Cinnamic compound metabolism in human skin and the role metabolism may play in determining relative sensitisation potency

Cheung, Connie; Hotchkiss, Sharon A.M.; Pease, Camilla

doi:10.1016/s0923-1811(02)00139-1

Cited by 68 publications

(55 citation statements)

References 41 publications

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“…It has been hypothesized that cinnamic alcohol is a "prohapten" and, owing to metabolic activation, it is transformed into the "true hapten" cinnamaldehyde in Ihe skin (6,7,II).…”

Section: Discussionmentioning

confidence: 99%

Allergic Contact Dermatitis due to Cinnamon Oil in Galenic Vaginal Suppositories

Lauriola¹,

Bitonto²,

Sena³

2010

Acta Derm Venerol

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“…It has been hypothesized that cinnamic alcohol is a "prohapten" and, owing to metabolic activation, it is transformed into the "true hapten" cinnamaldehyde in Ihe skin (6,7,II).…”

Section: Discussionmentioning

confidence: 99%

Allergic Contact Dermatitis due to Cinnamon Oil in Galenic Vaginal Suppositories

Lauriola¹,

Bitonto²,

Sena³

2010

Acta Derm Venerol

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“…Therefore, we investigated whether tacrolimus modulates the sensitization phase of ACD and displays differential effects on hapten-stimulated DC in vitro. To ensure the clinical relevance of our findings, we decided to implement CAld as a model contact sensitizer, because it represents a well-known fragrance contact allergen of medium potency that has been used to explore sensitization mechanisms in other clinical and laboratory settings [29][30][31][32][33] .…”

Section: Discussionmentioning

confidence: 99%

Tacrolimus Modulates Dendritic Cell Activation in the Sensitization Phase of Allergic Contact Dermatitis

Ott

Baron

Heise

et al. 2010

Skin Pharmacol Physiol

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Background: Knowledge of the effect of topically applied calcineurin antagonists such as tacrolimus on the sensitization phase of allergic contact dermatitis is currently limited. Objective: To investigate tacrolimus-dependent immunomodulation on gene expression alterations in human antigen-presenting cells which are stimulated with small-molecular-weight contact allergens. Methods: Monocyte-derived dendritic cells (moDC) and THP-1 cells were stimulated with the contact sensitizer cinnamic aldehyde (CAld) and compared with the very strong experimental sensitizer 2,4,6-trinitrobenzene sulfonic acid (TNBS) in vitro. Quantitative PCR analysis was used to detect gene expression changes, particularly of interleukin (IL) 8, as an indicator of differential dendritic cell (DC) gene expression after sensitizer stimulation in the absence or presence of tacrolimus and betamethasone at two different concentrations. Results: DC activation was clearly demonstrated by a significant IL-8 upregulation after 24 h, whereas tacrolimus or betamethasone alone did not affect IL-8 baseline expression. Betamethasone and, to a lesser extent, tacrolimus led to a marked reduction of chemical-induced IL-8 expression by TNBS and CAld. Conclusion: The results of the present study support the hypothesis that the calcineurin inhibitor tacrolimus has modulatory effects on human antigen-presenting cells during the sensitization phase of allergic contact dermatitis. In addition, moDC as well as THP-1 cells may serve as a system to study immune-modulating effects of drugs such as glucocorticoids or calcineurin antagonists.

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“…43,55 Conversely, several enzymes are expressed at higher levels in the skin than in the liver: alcohol dehydrogenase 1, epoxide hydrolases 1 and 2, hydroxyacyl-coenzyme A dehydrogenase, and aldo-keto reductase 1C2 and 1C1. 38 In addition, it can be noted that the enzymatic activities of esterases (high activity) have also been reported in normal human skin. 56 …”

Section: Phase I Enzymesmentioning

confidence: 93%

“…A good example is the biotransformation of cinnamic alcohol to the proteinreactive cinnamaldehyde. 38 Enzymes in the skin are able to metabolize both endogenous and exogenous compounds. Even though the main role of xenobiotic metabolism is to detoxify potentially reactive chemicals, this can also lead to the activation of the compound.…”

Section: Skin Metabolismmentioning

confidence: 99%

Review of the Availability ofIn VitroandIn SilicoMethods for Assessing Dermal Bioavailability

DumontCoralie

PrietoPilar

AsturiolDavid

et al. 2015

Applied In Vitro Toxicology

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The exposure of the skin to consumer products, drugs, and environmental chemicals can result in their penetrating the skin barrier and entering systemic circulation, potentially resulting in adverse effects in the skin and other organs. The assessment of dermal penetration and bioavailability (including penetration, metabolism, and entry into the systemic circulation) is therefore an important consideration in the risk assessment of chemicals. The skin is a heterogeneous organ with a multilayer structure. Based on its architecture and physiology, substances can penetrate through three major ways but can also be blocked in the different skin layers and in the skin appendages, which act as reservoir. In addition to that, as the skin is a metabolically competent organ, substances can undergo metabolism. After a brief description of the skin architecture, this review will focus on the skin penetration mechanisms and skin metabolic capacities. The skin absorption has traditionally been tested in vivo on animals. However, with the new legislation (i.e., Registration, Evaluation, Authorisation, and Restriction of Chemicals Regulation or Cosmetics Regulation), alternatives to animal testing have to be implemented. In a second part, this review will provide a description of the main in vitro and in silico or computational models available to study skin absorption and skin metabolism (i.e., ex vivo skin models, artificial membrane barriers, primary cells and cell lines, Quantitative Structure-Activity Relationship [QSAR], simulators for the prediction of skin metabolism).

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Cinnamic compound metabolism in human skin and the role metabolism may play in determining relative sensitisation potency

Cited by 68 publications

References 41 publications

Allergic Contact Dermatitis due to Cinnamon Oil in Galenic Vaginal Suppositories

Allergic Contact Dermatitis due to Cinnamon Oil in Galenic Vaginal Suppositories

Tacrolimus Modulates Dendritic Cell Activation in the Sensitization Phase of Allergic Contact Dermatitis

Review of the Availability ofIn VitroandIn SilicoMethods for Assessing Dermal Bioavailability

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