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Synthesis and photosynthetic inhibition activity of substituted 5-(bis-trifluoromethyl)methyl)-2-aminothiazoles
Authors:Cécile Boyer  Giovanni Finazzi  Alois Haas
Institution:a Laboratoire OMEMF, UMR 5073, Université Montpellier 2, Place E. Bataillon, 34095 Montpellier, France
b UMR 7141, Institut de Biologie Physico-Chimique, 13 rue Pierre et Marie Curie, 75005 Paris, France
c Ruhr-Universität, FNO 034, D-44780 Bochum, Germany
Abstract:The reaction of 5,5,5-trifluoro-4-trifluoromethyl-pent-3-en-2-one with aminothiocarbonyls yielded aminothiourea precursors which readily cyclised to the corresponding thiazole derivatives, 5-(bis-trifluoromethyl)methyl)-2-aminothiazoles. The inhibitory potency of photosystem II activity of these thiazoles was evaluated using fluorescence measurement techniques. Two of the compounds showed a good activity in comparison with the reference compound DCMU, 3-(3,4-dichlorophenol)-1,1-dimethylurea. Calculation of lipophilicity according to Rekker and Frey, and a corresponding experimental determination are reported.
Keywords:Gem bis-trifluoromethylated molecules  2-Aminothiazole  PS II inhibitor  Fluorescence  DCMU  Lipophilicity
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