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胡桃醌衍生物的合成
Synthesis of juglone’s derivatives
【摘要】 用对苯二酚与马来酸酐在高温下进行傅-克反应合成了5,8-二羟基-1,4-萘醌(Ⅰ).从核磁共振谱确定了它的分子结构是一个十分对称的共振杂化体.在同样的反应条件下,合成了5-羟基-8-甲基-1,4-萘醌(Ⅱ).用α-溴代-2′,3′,4′,6′-四-O-乙酰吡喃葡萄糖与5,8-二羟基-1,4-萘醌反应,合成了8-(5-羟基-1,4-萘醌基)-2′,3′,4′,6′-四-O-乙酰基-β-D-吡喃葡萄糖苷(Ⅲ),(Ⅲ)是新化合物.以上化合物通过IR、1H-NMR、13C-NMR、MS谱确定了它们的结构.
【Abstract】 5,8 - dihydr - oxyl - 1 ,4 - naphthoquinone(Ⅰ) was obtained by the Frediel - Craft reaction of 1,4- dihydroxylbenzene with maleic anhydride at high temperature. Its’existence as a hybrid with symm - etric structure was determined by analysis of NMR spectra. Under the same condition, 5 - hydroxyl- 8- methyl- 1,4- naphthoquinone(Ⅱ) was obtained. The reaction of 5 ,8 -dihydroxyl -1,4- naphthoquinone with 1 - Br- 2 ,3 ,4,6- tetra- O- acetyl- a- D- glucopy-ranose gave 8 - (5 - hydroxy -1,4- naphthoquinone) - 2’,3’,4’,6’ - tetra - 0 - acetyl - β - D -glucopyranoside(Ⅲ) , (Ⅲ) is a new compound. Structures of all above compounds were determined by IR, 1H-NMR, 13C-NMR and MS.
- 【文献出处】 延边大学学报(自然科学版) ,Journal of Yanbian University (Natural Science Edition) , 编辑部邮箱 ,2003年03期
- 【分类号】O629
- 【被引频次】9
- 【下载频次】314