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Bioorg Med Chem


Title:Difluoropalmitic acids as potential inhibitors of the biosynthesis of the sex pheromone of the Egyptian armyworm Spodoptera littoralis--IV
Author(s):Bosch MP; Perez R; Lahuerta G; Hernanz D; Camps F; Guerrero A;
Address:"Department of Technology of Tensioactives, C.I.D. (CSIC), Barcelona, Spain"
Journal Title:Bioorg Med Chem
Year:1996
Volume:4
Issue:3
Page Number:467 - 472
DOI: 10.1016/0968-0896(96)00027-2
ISSN/ISBN:0968-0896 (Print) 0968-0896 (Linking)
Abstract:"2,2-, 3,3- and 4,4-Difluoropalmitic acids (1-3) have been synthesized and fully characterized. Acids 2 and 3 were prepared through fluorination of the corresponding dithioacetal-protected ketoesters followed by enzymatic saponification. The acids 1-3 were evaluated in vivo as inhibitors of the beta-oxidation step of the biosynthesis of (Z,E)-9,11-tetradecadienyl acetate, the major component of the sex pheromone of the Egyptian armyworm Spodoptera littoralis. Only, the 2,2- and 3,3-derivatives, i.e. those containing the two fluorine atoms at the positions involved in the chain-shortened step, have been found to be active, the activity being similar to or lower than that displayed by the corresponding monofluorinated acids"
Keywords:"Animals Esters/metabolism Fatty Acids/metabolism Gas Chromatography-Mass Spectrometry Magnetic Resonance Spectroscopy Oxidation-Reduction Palmitic Acids/*pharmacology Sex Attractants/antagonists & inhibitors/*biosynthesis Spectroscopy, Fourier Transform I;"
Notes:"MedlineBosch, M P Perez, R Lahuerta, G Hernanz, D Camps, F Guerrero, A eng Research Support, Non-U.S. Gov't England 1996/03/01 Bioorg Med Chem. 1996 Mar; 4(3):467-72. doi: 10.1016/0968-0896(96)00027-2"

 
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