The major obstacles to flavonoid applications are the poor solubility in common solvents. Phosphorylation of flavonoids yields a new class of flavonoid derivatives which are very soluble in aqueous solutions and hence have the potential to be used in biological studies. We hereby report the sequential phosphorylation of Quercetin leading to the synthesis of Quercetin pentaphosphate (QPP), Apigenin triphosphate (ATRP), 5,4′-Quercetin Diphosphate (5,4′-QDP) and 4′-Quercetin monophosphate (4′-QP) with solubility of 848mg/mL, 367mg/mL, 315μg/mL and 106μg/mL respectively. The synthesis of 4′-QP, 5,4′-QDP, QPP and ATRP was successful with 85%, 60.5%, 56% and 99% yield respectively. These compounds have been characterized using ¹H NMR, ¹³C NMR, ³¹P NMR.

中文翻译：

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通过槲皮素的顺序磷酸化合成和表征新型类黄酮衍生物

黄酮类化合物是天然存在的多酚类化合物，与多种生物活性有关。类黄酮应用的主要障碍是在普通溶剂中的溶解性差。类黄酮的磷酸化产生一类新的类黄酮衍生物，它们在水溶液中非常易溶，因此具有用于生物学研究的潜力。我们在此报告槲皮素的顺序磷酸化，从而导致合成了槲皮素五磷酸酯（QPP），芹菜素三磷酸酯（ATRP），5,4'-槲皮素二磷酸酯（5,4'-QDP）和4'-槲皮素单磷酸酯（4'- QP）的溶解度分别为848mg / mL，367mg / mL，315μg/ mL和106μg/ mL。4'-QP，5,4'-QDP，QPP和ATRP的合成成功，产率分别为85％，60.5％，56％和99％。这些化合物已使用¹ H NMR，¹³ C NMR，³¹ P NMR。