Spirobicyclo[2.2.2]octane derivatives: mimetics of baccatin III and paclitaxel (Taxol)

被引:20
作者
Almqvist, F
Manner, S
Thornqvist, V
Berg, U
Wallin, M
Frejd, T
机构
[1] Lund Univ, Dept Chem, Organ & Bioorgan Chem Lab, SE-22100 Lund, Sweden
[2] Umea Univ, Dept Organ Chem, SE-90187 Umea, Sweden
[3] Univ Gothenburg, Dept Zool, SE-40530 Gothenburg, Sweden
关键词
D O I
10.1039/b409678a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The formylated spirobyclic alcohol 8a was computer modeled to be a mimetic of paclitaxel. In this model, the formyl group was used as a truncated paclitaxel side chain in order to reduce the computational work. Compound 8c, carrying the paclitaxel side chain, was synthesized in six steps from optically active 1,3-diketone 12. Microtubule stabilization was not observed for 8c, indicating that the model needs to be adjusted.
引用
收藏
页码:3085 / 3090
页数:6
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