Cross-reaction in allergic contact dermatitis from alpha-methylene-gamma-butyrolactones: importance of the cis or trans ring junction.
Cross-reaction in allergic contact dermatitis (ACD) is a highly stereoselective process. The importance of the cis or trans ring junction in alpha-methylene-gamma-butyrolactones in cross-reactivity was investigated by reacting Helenin (mostly a mixture of natural allergenic sesquiterpene lactones alantolactone 1 and isoalantolactone 2, which present a cis ring junction) in guinea pigs sensitized to model allergenic alpha-methylene-gamma-butyrolactones: cis-bicyclic lactone 3 and trans-bicyclic lactone 4.
Schaeffer
M
M
Laboratoire de Dermatochimie, Université Louis Pasteur, Clinique Dermatologique CHU de Strasbourg, France.
Talaga
P
P
Stampf
J L
JL
Benezra
C
C
D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D003429:Cross Reactions / Q000276:immunology; D003877:Dermatitis, Contact / Q000276:immunology*; D005260:Female; D006168:Guinea Pigs; D007783:Lactones / Q000276:immunology*
D007783:Lactones