The browser you are using is not supported by this website. All versions of Internet Explorer are no longer supported, either by us or Microsoft (read more here: https://www.microsoft.com/en-us/microsoft-365/windows/end-of-ie-support).

Please use a modern browser to fully experience our website, such as the newest versions of Edge, Chrome, Firefox or Safari etc.

Default user image.

Sophie Manner

Director of studies

Default user image.

Spiro-bicyclo[2.2.2]octane derivatives as paclitaxel mimetics. Synthesis and toxicity evaluation in breast cancer cell lines.

Author

  • Sophie Manner
  • Viveca Oltner
  • Stina Oredsson
  • Ulf Ellervik
  • Torbjörn Frejd

Summary, in English

Paclitaxel is one of the most important anti-cancer agents introduced during the last 20 years. However, the use of paclitaxel is limited by undesirable side effects as well as the development of drug resistance. Here, we report a synthetic strategy towards spiro-bicyclo[2.2.2]octane derivatives, which includes double Michael addition and ring-closing metathesis as key synthetic steps. This strategy was used to synthesize a series of spiro-bicyclic compounds designed to be paclitaxel mimetics, which were evaluated in human breast-derived cell lines. One of these paclitaxel mimetics showed toxicity, although at higher concentrations than paclitaxel itself. In addition, two other spiro-bicyclic compounds, lacking the paclitaxel side chain, showed toxicity.

Department/s

  • Centre for Analysis and Synthesis
  • Functional zoology
  • BioCARE: Biomarkers in Cancer Medicine improving Health Care, Education and Innovation

Publishing year

2013

Language

English

Pages

7134-7144

Publication/Series

Organic and Biomolecular Chemistry

Volume

11

Issue

41

Document type

Journal article

Publisher

Royal Society of Chemistry

Topic

  • Zoology
  • Chemical Sciences

Status

Published

ISBN/ISSN/Other

  • ISSN: 1477-0539