Jump to main content
Jump to site search

Issue 1, 2015
Previous Article Next Article

Synthesis of maculalactone A and derivatives for environmental fate tracking studies

Author affiliations

Abstract

Maculalactone A (1) constitutes a promising antifouling agent, inhibiting the formation of biofilms in marine and freshwater systems. In this study, we developed a new route, based on a late-stage formation of the butenolide core, leading to the total synthesis of maculalactone A (three steps, overall yield of 45%) and delivering material on a gram scale. In addition, analogues of the title compound were assayed concerning their biological activity, utilizing Artemia franciscana and Thamnocephalus platyurus. The most active analogue was functionalized with a rhodamine B fluorophore and was utilized in an in vivo staining experiment in Artemia salina. Two different tissues were found to accumulate this maculalactone A derivative.

Graphical abstract: Synthesis of maculalactone A and derivatives for environmental fate tracking studies

Back to tab navigation

Supplementary files

Publication details

The article was received on 25 Sep 2014, accepted on 20 Oct 2014 and first published on 20 Oct 2014


Article type: Paper
DOI: 10.1039/C4OB02042A
Author version
available:
Download author version (PDF)
Citation: Org. Biomol. Chem., 2015,13, 199-206
  • Open access: Creative Commons BY-NC license
  •   Request permissions

    Synthesis of maculalactone A and derivatives for environmental fate tracking studies

    S. L. Bader, M. U. Luescher and K. Gademann, Org. Biomol. Chem., 2015, 13, 199
    DOI: 10.1039/C4OB02042A

    This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material and it is not used for commercial purposes.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author

Spotlight

Advertisements