Positive Skin Reaction Induced by 4,4′-Azoxybenzenedisulfonamide in Relationship to the Sulfanilamide Allergy

Yamamoto, Ikuo; Eyanagi, Reiko

doi:10.1159/000231874

Cited by 11 publications

(7 citation statements)

References 6 publications

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“…The chemical modification of the aniline group to -N O and -N O H derivatives was described as being important for the induc tion of hypersensitivity in guinea pigs [12]. Although our results are compatible with a similar mechanism occurring in mice, they were not designed to clarify this point.…”

Section: Discussioncontrasting

confidence: 65%

Characterisation of the Reaginic Response to Sulphonamides in Mice

Garrido¹,

Gorvin²,

Moreno³

1979

Int Arch Allergy Immunol

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Reaginic responses were induced in immunised mice with either 4-sulphanil-amidobenzoic acid (4-SABA) or sulphamethoxazole (SMX) coupled to chicken γ-globulin (CGG). The former was coupled through the carboxylic group of the benzoic acid and the latter through the diazo derivative of the sulphanilamide group. The specificity of the reaginic responses obtained was assessed in each case by inhibition of passive cutaneous anaphylaxis in the rat. Immunisation with 4-SABA-CGG resulted in antibodies which recognised the sulphanilamide group as immunodominant and, therefore, they cross-reacted strongly with other sulphonamides. In contrast, SMX-CGG-induced IgE antibodies directed primarily to the methoxazole end of the molecule and cross-reactivity with other sulphonamides could not be demonstrated. This model may be useful for a more comprehensive study of allergic reactions induced by sulphonamides.

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Section: Discussioncontrasting

confidence: 65%

Characterisation of the Reaginic Response to Sulphonamides in Mice

Garrido¹,

Gorvin²,

Moreno³

1979

Int Arch Allergy Immunol

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“…In the present study, we have looked for irreversible binding with five drugs, amodiaquine (Larrey et al, 1986), mianserin (Stricker et al, 1985), ethinyloestradiol (Beaumont et al 1982), phenytoin (Siegal & Berkowitz, 1961) and sulphanilamide (Yamamoto & Eyanagi, 1977), which have been reported to cause adverse reactions characteristic of an immunologically mediated toxic reaction. However, it must be emphasised that the incidence, in each case, is probably less than 1 in 2000.…”

Section: Resultsmentioning

confidence: 99%

A comparative study of the formation of chemically reactive drug metabolites by human liver microsomes.

Kitteringham¹,

Lambert²,

Maggs³

et al. 1988

Brit J Clinical Pharma

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1. The metabolism of amodiaquine (A), ethinyloestradiol (E), mianserin (M), phenytoin (Ph), sulphanilamide (S) and paracetamol (Pa) to both stable and chemically reactive, i.e. irreversibly protein bound, metabolites was investigated using microsomes prepared from histologically normal human liver obtained from eight kidney donors. 2. All drugs, except amodiaquine, were metabolized by NADPH‐dependent microsomal enzymes to chemically reactive metabolites. The degree of NADPH‐dependent binding varied between drugs (E, 11.5 +/‐ 5.8% incubated drug; M, 3.0 +/‐ 1.9%; Ph, 0.10 +/‐ 0.09%; S, 0.57 +/‐ 0.38%; Pa, 1.2 +/‐ 1.2%; mean of eight livers +/‐ s.d.). 3. Inclusion of glutathione (1 mM) or ascorbic acid (1 mM) in the incubation reduced the NADPH‐dependent binding for all substrates, indicating the involvement of electrophilic oxidation products. 4. Binding of M and Pa correlated with each other (Spearman's r = 0.86) and with total cytochrome P‐450 content (r = 0.76 and 0.78 respectively). E binding also correlated with the binding of M (r = 0.79) and Pa (r = 0.81) but not with cytochrome P‐450. Binding of Ph and S did not correlate with any of the other measured metabolic parameters.

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“…Sensitization and Skin Reaction ---The animals were sensitized by the method described previously, with a slight modification. 5,6) Each group consisted of 3 to 4 animals. All aldehydes (p-anisaldehyde, benzaldehyde, citral, ethylvanillin, furfural, noctanal, l-perillaldehyde, piperonal and vanillin) were dissolved or suspended in saline containing 1% Tween 80.…”

Section: Methodsmentioning

confidence: 99%

Skin Reaction Induced by Aldehydes for Food Flavoring Agents.

Watanabe

Matsuda

Furuhashi

et al. 2001

JOURNAL OF HEALTH SCIENCE

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Guinea pigs were sensitized intracutaneously for 7 days (0.1 ml of 1% aldehyde solution/day) with nine aldehydes (p-anisaldehyde, benzaldehyde, citral, ethylvanillin, furfural, n-octanal, l-perillaldehyde, piperonal and vanillin) which are used as the food flavoring agents. Three weeks later, each aldehyde was injected by different concentrations (0.25-1.0%). Skin reactions were observed 24 hr after the injection of the aldehydes. All aldehydes tested exhibited a positive skin reaction, indicating that these aldehydes are capable of inducing an allergic reaction.

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Positive Skin Reaction Induced by 4,4′-Azoxybenzenedisulfonamide in Relationship to the Sulfanilamide Allergy

Abstract: All guinea pigs sensitized to sulfanilamide or 4-hydroxylaminobenzenesulfonamide in the absence of ultraviolet irradiation exhibited positive skin reactions to 4,4′-azoxybenzenedisulfonamide, 4-nitrosobenzenesulfonamide, and 4-hydroxylaminobenzenesulfonamide.

Cited by 11 publications

References 6 publications

Characterisation of the Reaginic Response to Sulphonamides in Mice

Characterisation of the Reaginic Response to Sulphonamides in Mice

A comparative study of the formation of chemically reactive drug metabolites by human liver microsomes.

Skin Reaction Induced by Aldehydes for Food Flavoring Agents.

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