Demonstration of the contact sensitizer p-tert-butylcatechol in p-tert-butylphenol formaldehyde resin. 1999

E Zimerson, and M Bruze
Department of Occupational and Environmental Dermatology, University Hospital Malmö, Sweden.

BACKGROUND In regard to patients hypersensitive to p-tert-butylphenol formaldehyde resin (PTBP-F-R), it is for diagnostic, therapeutic, and preventive reasons necessary to know the identity of the primary sensitizing substances and their sensitizing capacities, as well as their cross-reaction patterns. In patients hypersensitive to PTBP-F-R, we have demonstrated a statistically significant overrepresentation of simultaneous reactions to p-tert-butylcatechol (PTBC). In the guinea pig, we have shown that PTBC is a strong sensitizer, giving cross reactions to p-tert-butylphenol. Furthermore, PTBC cross reacts to the PTBP-F-R monomer 2,6-methylol p-tert-butylphenol, which is a strong sensitizer in the guinea pig. OBJECTIVE The aim of this study was to investigate the background to the observed simultaneous reactions to PTBP-F-R and PTBC and to see if these could be explained by the presence of PTBC in PTBP-F-R. METHODS High pressure liquid chromatography (HPLC), nuclear magnetic resonance spectrometry (NMR), mass spectrometry (MS). RESULTS PTBC was isolated and identified; the concentrations in two resins were determined. HPLC analyses showed the presence of 0.099% and 0.020% wt/wt PTBC, respectively. CONCLUSIONS This study shows that PTBC can be present in at least in some brands of PTBP-F-R. The study also indicates that a positive patch test reaction to PTBP-F-R could be an indication of allergy to PTBC, at least in patients with high sensitivity to PTBC. When detecting contact allergies to PTBP-F-R in a patient for whom no clinically relevant exposure to this resin can be found, the possibility of PTBC as the eliciting factor should be considered.

UI MeSH Term Description Entries
D007509 Irritants Drugs that act locally on cutaneous or mucosal surfaces to produce inflammation; those that cause redness due to hyperemia are rubefacients; those that raise blisters are vesicants and those that penetrate sebaceous glands and cause abscesses are pustulants; tear gases and mustard gases are also irritants. Counterirritant,Counterirritants,Irritant,Pustulant,Pustulants,Rubefacient,Rubefacients,Vesicant,Vesicants
D010636 Phenols Benzene derivatives that include one or more hydroxyl groups attached to the ring structure.
D012116 Resins, Plant Flammable, amorphous, vegetable products of secretion or disintegration, usually formed in special cavities of plants. They are generally insoluble in water and soluble in alcohol, carbon tetrachloride, ether, or volatile oils. They are fusible and have a conchoidal fracture. They are the oxidation or polymerization products of the terpenes, and are mixtures of aromatic acids and esters. Most are soft and sticky, but harden after exposure to cold. (From Grant & Hackh's Chemical Dictionary, 5th ed & Dorland, 28th ed) Plant Resins
D002396 Catechols A group of 1,2-benzenediols that contain the general formula R-C6H5O2. Pyrocatechols,o-Dihydroxybenzenes,ortho-Dihydroxybenzenes,o Dihydroxybenzenes,ortho Dihydroxybenzenes
D002851 Chromatography, High Pressure Liquid Liquid chromatographic techniques which feature high inlet pressures, high sensitivity, and high speed. Chromatography, High Performance Liquid,Chromatography, High Speed Liquid,Chromatography, Liquid, High Pressure,HPLC,High Performance Liquid Chromatography,High-Performance Liquid Chromatography,UPLC,Ultra Performance Liquid Chromatography,Chromatography, High-Performance Liquid,High-Performance Liquid Chromatographies,Liquid Chromatography, High-Performance
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D000975 Antioxidants Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. Anti-Oxidant,Antioxidant,Antioxidant Activity,Endogenous Antioxidant,Endogenous Antioxidants,Anti-Oxidant Effect,Anti-Oxidant Effects,Anti-Oxidants,Antioxidant Effect,Antioxidant Effects,Activity, Antioxidant,Anti Oxidant,Anti Oxidant Effect,Anti Oxidant Effects,Anti Oxidants,Antioxidant, Endogenous,Antioxidants, Endogenous
D017449 Dermatitis, Allergic Contact A contact dermatitis due to allergic sensitization to various substances. These substances subsequently produce inflammatory reactions in the skin of those who have acquired hypersensitivity to them as a result of prior exposure. Allergic Contact Dermatitis,Dermatitis, Allergic Eczematous,Dermatitis, Contact, Allergic,Allergic Contact Dermatitides,Allergic Eczematous Dermatitides,Allergic Eczematous Dermatitis,Contact Dermatitides, Allergic,Contact Dermatitis, Allergic,Dermatitides, Allergic Contact,Dermatitides, Allergic Eczematous,Eczematous Dermatitides, Allergic,Eczematous Dermatitis, Allergic

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