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

Hiroyoshi Takamura, Takumi Ohashi, Takahiro Kikuchi, Noriyuki Endo, Yuji Fukuda, Isao Kadota

Research output: Contribution to journalArticlepeer-review

12 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)5549-5555
Number of pages7
JournalOrganic and Biomolecular Chemistry
Volume15
Issue number26
DOIs
Publication statusPublished - 2017

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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