Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Road Zu Chong Zhi, Zhangjiang Hi-Tech Park, Shanghai, 201203, PR China.
Org Biomol Chem. 2011 May 7;9(9):3176-9. doi: 10.1039/c0ob01239d. Epub 2011 Mar 15.
The total synthesis of a trans-position butenolide analogue of triptolide 3 and the semi-synthesis of analogue 4, with a furan ring, and compound 5, without a planar D-ring, are described. Studies into the antitumor activity of these compounds suggest that the five-membered unsaturated lactone ring (D-ring) of triptolide is essential to its potent anticancer activity and the C18 carbonyl group may exert an important influence on the interaction between triptolide and the target molecule(s) responsible for initiating their cytotoxic effects.
本文描述了雷公藤内酯醇的 trans-顺丁烯内酯类似物 3 的全合成、呋喃环半合成类似物 4 和不含平面 D-环的化合物 5。这些化合物的抗肿瘤活性研究表明，雷公藤内酯醇的五元不饱和内酯环（D-环）是其强效抗癌活性所必需的，C18 羰基基团可能对雷公藤内酯醇与负责引发其细胞毒性作用的靶分子（s）之间的相互作用产生重要影响。
