Synthesis and antinematodal activity of 3-n-alkylphenols |
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Authors: | Takaishi Kazuto Alen Yohannes Kawazu Kazuyoshi Baba Naomichi Nakajima Shuhei |
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Institution: | The Graduate School of Natural Science and Technology, Laboratory of Natural Product Chemistry, Okayama University, Japan. |
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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. |
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