Cross-reaction in allergic contact dermatitis from alpha-methylene-gamma-butyrolactones: importance of the cis or trans ring junction.

PubWeight™: 0.75‹?›

🔗 View Article (PMID 2323187)

Published in Contact Dermatitis on January 01, 1990

Authors

M Schaeffer1, P Talaga, J L Stampf, C Benezra

Author Affiliations

1: Laboratoire de Dermatochimie, Université Louis Pasteur, Clinique Dermatologique CHU de Strasbourg, France.

Articles by these authors

Optimization of the mouse ear swelling test for in vivo and in vitro studies of weak contact sensitizers. Contact Dermatitis (1994) 0.98

Allergic contact dermatitis due to sesquiterpene lactones. A comparative study of human and animal sensitivity to alpha-methylene-gamma-butyrolactone and derivatives. Br J Dermatol (1978) 0.98

Human epidermal Langerhans cells internalize by receptor-mediated endocytosis T6 (CD1 "NA1/34") surface antigen. Birbeck granules are involved in the intracellular traffic of the T6 antigen. J Invest Dermatol (1987) 0.97

Concentrations of patch test allergens: are we comparing the same things? Contact Dermatitis (1978) 0.95

Osmoregulated periplasmic glucans of Erwinia chrysanthemi. J Bacteriol (2001) 0.92

Mediastinal abscess secondary to vertebral osteomyelitis. Postgrad Med (1982) 0.89

Allergenic alpha-methylene-gamma-butyrolactones. Study of the capacity of beta-acetoxy- and beta-hydroxy-alpha-methylene-gamma-butyrolactones to induce allergic contact dermatitis in guinea pigs. J Med Chem (1986) 0.89

Structural determination of the exopolysaccharide of Pseudoalteromonas strain HYD 721 isolated from a deep-sea hydrothermal vent. Carbohydr Res (1999) 0.89

Characterization of the carbohydrate binding specificity and kinetic parameters of lectins by using surface plasmon resonance. Anal Biochem (1999) 0.87

Contact dermatitis. A review. Contact Dermatitis (1987) 0.87

Allergic contact dermatitis to costus: removal of haptens with polymers. Acta Derm Venereol (1981) 0.86

Stereospecificity of allergic contact dermatitis (ACD) induced by two natural enantiomers, (+)- and (-)-frullanolides, in guinea pigs. Naturwissenschaften (1982) 0.86

Allergic contact dermatitis to methylenelactones. Use of lymphocyte transformation test. Arch Dermatol Res (1982) 0.82

Contact allergy to Frullania and Laurus Nobilis: cross-sensitization and chemical structure of the allergens. Contact Dermatitis (1975) 0.82

Enantiospecificity in allergic contact dermatitis. A review and new results in Frullania-sensitive patients. Contact Dermatitis (1985) 0.82

Failure of GPI compounds to display neurotrophic activity in vitro and in vivo. Eur J Pharmacol (2001) 0.81

Allergic contact dermatitis to laurel (Laurus nobilis L.): isolation and identification of haptens. Arch Dermatol Res (1984) 0.81

Structural studies of an exopolysaccharide produced by Alteromonas macleodii subsp. fijiensis originating from a deep-sea hydrothermal vent. Carbohydr Res (1998) 0.81

Allergenic alpha-methylene-gamma-butyrolactones. Stereospecific syntheses of (+)- and (-)-gamma-methyl-alpha-methylene-gamma-butyrolactones. A study of the specificity of (+) and (-) enantiomers in inducing allergic contact dermatitis. J Med Chem (1982) 0.79

A water-soluble beta-D-glucan from Boletus erythropus. Phytochemistry (1996) 0.79

ATPase Langerhans cell staining: a technique allowing progression from light to electron microscope observation. J Invest Dermatol (1986) 0.79

ATPase and morphologic changes in Langerhans cells induced by epicutaneous application of a sensitizing dose of DNFB. J Invest Dermatol (1989) 0.78

Refinement of the relative alkylation index (RAI) model for skin sensitization and application to mouse and guinea-pig test data for alkyl alkanesulphonates. Arch Dermatol Res (1991) 0.78

[Formation of Langerhans granules seems linked to membrane ATPase activity of epidermal Langerhans cells]. C R Acad Sci III (1985) 0.78

Quantitative structure-activity relationships for skin sensitization potential of urushiol analogues. Contact Dermatitis (1993) 0.78

Induction of tolerance to urushiol by epicutaneous application of this hapten on dinitrofluorobenzene-treated skin. J Invest Dermatol (1985) 0.78

The influence of limonene on induced delayed hypersensitivity to citral in guinea pigs. II. Label distribution in the skin of 14C-labelled citral. Acta Derm Venereol (1983) 0.77

ATPase and morphologic changes induced by UVB on Langerhans cells in guinea pigs. J Invest Dermatol (1985) 0.77

True cross-sensitization, false cross-sensitization and otherwise. Contact Dermatitis (1984) 0.76

Allergic contact dermatitis caused by naturally occurring quinones. Pharm Weekbl Sci (1991) 0.76

Bihaptens with 5- and 6-methyl-substituted alkylcatechols and methylene lactone functional groups: tools for hapten (allergen or tolerogen)-protein interaction studies. Chem Res Toxicol (1993) 0.76

Allergic contact dermatitis to garlic (Allium sativum L.). Identification of the allergens: the role of mono-, di-, and trisulfides present in garlic. A comparative study in man and animal (guinea-pig). Arch Dermatol Res (1983) 0.76

Synthesis and interaction studies of 13C labeled lactone derivatives with a model protein using 13C NMR. Bioorg Med Chem (1993) 0.76

Allergic contact dermatitis to Ginkgo biloba L.: relationship with urushiol. Arch Dermatol Res (1989) 0.75

Allergic contact dermatitis to tulips: an example of enantiospecificity. Arch Dermatol Res (1988) 0.75

Dual acting antihistaminergic agents. Mini Rev Med Chem (2004) 0.75

Structure-activity relationships for contact allergenic potential of gamma,gamma-dimethyl-gamma-butyrolactone derivatives. 1. Synthesis and electrophilic reactivity studies of alpha-(omega-substituted-alkyl)-gamma,gamma-dimethyl-gamma-butyrolacton es and correlation of skin sensitization potential and cross-sensitization patterns with structure. Chem Res Toxicol (1994) 0.75

Allergic contact dermatitis to various salols (phenyl salicylates). A structure-activity relationship study in man and in animal (guinea pig). Arch Dermatol Res (1982) 0.75

A systematic search for structure-activity relationships of skin contact sensitizers: methodology. J Invest Dermatol (1985) 0.75

A murine in vitro model of allergic contact dermatitis to sesquiterpene alpha-methylene-gamma-butyrolactones. Arch Dermatol Res (1992) 0.75

The sensitizing capacity of helenin and of two of its main constituents, the sesquiterpene lactones alantolactone and isoalantolactone: a comparison of epicutaneous and intradermal sensitizing methods in different strains of guinea pig. Contact Dermatitis (1982) 0.75

Synthesis of and allergic contact dermatitis to bicyclo-[2,2,1]-heptyl-alpha-methylene-gamma-butyrolactones derived from norbornene and camphene. Can J Biochem (1978) 0.75

Stereospecificity in allergic contact dermatitis to simple substituted methylene lactone derivatives. J Med Chem (1987) 0.75

Contact dermatitis from laurel. II. Chemical aspects. Trans St Johns Hosp Dermatol Soc (1967) 0.75

[Sensitization to celery and mugwort pollen. The problem of the nature of allergens remains open]. Presse Med (1985) 0.75

Sensitizing capacity of three methyl alkanesulphonates: a murine in vivo and in vitro model of allergic contact dermatitis. Arch Dermatol Res (1990) 0.75

Detection of carbon. Phosphorus bonds by proton nuclear magnetic resonance spectroscopy. Can J Biochem (1970) 0.75

Allergic contact dermatitis to alpha-methylene-gamma-butyrolactones. Preparation of alantolactone-protein conjugates and induction of contact sensitivity in the guinea pig by an alantolactone-skin protein conjugate. Mol Immunol (1980) 0.75

Perfluorinated analogues of poison ivy allergens. Synthesis and skin tolerogenic activity in mice. J Med Chem (1991) 0.75

Double-headed haptens with pyrocatechol (poison ivy like) and methylene lactone functional groups: a search for skin-tolerance inducers. J Med Chem (1987) 0.75

Synthesis of alpha-methylene-gamma-butyrolactones: a structure-activity relationship study of their allergenic power. J Med Chem (1980) 0.75

A successful murine model for contact sensitization to a sesquiterpene-alpha-methylene-gamma-butyrolactone: sensitization to alantolactone in four strains of mice. J Invest Dermatol (1991) 0.75

Structure-activity relationships for contact allergenic potential of gamma,gamma-dimethyl-gamma-butyrolactone derivatives. 2. Quantitative structure-skin sensitization relationships for alpha-substituted-alpha-methyl-gamma,gamma-dimethyl-gamma-butyrolactone s. Chem Res Toxicol (1994) 0.75

Steroyl phosphonates. 3. Dimethyl phosphonates in the estrone series. Steroids (1972) 0.75

[The chemical identification of plant allergens and its value in the prevention of numerous allergic occupatoonal eczemas]. Arch Mal Prof (1971) 0.75

Molecular aspects of allergic contact dermatitis to plants. Recent progress in phytodermatochemistry. Derm Beruf Umwelt (1987) 0.75

Self-adhesive pads. Contact Dermatitis (1986) 0.75

Contact dermatitis from laurel. I. Clinical aspects. Trans St Johns Hosp Dermatol Soc (1967) 0.75

Saturated analogues of poison ivy allergens. Synthesis of trans,trans- and cis,trans-3-alkyl-1,2-cyclohexanediols and sensitizing properties in allergic contact dermatitis. J Med Chem (1986) 0.75

The influence of limonene on induced delayed hypersensitivity to citral in guinea pigs. I. Histological study. Acta Derm Venereol (1983) 0.75

[The solubility of allergens. Alphabetic list of allergens]. Bull Soc Fr Dermatol Syphiligr (1969) 0.75

Induction of tolerance to poison ivy urushiol in the guinea pig by epicutaneous application of the structural analog 5-methyl-3-n-pentadecylcatechol. J Invest Dermatol (1986) 0.75

Molecular recognition patterns of sesquiterpene lactones in costus-sensitive patients. Contact Dermatitis (1986) 0.75

Patch testing with the "sesquiterpene lactone mix": a marker for contact allergy to Compositae and other sesquiterpene-lactone-containing plants. A multicentre study of the EECDRG. Contact Dermatitis (1990) 0.75

Langerhans cells in mouse epidermis. J Invest Dermatol (1983) 0.75

Thin-layer chromatography study of organic dye allergens. Contact Dermatitis (1984) 0.75

Animal and human sensitivity to alpha-methylene-gamma-butyrolactone derivatives. Contact Dermatitis (1978) 0.75

Regulation of murine contact sensitivity to urushiol components by serum factors. J Invest Dermatol (1987) 0.75

Editorial: Cross-sensitization between Frullania and Laurus nobilis: The allergen laurel. Arch Dermatol (1974) 0.75

Qualitative standards. Contact Dermatitis (1983) 0.75

Synthetic alpha-methylene-gammabutyrolactone, immunological activity. Contact Dermatitis (1978) 0.75

A new series of M3 muscarinic antagonists based on the 4-amino-piperidine scaffold. Bioorg Med Chem Lett (2002) 0.75

Stereospecificity of allergic contact dermatitis (ACD) to enantiomers. Part III. experimentally induced ACD to a natural sesquiterpene dialdehyde, polygodial in guinea pigs. Arch Dermatol Res (1982) 0.75

Patch testing with hexavalent chromium salts in different vehicles and with nickel and cobalt in petrolatum. Derm Beruf Umwelt (1982) 0.75

Double-head haptens. Synthesis of and experimentally induced contact sensitivity to substances containing two unrelated haptens, pyrocatechol and alpha-methylene-gamma-butyrolactone, in the same molecule. J Med Chem (1982) 0.75

Eau de Javel and prevention of chromate allergy in France. Contact Dermatitis (1980) 0.75

[Further data on group allergy to piperazine]. Bull Soc Fr Dermatol Syphiligr (1967) 0.75

Measurement of three-bond coupling constants in the osmoregulated periplasmic glucan of Burkholderia solanacearum. J Biomol NMR (1996) 0.75