香茶菜属植物中二萜成分的提取及抗肿瘤活性

Extraction of diterpenoid from Isodon and its antitumor activity

目的研究唇形科香茶菜属植物中二萜成分的提取及细胞毒活性。方法用硅胶柱色谱和高效液相等现代分离方法提取分离香茶菜属植物中的二萜成分并进一步纯化,获得纯净的单体化合物,然后通过核磁共振、质谱和红外光谱等现代波谱方法确定化合物结构,并采用磺酰罗丹明B染色法对提取的二萜单体化合物进行体外细胞毒活性试验。结果从该属植物叶的提取物中分离得到13种对映-贝壳杉烷型二萜类化合物,经结构鉴定分别为:lasiodonin(1);effusanin E(2);effusanin A(3);oridonin(4);epinodosin(5);enmein(6);epinodosinol(7);rubescrystal A(8);rubescrystal B(9);ponicidin(10);nodosin(11);rabdosin B(12);isodocarpin(13)。体外抗肿瘤活性试验结果表明,化合物2、3、5、6、11、13对人白血病HL60细胞有很好的细胞毒活性;化合物3、13对人肝癌细胞、宫颈癌细胞也有一定的抑制作用;化合物4、10对人慢性髓原白血病有抑制作用。结论具有α-亚甲基环戊酮部分结构的二萜化合物多数有一定的细胞毒活性,且化合物3、13同时对人白血病细胞和肝癌细胞均有较好的抑制作用。

Objective To study the extraction and cytotoxicity of diterpenoidin of Isodon. Methods The diterpenoidin was isolated and purified by means of silica gel column chromatography. Then the structure of compounds were identified by nuclear magnetic resonance,mass spectrum and infrared spectrum methods. The cytotoxicity test of diterpenoidin in vitro was performed by sulforhodamine B staining. Results Thirteen diterpenoids were isolated from the extracts of Isodon and the structures of these compounds were identified as lasiodonin( 1); effusanin E( 2); effusanin A( 3); oridonin( 4); epinodosin( 5); enmein( 6); epinodosinol( 7); rubescrystal A( 8); rubescrystal B( 9); ponicidin( 10); nodosin( 11); rabdosin B( 12) and isodocarpin( 13). The antitumor activity test showed that compounds of 2,3,5,6,11,13 had good cytotoxic activity on human leukemia cells( HL60); compounds 3,13 had good inhibitory activity on human hepatoma carcinoma cell and cervical cancer cell line; compounds 4,10 had inhibitory action on human chronic myelogenous leukemia. Conclusion Some of compounds with a partial structure of the α-methylene cyclopentanone have certain cytotoxic activity,and both of the compounds of 3,13 have a good inhibitory action on human leukemia cells and hepatoma carcinoma cells.