脱氢枞基α-氨基膦酸酯的合成与抗病毒活性研究

天然产物研究与开发 ›› 2018, Vol. 30 ›› Issue (增刊1): 141-145.

脱氢枞基α-氨基膦酸酯的合成与抗病毒活性研究

罗云龙1，沈明贵1*，蔡照胜2，王丹1，商士斌1，宋湛谦1

1中国林业科学研究院林产化学工业研究所生物质化学利用国家工程实验室国家林业局林产化学工程重点开放性实验室江苏省生物质能源与材料重点实验室，南京 210042；2盐城工学院化学与生物工程学院，盐城 224051

出版日期:2018-07-31 发布日期:2018-07-31
基金资助:
国家自然科学基金青年基金项目（31500487），中国林业科学研究院中央级公益性科研院所基本科研业务费专项资金（CAFYBB2016QB014）

Synthesis and Antiviral Activity Evaluation of α-Aminophosphonate Derivatives Containing Dehydroabietic Group

LUO Yun-long1, SHEN Ming-gui1*, CAI Zhao-sheng2, WANG Dan1, SHANG Shi-bin1, SONG Zhan-qian1

1Institute of Chemical Industry of Forest Products,CAF;National Engineering Lab.for Biomass Chemical Utilization;Key and Open Laboratory of Forest Chemical Engineering,SFA,Nanjing 210042,China；2School of Chemical and Biological Engineering,Yancheng Institute of Technology,Yancheng 224051,China

Online:2018-07-31 Published:2018-07-31

摘要/Abstract

摘要： 以TiO₂为催化剂，在无溶剂体系下，脱氢枞胺、芳香醛和亚磷酸二乙酯经过三组分一锅法，合成脱氢枞基α-氨基膦酸酯衍生物。通过FT-IR、MS、¹H NMR表征了化合物结构。利用MTT比色法测试了这些化合物对人体单纯疱疹病毒I型（HSV-1）的体外抗病毒活性。数据显示，在脱氢枞酸骨架结构上引入α-氨基膦酸酯可以一定程度提升化合物的抗病毒活性；α-氨基膦酸酯中苯环上取代基团的差异对它们的抗病毒活性影响不大。

关键词: 松香；脱氢枞酸；&alpha, -氨基膦酸酯；抗病毒

Abstract: A facile one-pot synthesis of α-aminophosphonates is achieved by three-component condensation of dehydroabietylamine,aldehyde and diethyl phosphite using TiO₂ as a catalyst under solvent-free condition.The compounds were characterized by FT-IR,MS and ¹H NMR.The antiviral activity of these α-aminophosphonate derivatives was evaluated against the Herpes simplex virus type I (HSV-1) through the MTT method.Preliminary structure activity relationship analysis suggests that the introduction of α-aminophosphonate group into the skeleton of dehydroabietic acid improves the antiviral activity of the derivatives.On the other hand,substituents of the benzene ring on the α-aminophosphonate group have little influence on the antiviral activity of the derivatives.

Key words: Rosin, Dehydroabietylamine, α-aminophosphonate, antiviral

中图分类号: O621.3 Q961

罗云龙1, 沈明贵1, 蔡照胜2, 王丹1, 商士斌1, 宋湛谦1. 脱氢枞基α-氨基膦酸酯的合成与抗病毒活性研究[J]. 天然产物研究与开发, 2018, 30(增刊1): 141-145.

LUO Yun-long1, SHEN Ming-gui1, CAI Zhao-sheng2, WANG Dan1, SHANG Shi-bin1, SONG Zhan-qian1. Synthesis and Antiviral Activity Evaluation of α-Aminophosphonate Derivatives Containing Dehydroabietic Group[J]. NATURAL PRODUCT RESEARCH AND DEVELOPMENT, 2018, 30(增刊1): 141-145.

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