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Synthesis of maculalactone A and derivatives for environmental fate tracking studies

Bader, Samuel L. and Luescher, Michael U. and Gademann, Karl. (2015) Synthesis of maculalactone A and derivatives for environmental fate tracking studies. Organic & biomolecular chemistry, Vol. 13, H. 1. pp. 199-206.

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Official URL: http://edoc.unibas.ch/dok/A6337720

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Abstract

Maculalactone A () 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.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Former Organization Units Chemistry > Organische Chemie (Gademann)
UniBasel Contributors:Gademann, Karl
Item Type:Article, refereed
Article Subtype:Research Article
Bibsysno:Link to catalogue
Publisher:Royal Society of Chemistry
ISSN:1477-0520
Note:Publication type according to Uni Basel Research Database: Journal article
Language:English
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Last Modified:02 Jul 2019 07:54
Deposited On:06 Feb 2015 09:59

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