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Cross‐reaction in allergic contact dermatitis from α‐methylene‐γ‐butyrolactones: importance of the cis or trans ring junction
Author(s) -
Schaeffer Marcel,
Talage Patrice,
Stampf JeanLuc,
Benezra Claude
Publication year - 1990
Publication title -
contact dermatitis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.524
H-Index - 96
eISSN - 1600-0536
pISSN - 0105-1873
DOI - 10.1111/j.1600-0536.1990.tb01502.x
Subject(s) - lactone , methylene , allergic contact dermatitis , chemistry , sesquiterpene lactone , ring (chemistry) , reactivity (psychology) , stereoselectivity , contact dermatitis , sesquiterpene , stereochemistry , medicinal chemistry , allergy , organic chemistry , medicine , immunology , alternative medicine , pathology , catalysis
Cross‐reaction in allergic contact dermatitis (ACD) is a highly stereoselective process. The importance of the cis or trans ring junction in α‐methylene‐γ‐butyrolactones in cross‐reactivity was investigates 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 α‐methylene‐γ‐butyolactones: cis ‐bicyclin lactone 3 and trans ‐bicycle lactone 4 .