葛根素4′-位和7-位衍生物的合成及其抗缺氧活性  

Synthesis and Anti-hypoxia Activities of 4′- and 7- Derivatives of Puerarin

作　　者：邹奥男 彭涛 王刚 温晓雪 王彦志[1] 冯卫生[1] 张首国 王林[1,2] ZOU Ao-nan;PENG Tao;Wang Gang;Wen Xiao-xue;WANG Yan-zhi;FENG Wei-sheng;ZHANG Shou-guo;WANG Lin(Henan University of Traditional Chinese Medicine,Zhengzhou 450046,China;Institute of Radiation Medicine,Academy of Military Medical Sciences,Academy of Military Sciences,Beijing 100850,China)

机构地区：[1]河南中医药大学药学院,河南郑州450046 [2]军事科学院军事医学研究院辐射医学研究所,北京100850

出　　处：《合成化学》2019年第3期168-172,共5页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(21102176;81273431;81072531)

摘　　要：以葛根素为起始原料,经醚化反应制备中间体4′-O-(3-溴丙基)葛根素(3)和7-O-(3-溴丙基)葛根素(4),3和4分别经胺化反应合成葛根素衍生物4′-O-[3-(4-吗啉基)丙基]葛根素(1)和7-O-[3-(4-吗啉基)丙基]葛根素(2),其结构经~1H NMR、^(13)C NMR、 HR-MS(ESI-TOF)和NOE表征,其中4和2为新化合物。通过小鼠常压抗缺氧实验对葛根素及1和2的活性进行评价,结果显示葛根素、1和2灌胃给药对缺氧小鼠存活时间的延长率分别为24.43%、 10.62%、 28.63%,化合物2的抗缺氧活性与葛根素相当,化合物1则较葛根素弱。Intermediates 4′- O -(3-bromopropyl) puerarin( 3 ) and 7- O -(3-bromopropyl) puerarin( 4 ), were synthesized from puerarin by etherification. The target compounds 4′- O -[3-(4-morpholinyl) propyl] puerarin( 1 ) and 7- O -[3-(4-morpholinyl) propyl] puerarin( 2 ) were synthesized by amination of 3 and 4 , respectively. 4 and 2 were new compounds, the structures were characterized by 1^H NMR, 13^ CNMR, HR-MS(ESI-TOF) and NOE. The activities of puerarin, 1 and 2 were evaluated by the normobaric anti-hypoxia test in mice, and their prolongation rates of mice survival time by gavage were 24.43%, 10.62% and 28.63%, respectively. The anti-hypoxia activity of Compound 2 was similar to Puerarin, and Compound 1 was weaker than Puerarin.

关 键 词：葛根素衍生物 合成 构象异构 抗缺氧活性 

分 类 号：O621.3[理学—有机化学]