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Spirobicyclo[2.2.2]octane derivatives: mimetics of baccatin III and paclitaxel (Taxol)
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- Almqvist, Fredrik (author)
- Umeå universitet,Kemiska institutionen
- Manner, Sophie (author)
- Thornqvist, Viveca (author)
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- Berg, Ulf (author)
- Wallin, Margareta (author)
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- (creator_code:org_t)
- Royal Society of Chemistry (RSC), 2004
- 2004
- English.
- In: ORGANIC & BIOMOLECULAR CHEMISTRY. - : Royal Society of Chemistry (RSC). - 1477-0520 .- 1477-0539. ; 2:21, s. 3085-90
- Journal article (peer-reviewed)
Abstract
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- 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.
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