丁香蒲桃果实母丁香化学成分研究

Chemical constituents from fruits of Syzygium aromaticum

目的研究丁香蒲桃Syzygium aromaticum的果实母丁香的化学成分。方法采用硅胶柱色谱、SephadexLH-20凝胶柱色谱及半制备高效液相色谱法分离纯化,采用MS、^(1)H-NMR、^(13)C-NMR、DEPT、HSQC、HMBC、COESY等波谱学方法鉴定化合物的结构。结果从母丁香乙醇提取物中分离得到了15个化合物,分别鉴定为1,3,5-三羟基-3-甲基苯乙酮-1-O-β-D-(6'-O-没食子酰基)葡萄糖苷(1)、triterpenoster(2)、积雪草酸(3)、齐墩果酸(4)、山楂酸(5)、熊果酸(6)、花椒油素(7)、methylxanthoxylin(8)、母丁香酚(9)、没食子酸(10)、没食子酸甲酯(11)、丁香酚(12)、萎叶醇(13)、β-氧化石竹烯(14)、去氢双丁香酚B(15)。结论化合物1为新化合物,命名为母丁香酚A;化合物2为新天然产物,化合物7~8、11首次从该植物中分离得到。化合物1、7~9为苯乙酮类成分,2~3为乌苏烷型三萜类成分,4~5为齐墩果烷型三萜类成分,12~13、15为苯丙素类成分,14为倍半萜类成分。

Objective To study on the chemical constituents from the fruits of Syzygium aromaticum.Methods The chemical constituents were separated and purified by Sephadex LH-20,silica gel,semi-prepared HPLC and other chromatography techniques.Their structures were elucidated by MS and NMR data.Results Fifteen compound were isolated,and were identified as 1,3,5-trihydroxy-3-methylacetophenone-1-O-β-D-(6'-O-galloxyl)glucoside(1),triterpenoster(2),asiatic acid(3),oleanolic acid(4),maslinic acid(5),ursolic acid(6),xanthoxylin(7),methylxanthoxylin(8),bancroftione(9),gallic acid(10),methyl gallate(11),eugenol(12),chavibetol(13),β-caryophyllene oxide(14),dehydrodieugend B(15).Conclusion Compound 1 is a new compound named syzygiumol A.Compounds 2 is isolated as a new natural compound.Compounds 7—8 and 11 are isolated from this plant for the first time.Compounds 1,7—9 are acetophenone;Compounds 2—3 are ursane-type triterpenoids;Compounds 4—5 are oleanane-type triterpenoids;Compounds 12—13,15 are phenylpropanoids;Compounds 14 is sesquiterpenoid.