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The fragrance chemical beta-caryophyllene-air oxidation and skin sensitization.

Sköld, Maria, 1976 (author)
Gothenburg University,Göteborgs universitet,Institutionen för kemi,Department of Chemistry
Karlberg, Ann-Therese, 1947 (author)
Gothenburg University,Göteborgs universitet,Institutionen för kemi,Department of Chemistry
Matura, Mihaly, 1964 (author)
Gothenburg University,Göteborgs universitet,Institutionen för kemi,Department of Chemistry
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Börje, Anna, 1961 (author)
Gothenburg University,Göteborgs universitet,Institutionen för kemi,Department of Chemistry
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 (creator_code:org_t)
Elsevier BV, 2006
2006
English.
In: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. - : Elsevier BV. - 0278-6915. ; 44:4, s. 538-45
  • Journal article (peer-reviewed)
Abstract Subject headings
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  • Fragrances are common causes of allergic contact dermatitis. beta-Caryophyllene is a sesquiterpene that is used as a fragrance chemical. Analogous to the monoterpenes R-limonene and linalool, it can be expected to autoxidize when air exposed. The aim of the present study was to investigate the autoxidation of beta-caryophyllene and to evaluate the effect on the contact allergenic activity. beta-Caryophyllene started to oxidize immediately when air exposed and after 5 weeks almost 50% of the original compound was consumed. Caryophyllene oxide was found to be the major oxidation product. Hydroperoxides of beta-caryophyllene could not be detected in the oxidation mixture. Caryophyllene oxide was shown to be an allergen of moderate strength and beta-caryophyllene air exposed for 10 weeks showed a weak sensitizing capacity in the local lymph node assay. The study reveals that the allergenic activity of beta-caryophyllene is affected by autoxidation, but to a lesser extent when compared to R-limonene and linalool. The present findings support our results in clinical studies showing oxidized beta-caryophyllene to be a rather rare sensitizer compared to oxidized R-limonene and linalool.

Subject headings

MEDICIN OCH HÄLSOVETENSKAP  -- Medicinska och farmaceutiska grundvetenskaper -- Läkemedelskemi (hsv//swe)
MEDICAL AND HEALTH SCIENCES  -- Basic Medicine -- Medicinal Chemistry (hsv//eng)

Keyword

Air
Animals
Dermatitis
Contact
etiology
pathology
Female
Guinea Pigs
Mice
Mice
Inbred CBA
Oxidation-Reduction
Perfume
adverse effects
chemistry
Sesquiterpenes
adverse effects
chemistry

Publication and Content Type

ref (subject category)
art (subject category)

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Sköld, Maria, 19 ...
Karlberg, Ann-Th ...
Matura, Mihaly, ...
Börje, Anna, 196 ...
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MEDICAL AND HEALTH SCIENCES
MEDICAL AND HEAL ...
and Basic Medicine
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Food and chemica ...
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University of Gothenburg

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