正丁基取代芒果苷的合成工艺优化及活性预测  

Optimization in Synthetic Process and Activity Prediction of n-Butyl-substituted Mangiferin

作　　者：谭邦银 邓松 黎容 唐铭 朱军[1] 廖洪利[1] TAN Bangyin;DENG Song;LI Rong;TANG Ming;ZHU Jun;LIAO Hongli(School of Pharmacy,Chengdu Medical College,Chengdu 610083,China;School of Pharmacy,Kunming Medical University,Kunming 650500,China;the Sixth People′s Hospital of Nanchong,Nanchong 637700,China)

机构地区：[1]成都医学院药学院,四川成都610083 [2]昆明医科大学药学院,云南昆明650500 [3]南充市第六人民医院,四川南充637700

出　　处：《化学与生物工程》2021年第10期32-36,共5页Chemistry & Bioengineering

基　　金：四川省大学生创新创业训练计划项目(S201913705070)。

摘　　要：以芒果苷和溴代正丁烷为原料,合成了正丁基取代芒果苷,并采用L_(16)(4^(4))正交实验对合成工艺进行了优化;利用AutoDock Vina软件,对正丁基取代芒果苷与抗乙肝病毒相关靶点进行分子对接,预测其抗乙肝病毒活性。结果表明,在反应时间为4 h、反应温度为60℃、芒果苷与溴代正丁烷物质的量比为1∶6.0、芒果苷用量为1 mmol、缚酸剂碳酸钾用量为0.58 g的最优条件下,2次验证实验得到的正丁基取代芒果苷收率分别为177.42 mg和183.72 mg。正丁基取代芒果苷与抗乙肝病毒各靶点的结合能均低于-6.0 kcal·mol^(-1),其中与核心靶点HBV核蛋白的结合能最低(-8.7 kcal·mol^(-1)),各优势构象与原构象的均方根偏差(RMSD)均低于2,对接结果可信度较高。通过分子对接预测了正丁基取代芒果苷的抗乙肝病毒活性,为该类化合物的进一步研究奠定了基础。Using mangiferin and bromo-n-butane as raw materials,we synthesized n-butyl-substituted mangiferin.Moreover,we optimized the synthetic process by L_(16)(4^(4))orthogonal experiments.Furthermore,we carried out molecular docking of n-butyl-substituted mangiferin and anti-hepatitis B virus(HBV)related targets by AutoDock Vina software to predict its anti-HBV activity.The results of two validation experiments show that the yields of n-butyl-substituted mangiferin are 177.42 mg and 183.72 mg,respectively,under the optimum conditions as follows:the reaction time is 4 h,the reaction temperature is 60℃,the molar ratio of mangiferin to bromo-n-butane is 1∶6.0,the mangiferin amount is 1 mmol,and the amount of acid-binding agent potassium carbonate is 0.58 g.The binding energies of n-butyl-substituted mangiferin with anti-HBV targets are all lower than-6.0 kcal·mol^(-1),and the binding energy of n-butyl-substituted mangiferin with core target HBV nuclear protein is the lowest of-8.7 kcal·mol^(-1).The root-mean-square deviation(RMSD)between each dominant conformation and the primary conformation is lower than 2,indicating that the docking results are highly reliable.In this study,the anti-HBV activity of n-butyl-substituted mangiferin is predicted by molecular docking,which lays a foundation for the further research of these compounds.

关 键 词：正丁基取代芒果苷 工艺优化 分子对接 乙肝病毒(HBV) 

分 类 号：TQ461[化学工程—制药化工] R284.2[医药卫生—中药学]