Stereospecificity in Allergic Contact Dermatitis to Simple Substituted Methylene Lactone Derivatives

Article abstract of DOI:10.1021/jm00394a003

The enantiomers of β,γ-dimethyl- and β-methyl-α-methylene-γ-butyrolactones have been synthesized stereospecifically from glutamic acid and β-hydroxy isobutyric acid, respectively.Guinea pigs have been sensitized (Freund complete adjuvant technique) and tested to them.Both enantiomers of β-methyl lactone as well as (+)-β,γ-dimethyl lactone induced enantiospecific allergic contact dermatitis (ACD); in turn, (-)-β,γ-dimethyl lactone showed no specificity.An interpretation is proposed.