Synthesis and antinematodal activity of 3-n-alkylphenols

Kazuto Takaishi, Yohannes Alen, Kazuyoshi Kawazu, Naomichi Baba, Shuhei Nakajima

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Several 3-alkylphenols including 3-undecylphenol, which was isolated from a Sumatran rainforest plant, were synthesized to investigate their antinematodal activity against the phytopathogenic nematodes, Bursapherencus xylophilus. A three-step synthesis involving the treatment of 2-cyclohexen-1-one with the Grignard reagent, oxidation of the resulting 1-alkyl-2-cyclohexen-1-ol and subsequent aromatization of 3-alkyl-2-cyclohexen-1-one successfully afforded such phenols. Among the 3-alkylphenols, 3-nonylphenol showed the highest activity, while 3-decylphenol and 3-undecylphenol also showed high activity.

Original languageEnglish
Pages (from-to)2398-2400
Number of pages3
JournalBioscience, Biotechnology and Biochemistry
Volume68
Issue number11
DOIs
Publication statusPublished - Nov 2004

Fingerprint

Xylophilus
Aromatization
plant parasitic nematodes
phenols
Phenols
rain forests
oxidation
Oxidation
synthesis
2-cyclohexen-1-one

Keywords

  • 3-alkylphenols
  • 3-nonylphenol
  • 3-undecylphenol
  • Antinematodal activity
  • Bursapherencus xylophilus

ASJC Scopus subject areas

  • Bioengineering
  • Biotechnology
  • Biochemistry
  • Biochemistry, Genetics and Molecular Biology(all)
  • Chemistry (miscellaneous)
  • Applied Microbiology and Biotechnology
  • Food Science

Cite this

Synthesis and antinematodal activity of 3-n-alkylphenols. / Takaishi, Kazuto; Alen, Yohannes; Kawazu, Kazuyoshi; Baba, Naomichi; Nakajima, Shuhei.

In: Bioscience, Biotechnology and Biochemistry, Vol. 68, No. 11, 11.2004, p. 2398-2400.

Research output: Contribution to journalArticle

Takaishi, Kazuto ; Alen, Yohannes ; Kawazu, Kazuyoshi ; Baba, Naomichi ; Nakajima, Shuhei. / Synthesis and antinematodal activity of 3-n-alkylphenols. In: Bioscience, Biotechnology and Biochemistry. 2004 ; Vol. 68, No. 11. pp. 2398-2400.
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