一系列新型三环二萜的合成与抗肿瘤活性研究  

Synthesis and Anti-tumor Activities of a Series of Novel Tricycle Diterpenes

作　　者：熊轶[1] 王奎武[1] 潘远江[1] 孙红祥[2] 

机构地区：[1]浙江大学化学系,杭州310027 [2]浙江大学动物科学学院,杭州310027

出　　处：《高等学校化学学报》2006年第11期2101-2105,共5页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:20472073)资助

摘　　要：对活性天然产物(+)-7-deoxyn imb id iol非对映异构体的外消旋体cis-(±)-7-deoxyn imb id iol进行了合成和衍生,共得到了8个新型三环二萜化合物;对合成的新化合物进行了抗肿瘤活性的实验研究,其中化合物5d对人体乳腺癌瘤株MCF7表现出了较强的抑制作用(IC50=7.49μg/mL),可能作为新型抗肿瘤药物先导化合物.The tri-ring diterpenes with trans-configuration showed the anti-tumor potency from many previous inverstigations, but the research for the tri-ring diterpene with cis-configuration has not been regarded so far. During our chemical studies on the bioactive compounds from the plants, a novel tri-ring diterpene （ ＋ ） -7-deoxynimbidiol which attracts our intensive interest for its good anti-tumor activity was isolated from Celastrus hypoleucus, cis-（ ± ） -7-Deoxynimbidiol（ compound 4）, the diastereoisomer of （ ＋ ） -7-deoxynimbidiol, was total synthesized via eight-step reactions with geranic acid as the starting material, and modified by etherification of the phenolic hydroxyl with the substituted benzyl bromide. Eight novel tri-ring diterpenes （compounds 5a-5h） were obtained. The anti-tumor activities of all the new compounds were evaluated. Compound 5d was found to have potency against the cultured human-tumor cell line MCF7 （ IC50 = 7.49 μg/mL）. The fluorine atom on the benzyl group was speculated to enhance the anti-tumor activities.

关 键 词：三环二萜 合成 抗肿瘤活性 

分 类 号：O629.9[理学—有机化学]