Synthesis and antifungal activity of β mrifluoroalkyl aminovinyl ketone derivatives

Gary Gellerman, Natali Pariente, Paz Zahi, Anat Shnaiderman, Oded Yarden*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

10 Scopus citations

Abstract

Ten β-trifluoroalkyl aminovinyl ketone derivatives were synthesized, and their inhibitory effects on several phytopathogenic fungi, an oomycete and plants were assessed. The various compounds were fungitoxic at the 10-100 μM range, with (Z)-3-amino-4,4,4-trifluoro-1-(4-chlorophenyl)but-2-en1-one exhibiting the highest inhibitory effect on most of the test pathogens. Alternarla alternata and Neurospora crassa were the most tolerant and sensitive fungi to the compounds, respectively. We propose that (Z)-3-amino-4,4,4- trifluoro-1-phenylbut-2-en-1-one is the minimal structural requirement for a β-trifluoroalkyl aminovinyl ketone fungitoxic derivative.

Original languageAmerican English
Pages (from-to)8303-8307
Number of pages5
JournalJournal of Agricultural and Food Chemistry
Volume57
Issue number18
DOIs
StatePublished - 23 Sep 2009

Keywords

  • Alternarla alternata
  • Antifungal
  • Botrytis cinerea
  • Neurospora crassa
  • Penicillium dlgltatum
  • Pythlum aphanldermatum
  • Rhizoctonia sollanl
  • Sclerotinia sclerotiorum
  • Structure-activity relationship
  • β-trlfluoroalkyl aminovinyl ketone derivatives

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