含氟冰片酯的合成、结构表征及活性研究

Study on the Synthesis,Structural Characterization and Activity ofFluorine-Containing Borneol Ester

【目的】合成4种含氟的冰片酯,分析其结构及活性。【方法】以对甲苯磺酸为催化剂,通过含氟羧酸和冰片反应合成4种含氟的冰片酯衍生物,采用1HNMR,13CNMR表征冰片酯的结构。通过AutoDock Vina软件对4种含氟冰片酯与P-糖蛋白进行分子对接。【结果】合成了4种含氟的冰片酯,分别是2-氯-4-三氟甲基苯甲酸冰片酯、2-氯-5-氟苯甲酸冰片酯、2-氯-5-三氟甲基苯甲酸冰片酯、3-三氟甲基苯甲酸冰片酯。冰片酯的结构通过1HNMR、13CNMR证实。4种含氟冰片酯与P-糖蛋白有较好的结合能力。【结论】合成了4种含氟的冰片酯化合物,含氟的冰片酯丰富了冰片衍生物的类型,对扩大冰片的应用范围有一定参考价值。

Objective Four fluorine-containing borneol ester were synthesized and analyzed for structure characterization and activity.Methods Four fluorine-containing borneol ester derivatives were synthesized by the reaction of fluorinated carboxylic acid and borneol by using p-toluenesulfonic acid as catalyst,and the structures of borneol esters were characterized by 1HNMR and 13CNMR.Molecular docking of the four fluorine-containing borneol ester with P-glycoprotein was carried out by Autodock Vina software.Results Four fluorine-containing borneol ester,bornyl 2-chloro-4-trifluoromethyl benzoate,bornyl 2-chloro-5-fluoro benzoate,bornyl 2-chloro-5-trifluoromethyl benzoate,bornyl 3-trifluoromethyl benzoate,were synthesized.The structures of the borneol ester were confirmed by 1HNMR and 13CNMR.4 fluorine-containing borneol ester had good binding ability with P-glycoprotein.Conclusion Four borneol ester compounds were synthesized,and the borneol ester enriched the types of borneol derivatives,which is of reference value for expanding the application range of borneol.