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.
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
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
关键词
三环二萜
合成
抗肿瘤活性
Tri-ring diterpene
Synthesis
Anti-tumor activity