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Difluoropalmitic acids as potential inhibitors of the biosynthesis of the sex pheromone of the Egyptian armyworm Spodoptera littoralis—IV

✍ Scribed by M.P. Bosch; R. Pérez; G. Lahuerta; D. Hernanz; F. Camps; A. Guerrero

Book ID: 103992260
Publisher: Elsevier Science
Year: 1996
Tongue: English
Weight: 624 KB
Volume: 4
Category: Article
ISSN: 0968-0896
DOI: 10.1016/0968-0896(96)00027-2

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✦ Synopsis

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.

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