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Sophie Manner

Director of studies

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

Author

  • Fredrik Almqvist
  • Sophie Manner
  • Viveca Thornqvist
  • Ulf Berg
  • M Wallin
  • Torbjörn Frejd

Summary, in English

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.

Department/s

  • Centre for Analysis and Synthesis

Publishing year

2004

Language

English

Pages

3085-3090

Publication/Series

Organic and Biomolecular Chemistry

Volume

2

Issue

21

Document type

Journal article

Publisher

Royal Society of Chemistry

Topic

  • Organic Chemistry

Status

Published

ISBN/ISSN/Other

  • ISSN: 1477-0539