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- W1571407260 abstract "Sesquiterpene lactones have been implicated as causative agents of allergic contact dermatitis to plants of the Compositae family. It has been postulated that these compounds undergo nucleophilic addition through their α-methylene-γ-butyrolactone conjugated system and that this mechanism accounts for their covalent attachment to carrier molecule(s). The present report presents evidence of covalent bond formation between alantolactone, a typical sesquiterpene lactone, and model proteins. Evidence of alantolactone-ribonuclease A adduct formation has been obtained from release of alantolactone under thermal treatment of the adduct in a gas Chromatograph and in a mass spectrometer and from comparative fingerprint analysis. We also report that alantolactone rapidly inhibits the enzymic activity of aspartate β-semialdehyde dehydrogenase, by reaction with a cysteinyl residue of the enzyme. An adduct of alantolactone-guinea pig skin proteins induces, in guinea pigs, a state of delayed hypersensitivity to alantolactone and cross-reaction to other natural or synthetic α-methylene-γ-butyrolactones, as assessed by epicutaneous tests to the haptens." @default.
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- W1571407260 date "1980-08-01" @default.
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- W1571407260 title "Allergic contact dermatitis to α-methylene-γ-butyrolactones" @default.
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- W1571407260 doi "https://doi.org/10.1016/0161-5890(80)90099-1" @default.
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