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1、结构鉴定练习题化合物(A)为黄色粉末状结晶,mp:229~231℃,分子式为C21H20O12,HCl-Mg粉反应呈阳性,2%ZrOCl2反应呈黄色,加柠檬酸后黄色褪去。酸水解检出葡萄糖。该化合物紫外光谱数据如下所示:(UVλMmeaOxHnm)结构鉴定练习题MeOH257269(sh)299(sh)342NaOMe272327409AlCl3275305(sh)331(sh)438AlCl3/HCl268299(sh)366(sh)405NaOAc/H3BO3262298(sh)397NaOAc274324380结构鉴定练习题该化合
2、物1H-NMR(DMSO-d6)(δppm):5.34(1H,d,J=7Hz)6.19(1H,d,J=2Hz)6.93(1H,d,J=2Hz)6.83(1H,d,J=9Hz)7.56(1H,dd,J1=9Hz,J2=2Hz)7.64(1H,d,J=2Hz)结构鉴定练习题1.试写出该化合物的完整结构;糖部分写出Haworth结构;2.写出甙键的构型;3.试归属氢信号。(要求写出推导过程)结构鉴定练习题解:黄色粉末状结晶mp:229~231℃分子式为C21H20O12HCl-Mg粉反应呈阳性2%ZrOCl2反应呈黄色,加柠檬酸后黄色褪去酸
3、水解检出葡萄糖。结构鉴定练习题MeOH257269(sh)299(sh)342NaOMe272327409结构鉴定练习题AlCl3275305(sh)331(sh)438AlCl3/HCl268299(sh)366(sh)405结构鉴定练习题NaOAc274324380NaOAc/H3BO3262298(sh)397结构鉴定练习题根据化学反应、UV光谱,得出如下结构式:结构鉴定练习题1H-NMR(DMSO-d6)(δppm):5.34(1H,d,J=7Hz)6.19(1H,d,J=2Hz)6.93(1H,d,J=2Hz)6.83(1H
4、,d,J=9Hz)7.56(1H,dd,J1=9Hz,J2=2Hz)7.64(1H,d,J=2Hz)结构鉴定练习题1H-NMR(DMSO-d6)(δppm):5.34(1H,d,J=7Hz)6.19(1H,d,J=2Hz)6.93(1H,d,J=2Hz)6.83(1H,d,J=9Hz)7.56(1H,dd,J1=9Hz,J2=2Hz)7.64(1H,d,J=2Hz)结构鉴定练习题1H-NMR(DMSO-d6)(δppm):5.34(1H,d,J=7Hz)6.19(1H,d,J=2Hz)6.93(1H,d,J=2Hz)6.83(1H,d
5、,J=9Hz)7.56(1H,dd,J1=9Hz,J2=2Hz)7.64(1H,d,J=2Hz)结构鉴定练习题1H-NMR(DMSO-d6)(δppm):5.34(1H,d,J=7Hz)6.19(1H,d,J=2Hz)6.93(1H,d,J=2Hz)6.83(1H,d,J=9Hz)7.56(1H,dd,J1=9Hz,J2=2Hz)7.64(1H,d,J=2Hz)结构鉴定练习题1H-NMR(DMSO-d6)(δppm):5.34(1H,d,J=7Hz)6.19(1H,d,J=2Hz)6.93(1H,d,J=2Hz)6.83(1H,d,J
6、=9Hz)7.56(1H,dd,J1=9Hz,J2=2Hz)7.64(1H,d,J=2Hz)结构鉴定练习题1H-NMR(DMSO-d6)(δppm):5.34(1H,d,J=7Hz)6.19(1H,d,J=2Hz)6.93(1H,d,J=2Hz)6.83(1H,d,J=9Hz)7.56(1H,dd,J1=9Hz,J2=2Hz)7.64(1H,d,J=2Hz)结构鉴定练习题1H-NMR(DMSO-d6)(δppm):5.34(1H,d,J=7Hz)6.19(1H,d,J=2Hz)6.93(1H,d,J=2Hz)6.83(1H,d,J=9
7、Hz)7.56(1H,dd,J1=9Hz,J2=2Hz)7.64(1H,d,J=2Hz)结构鉴定练习题1H-NMR(DMSO-d6)(δppm):5.34(1H,d,J=7Hz)6.19(1H,d,J=2Hz)6.93(1H,d,J=2Hz)6.83(1H,d,J=9Hz)7.56(1H,dd,J1=9Hz,J2=2Hz)7.64(1H,d,J=2Hz)结构鉴定练习题1H-NMR(DMSO-d6)(δppm):5.34(1H,d,J=7Hz)6.19(1H,d,J=2Hz)6.93(1H,d,J=2Hz)6.83(1H,d,J=9Hz
8、)7.56(1H,dd,J1=9Hz,J2=2Hz)7.64(1H,d,J=2Hz)结构鉴定练习题结构鉴定练习题从中药蒙桑枝中分离得到一个白色结晶(氯仿-甲醇),分子式为C15H12O5,mp=247-9℃,HCl-Mg