Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 13, Issue 1, Pages 199-206Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ob02042a
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Funding
- Swiss National Science Foundation [200020_130475]
- Swiss National Science Foundation (SNF) [200020_130475] Funding Source: Swiss National Science Foundation (SNF)
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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.
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