小叶臭黄皮的化学成分研究

Chemical Constituents from Clausena excavata Burm.F.

从小叶臭黄皮(Clausena excavata Burm F.)的茎和叶中分离得到10个单萜基香豆素,分别鉴定为7-((E)-3'-甲基-4'-(8'-羰基-7',9'-烯-呋喃)-2'-烯)-香豆素(1)、7-((E)-3'-甲基-4'-(7'-甲基-8'-羰基-6'-烯-呋喃)-2'-烯)-香豆素(2)、7-((E)-3'-甲基-4'-(7'-甲基-6'-亚甲基-8'-羰基-呋喃)-2'-烯)-香豆素(3)、7-((E)-3'-甲基-4'-(9'-羟基-8'-羰基-6'-烯-呋喃)-2'-烯)-香豆素(4)、7-(3'-甲基-4'-(7'-甲基-8'-羰基-6'-烯-呋喃)-2',3'-环氧丁烷)-香豆素(5)、7-(3'-甲基-4'-(9'-羟基-8'-羰基-6'-烯-呋喃)-2',3'-环氧丁烷)-香豆素(6)、7-(3'-甲基-4'-(7'-甲基-7'-羟基-8'-羰基-6'-烯-呋喃)-2',3'-环氧丁烷)-香豆素(7)、7-(3'-甲基-4'-(7'-甲基-8'-羰基-呋喃)-2',3'-环氧丁烷)-香豆素(8)、5'-羟基葡萄内酯(9)和7-((E)-7'-羟基-3',7'-二甲基-2',5'-二烯)-香豆素(10),2个四降三萜,鉴定为11β-羟基-1α-乙酰基黄柏酮(11)、11β-羟基黄柏酮(12)和1个木脂素,鉴定为(-)-丁香脂素(13)。其中化合物11和13为首次从该植物中分离得到。测定了化合物1、2、3、11和12对癌细胞株A549、Hela和BGC-823的细胞毒活性,及其对白色念珠菌(Candida albicans)、金黄色葡萄球菌(Staphylococcus aureus)的抑菌活性。结果显示,化合物1对Hela和A549均有细胞毒活性,其半数抑制质量浓度(IC_(50))值分别为11.26和13.55 mg/L,化合物3对BGC-823有细胞毒活性,其IC_(50)值为16.65 mg/L,5个化合物对白色念珠菌和金黄色葡萄球菌均没有抗菌活性。

Ten O-terpenoidal coumarins excavarin（ 1）,excavatin D（ 2）,excavatin G（ 3）,excavatin E（ 4）,excavatin K（ 5）,excavatin L（ 6）,excavacoumarin B（ 7）,excavacoumarin A（ 8）,anisocoumarin H（ 9） and 7-（（ E）-7’-hydroxy-3’,7’-dimethylocta-2’,5’-dienyloxy）-coumarin（ 10）,two tetranortriterpenoids claemargine E（ 11）,zapoterin（ 12）,one lignanoid（-）-syringaresinol（ 13） were isolated from the leaves and barks of Clausena excavata Burm. F.（ Rutaceae）. Compounds 11 and13 are isolated from this plant for the first time. Compounds 1,2,3,11 and 12 were tested for their cytotoxicities against A549,Hela and BGC-823 cancer cell lines,and antimicrobial activities against Candida albicans and Staphylococcus aureus. The results showed that compound 1 exhibited cytotoxicity against Hela and A549 with the IC50 values of 11. 26 and 13. 55 mg / L,and compound 3 against BGC-823 with the IC50 value of 16. 65 mg / L. Compounds 1,2,3,11,12 didn ’t exhibit antimicrobial activities against Candida albicans and Staphylococcus aureaus.