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" |
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" |