title: Spirobicyclo[2.2.2]octane derivatives: mimetics of baccatin III and paclitaxel (Taxol).
abstract: The formylated spirobyclic alcohol 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 , carrying the paclitaxel side chain, was synthesized in six steps from optically active 1,3-diketone . Microtubule stabilization was not observed for , indicating that the model needs to be adjusted.
authors.affiliation: Department of Organic Chemistry, Umeå University, Umeå, Sweden.
authors.forename: Fredrik
authors.initials: F
authors.lastname: Almqvist
authors.forename: Sophie
authors.initials: S
authors.lastname: Manner
authors.forename: Viveca
authors.initials: V
authors.lastname: Thornqvist
authors.forename: Ulf
authors.initials: U
authors.lastname: Berg
authors.forename: Margareta
authors.initials: M
authors.lastname: Wallin
authors.forename: Torbjorn
authors.initials: T
authors.lastname: Frejd
mesh_terms: D000470:Alkaloids / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000737:chemistry*; D040761:Biomimetic Materials / Q000737:chemistry*; D003198:Computer Simulation; D008958:Models, Molecular; D009795:Octanes / Q000737:chemistry*; D017239:Paclitaxel / Q000737:chemistry*; D013141:Spiro Compounds / Q000737:chemistry*; D043823:Taxoids / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D000970:Antineoplastic Agents; D009795:Octanes; D013141:Spiro Compounds; D043823:Taxoids; C509760:spirobicyclo(2.2.2)octane; C073950:baccatin III; D017239:Paclitaxel