Sensitizing capacity of naturally occurring quinones. V. 2.6-dimethoxy-p-benzoquinone: occurrence and significance as a contact allergen. 1978

B M Hausen

2.6-dimethoxy-1,4-benzoquinone has already been discovered in more than 25 different plants and woods. Several authors have shown its strong bacteriostatic activity against micro-organisms. In 1972 a positive skin reaction to 2.6-dimethoxybenzoquinone was obtained in a patient allergic to Sucupira wood (Bowdichia nitida Benth.). This compound could be isolated from the wood. During the chemical investigations of other commercial woods which have been described as the cause of allergic contact dermatitis, 2.6-dimethoxybenzoquinone could be isolated from an additional 21 different species. In the case of Australian blackwood Acacia melanoxylan R.BR., its structure was elucidated by x-ray analysis. Sensitization of guinea pigs revealed that 2.6-dimethoxybenzoquinone is a relatively good sensitizer. In some of the woods investigated, quinones have never been discovered before, for example in Makoré, Australian blackwood, Wengé, White wood, Afrormosia and Afzelia. In 10 of them only this quinone was detectable. Besides its allergenic properties, 2.6-dimethoxybenzoquinone may be responsible for the high termite resistance of these woods. In all cases of contact dermatitis from these wood species in which quinoid allergens other than 2,6-dimethoxybenzoquinone could be detected, this quinone should be used for patch tests.

UI MeSH Term Description Entries
D010944 Plants Multicellular, eukaryotic life forms of kingdom Plantae. Plants acquired chloroplasts by direct endosymbiosis of CYANOBACTERIA. They are characterized by a mainly photosynthetic mode of nutrition; essentially unlimited growth at localized regions of cell divisions (MERISTEMS); cellulose within cells providing rigidity; the absence of organs of locomotion; absence of nervous and sensory systems; and an alternation of haploid and diploid generations. It is a non-taxonomical term most often referring to LAND PLANTS. In broad sense it includes RHODOPHYTA and GLAUCOPHYTA along with VIRIDIPLANTAE. Plant
D011809 Quinones Hydrocarbon rings which contain two ketone moieties in any position. They can be substituted in any position except at the ketone groups.
D003877 Dermatitis, Contact A type of acute or chronic skin reaction in which sensitivity is manifested by reactivity to materials or substances coming in contact with the skin. It may involve allergic or non-allergic mechanisms. Contact Dermatitis,Dermatitis Venenata,Eczema, Contact,Hypersensitivity, Contact,Sensitivity, Contact,Contact Dermatitides,Contact Eczema,Contact Hypersensitivities,Contact Hypersensitivity,Contact Sensitivities,Contact Sensitivity,Dermatitides, Contact,Hypersensitivities, Contact,Sensitivities, Contact
D006168 Guinea Pigs A common name used for the genus Cavia. The most common species is Cavia porcellus which is the domesticated guinea pig used for pets and biomedical research. Cavia,Cavia porcellus,Guinea Pig,Pig, Guinea,Pigs, Guinea
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D000485 Allergens Antigen-type substances that produce immediate hypersensitivity (HYPERSENSITIVITY, IMMEDIATE). Allergen
D000818 Animals Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA. Animal,Metazoa,Animalia
D014934 Wood A product of hard secondary xylem composed of CELLULOSE, hemicellulose, and LIGNANS, that is under the bark of trees and shrubs. It is used in construction and as a source of CHARCOAL and many other products. Woods

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