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ID: ALA1125616

Journal: J Med Chem

Title: Perfluorinated analogues of poison ivy allergens. Synthesis and skin tolerogenic activity in mice.

Authors: Fraginals R, Schaeffer M, Stampf JL, Benezra C.

Abstract: 3-(Tridecafluoroundecyl)catechol (8) and 3-(nonafluoropentadecyl)catechol (9), perfluorinated analogues of pentadecylcatechol (PDC), a constituent of poison ivy, have been synthesized. These compounds were nonsensitizers in mice. Compounds 8 and 9, however, were elicitors of allergic contact dermatitis in PDC-sensitized animals. Moreover, compound 9 exhibited tolerogenic properties to sensitization by poison ivy allergens, i.e. mice pretreated with perfluorinated compounds could not be sensitized to PDC.

CiteXplore: 1825847

DOI: 10.1021/jm00107a022