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Late-stage divergent synthesis and antifouling activity of geraniol–butenolide hybrid molecules

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Abstract

Hybrid molecules consisting of geraniol and butenolide were designed and synthesized by the late-stage divergent strategy. In the synthetic route, ring-closing metathesis was utilized for the construction of a butenolide moiety. A biological evaluation of the eight synthetic hybrid compounds revealed that these molecules exhibit antifouling activity against the cypris larvae of the barnacle Balanus (Amphibalanus) amphitrite with EC50 values of 0.30–1.31 μg mL−1. These results show that hybridization of the geraniol and butenolide structural motifs resulted in the enhancement of the antifouling activity.

Graphical abstract: Late-stage divergent synthesis and antifouling activity of geraniol–butenolide hybrid molecules

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Publication details

The article was received on 12 May 2017, accepted on 13 Jun 2017 and first published on 13 Jun 2017


Article type: Paper
DOI: 10.1039/C7OB01160A
Citation: Org. Biomol. Chem., 2017, Advance Article
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    Late-stage divergent synthesis and antifouling activity of geraniol–butenolide hybrid molecules

    H. Takamura, T. Ohashi, T. Kikuchi, N. Endo, Y. Fukuda and I. Kadota, Org. Biomol. Chem., 2017, Advance Article , DOI: 10.1039/C7OB01160A

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