一种新型的莪术醇衍生物的波谱学分析

NMR Characterization of a Novel Curcumol Derivative

莪术醇进行环外双键断裂氧化和酸催化氧桥开环加成2步反应后,经硅胶柱层析分离,得到一种新型的莪术醇衍生物(2).应用1D NMR和2D NMR测试了化合物2的1HNMR、13C NMR、1H-1H COSY、gHSQC、gHMBC,对化合物2的1H和13C化学位移进行了全归属,结合其红外光谱和质谱,推得化合物2为8-羟基-12-异丙基-2-甲基-三环[6.2.2.01,5]十二烷-10-氧杂-6,9-二酮,并比较了莪术醇,莪术醇双键断裂氧化产物(化合物1),化合物2的1H NMR、13C NMR数据变化.

The structure of curcumol was modified via a two-step reaction： exocyclic double bond oxidation and oxygen bridges acylation within the seven-membered ring.The reaction product was purified by silica gel column chromatography.Compound 2 was characterized by IR,ESI-MS,1H NMR,13C NMR and 2D NMR（i.e.,gCOSY,gHSQC and gHMBC） techniques.The 1H and 13C NMR signals of compound 2 were assigned.Its structure was elucidated as 8-hydroxyl-12-isopropyl-2-methyl-tricyclo [6.2.2.01,5] dodecane-10-oxa-6,9-dione.