5-Aryl-1,3,4-oxadiazole-2-thiols as a new series of trans-cinnamate 4-hydroxylase inhibitors

Naotaka Yamada, Yuki Kataoka, Takamichi Nagami, Soonsung Hong, Shinya Kawai, Eiichi Kuwano

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)


A series of 5-aryl-1,3,4-oxadiazole-2-thiols was found to inhibit trans-cinnamate 4-hydroxylase (C4H) from Populus kitakamiensis, which was expressed in yeast. 5-Phenyl-1,3,4-oxadiazole-2-thiol showed inhibitory activity comparable to 2-hydroxy-1-naphthoic acid, a known C4H inhibitor. Studies on the structure-activity relationship indicated that the presence of a thiol group was significant for stronger activity. Of the compounds tested, 5-(3-fluorophenyl)-1,3,4-oxadiazole-2-thiol was the most active.

Original languageEnglish
Pages (from-to)205-208
Number of pages4
JournalJournal of Pesticide Science
Issue number3
Publication statusPublished - 2004

All Science Journal Classification (ASJC) codes

  • Insect Science
  • Health, Toxicology and Mutagenesis


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