Cytotoxic activity of semi-synthetic derivatives of elatol and isoobtusol

Mar Drugs. 2012 Oct;10(10):2254-2264. doi: 10.3390/md10102254. Epub 2012 Oct 18.

Abstract

In the present study, the in vitro cytotoxic effects of six semi-synthetic derivatives of elatol (1) and isoobtusol (2) were investigated. Chemical modifications were performed on the hydroxyl groups aiming to get derivatives of different polarity, namely the hemisuccinate, carbamate and sulfamate. The structural elucidation of the new derivatives was based on detailed NMR and MS spectroscopic analyses. The in vitro cytotoxicity of compounds 1 to 8 was evaluated against A459 and RD tumor cell lines with CC₅₀ values ranging from 4.93 to 41.53 µM. These results suggest that the structural modifications performed on both compounds could be considered a good strategy to obtain more active derivatives.

Keywords: cytotoxic activity; elatol; isoobtusol; sesquiterpenes; synthesis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology*
  • Cell Line
  • Humans
  • Laurencia / chemistry
  • Laurencia / metabolism
  • Molecular Structure
  • Spiro Compounds / chemistry*

Substances

  • Antineoplastic Agents
  • Spiro Compounds
  • elatol
  • isoobtusol