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 journalArticle

4 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

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antifouling
Thoracica
larvae
Molecules
metathesis
closing
synthesis
molecules
routes
Larva
augmentation
evaluation
rings
geraniol
butenolide

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Late-stage divergent synthesis and antifouling activity of geraniol-butenolide hybrid molecules. / Takamura, Hiroyoshi; Ohashi, Takumi; Kikuchi, Takahiro; Endo, Noriyuki; Fukuda, Yuji; Kadota, Isao.

In: Organic and Biomolecular Chemistry, Vol. 15, No. 26, 2017, p. 5549-5555.

Research output: Contribution to journalArticle

Takamura, Hiroyoshi ; Ohashi, Takumi ; Kikuchi, Takahiro ; Endo, Noriyuki ; Fukuda, Yuji ; Kadota, Isao. / Late-stage divergent synthesis and antifouling activity of geraniol-butenolide hybrid molecules. In: Organic and Biomolecular Chemistry. 2017 ; Vol. 15, No. 26. pp. 5549-5555.
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AU - Kadota, Isao

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