摘要
以脱氢枞酸为原料,依次通过酯化反应、乙酰化反应和四组分串联反应合成了11个新型含吡啶环的脱氢枞酸衍生物(化合物4a^4k)。利用FT-IR、1HNMR和ESI-MS对上述化合物进行了结构表征。采用四甲基偶氮唑蓝比色法(MTT比色法)测试了上述化合物对人体单纯疱疹病毒I型(HSV-1)的体外抗病毒活性。结果表明,该系列衍生物具有一定的抗病毒活性,对HSV-1的半数有效浓度EC50在10~25μmol/m L之间,化合物4g的抗病毒活性最强,其EC50为12.1μmol/m L。初步构效关系分析表明,将吡啶环结构引入到脱氢枞酸骨架中可以提高衍生物的抗病毒活性。
Eleven novel cyanopyridine derivatives of 12-acetyl-methyl dehydroabietate（ compound 4a- 4k） are synthesized via a series of reactions,including esterification reaction,acetylation reaction and four-component domino reaction. The structures of the cyanopyridine derivatives are characterized by FT-IR,1H-NMR and ESI-MS. The in vitro antiviral activity of these cyanopyridine derivatives against the Herpes simplex virus type I（ HSV-1） is evaluated through the MTT method. The results indicate that the cyanopyridine derivatives of 12-acetyl-methyl dehydroabietate exhibit antiviral activity against HSV-1. Their median effective concentration（ EC50） are in the range of 10- 25 μmol/m L.Among these derivatives,compound 4g has the best antiviral activity,and its EC50 is 12. 1 μmol/m L. Preliminary structure-activity relationship analysis suggests that introduction of pyridine ring into the skeleton of dehydroabietic acid improves the antiviral activity of the derivatives.
出处
《现代化工》
CAS
CSCD
北大核心
2016年第8期120-124,共5页
Modern Chemical Industry
基金
国家自然科学基金云南联合基金项目(U1202265)
国家自然科学基金青年基金(31500487)
国家国际科技合作专项项目(2014DFR31300)
关键词
松香
多组分反应
杂环
氰基吡啶
抗病毒
rosin
multicomponent reaction
heterocycle
cyanopyridine
antiviral
