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辣椒碱新同系物的合成、表征及辣构关系的初步探讨

Synthesis and Characterization of New Members of Capsaicinoids and Preliminary Research on the Relationship between the Strcture and Pungency

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【作者】 王俊莲周圣泽彭争宏周祥凤张孝彬彭必先

【Author】 Wang,Junlian~a Zhou,Shengze~b Peng,Zhenghong~c Zhou,Xiangfeng~d Zhang,Xiaobin~a Peng,Bixian~e(a Department of Materials Science and Engineering,Zhejiang University,Hangzhou 310027)(b Beijing Jiuzhoulongling Company of Advanced Materials for Environmental Protection,Beijing 102209)(c Beijing Tiangonglongyuan International Biology Company of High and New Science and Technology,Beijing 102425)(d Institute of Chemistry,Chinese Academy of Sciences,Beijing 100190)(e Technical Institute of Physics and Chemistry,Chinese Academy of Sciences,Beijing 100190)

【机构】 浙江大学材料科学与工程学系北京九州龙岭环保材料高新技术有限公司北京天工龙苑国际生物高新技术有限公司中国科学院化学研究所中国科学院理化技术研究所

【摘要】 合成了两种辣椒碱同系物的新成员:反-N-(4-羟基-3-甲氧基苄基)-8-甲基-4-壬烯酰胺和N-(4-羟基-3-甲氧基苄基)-3,7-二甲基-6-辛烯酰胺,并用元素分析,FT-IR,1H NMR,13C NMR等方法对其结构进行了表征,还用斯科维尔感官评定的方法对其辣度进行了测定,分别为1.2×107和3.0×106 SHU.并将它们的结构和辣度与辣椒碱、降辣椒碱和高辣椒碱进行了对比,总结出影响辣椒碱同系物辣度的结构因子为脂酰基双键的位置、脂酰基主链的长度及支链.

【Abstract】 Two new members of capsaicinoids,N-(4-hydroxy-3-methoxybenzyl)-8-methylnon-trans-4-enamide and N-(4-hydroxy-3-methoxybenzyl)-3,7-dimethyloct-6-enamide,were synthesized,and their structures were confirmed by elemental analysis,FT-IR,1H NMR,13C NMR etc.Meanwhile,their pungen-cies were determined through scoville organoleptic test and compared with capsaicin,norcapsaicin and ho-mocapsicin.The double bond location,branch chain and length of the alcyl chain were confirmed to be the structural factors that could affect the pungency remarkably.

【关键词】 辣椒素同系物合成辣度因子
【Key words】 capsaicinoidsynthesispungency factor
  • 【文献出处】 有机化学 ,Chinese Journal of Organic Chemistry , 编辑部邮箱 ,2011年06期
  • 【分类号】O629.3
  • 【被引频次】7
  • 【下载频次】234
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