黄芩素磺化物的合成、抗氧化活性及其与DNA作用的研究

Synthesis of Sulfonated Baicalein and Its Antioxidative Activity and Interaction with DNA

以黄芩素为先导化合物利用磺化反应首次合成水溶性黄酮——黄芩素-8-磺酸钠,采用IR、1HNMR和元素分析对黄芩素-8-磺酸钠结构进行了表征;同时,对磺化反应条件进行了优化。通过DPPH(1,1-二苯基-2-苦肼基自由基)法对黄芩素-8-磺酸钠清除自由基作用进行了研究;以溴化乙錠(EB)为荧光探针,研究了黄芩素-8-磺酸钠与CT-DNA的相互作用。实验结果表明:最佳的磺化反应条件为:黄芩素与浓硫酸比例1∶8(g/mL),100℃时反应12h。黄芩素-8-磺酸钠具有强抗氧化活性,与DNA结合作用显著。

A sulfonate was introduced to the molecular structure of baicalein by sulfonation reaction and water-soluble flavone sodium baicalein-8-sulfonate was synthesized.Sodium baicalein-8-sulfonate was characterized by IR,1H NMR,and elemental analyses.And the conditions of sulfonation reaction were optimized.The antioxidative activity of sodium baicalein-8-sulfonate was tested by the method of DPPH（1,1-diphenyl-2-picrylhydrazyl free radical）.Furthermore,the interaction of sodium baicalein-8-sulfonate with DNA was studied by fluorescent spectroscopy of EB as a spectral probe in Tris-HCl buffer（pH = 7.4）.The result indicated that the optimal sulfonation reaction conditions are the ratio of baicalein and sulphuric acid=1∶8（g/mL）,temperature 100 ℃,and time 12 h.The antioxidative activity of sodium baicalein-8-sulfonate was stronger than baicalein,and its interaction with DNA was higher.