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过氧化氢苎烯类似物在致敏活性方面存在差异。

Limonene hydroperoxide analogues differ in allergenic activity.

作者信息

Christensson Johanna Bråred, Johansson Staffan, Hagvall Lina, Jonsson Charlotte, Börje Anna, Karlberg Ann-Therese

机构信息

Dermatochemistry and Skin Allergy, Department of Chemistry, University of Gothenburg, SE-412 96 Gothenburg, Sweden.

出版信息

Contact Dermatitis. 2008 Dec;59(6):344-52. doi: 10.1111/j.1600-0536.2008.01442.x.

DOI:10.1111/j.1600-0536.2008.01442.x
PMID:19076885
Abstract

BACKGROUND

The fragrance terpene R-limonene is a very weak sensitizer but forms allergenic oxidation products upon contact with air. Oxidized (ox.) limonene is a frequent cause of contact allergy in clinical testing.

OBJECTIVES

This study investigates the sensitizing potencies of ox. and non-ox. limonene and of structurally closely related limonene hydroperoxides. The clinical importance of the difference in sensitizing potency of two hydroperoxides in autoxidized limonene was studied.

PATIENTS/METHODS: Ox. and non-ox. limonene were investigated in the murine local lymph node assay (LLNA). Limonene hydroperoxides were investigated using a modified LLNA involving non-pooled lymph nodes and statistical calculations; patch testing of patients with known contact allergy to ox. limonene was performed.

RESULTS

A marked increase in the sensitizing potency of ox. limonene compared with that of pure limonene was observed in the LLNA. One analogue, limonene-1-hydroperoxide, was a significantly more potent sensitizer than the other hydroperoxides and gave more positive test reactions in the allergic patients.

CONCLUSIONS

The results support that hydroperoxides have a specific reactivity indicating that oxygen-centred radicals are important in hapten-protein complex formation of hydroperoxides. The primary oxidation products of ox. limonene, the hydroperoxides, have an important impact on the sensitizing capacity of the oxidation mixture.

摘要

背景

香料萜烯R-柠檬烯是一种非常弱的致敏剂,但与空气接触时会形成致敏性氧化产物。氧化柠檬烯是临床测试中接触性过敏的常见原因。

目的

本研究调查氧化柠檬烯和未氧化柠檬烯以及结构密切相关的柠檬烯氢过氧化物的致敏能力。研究了自氧化柠檬烯中两种氢过氧化物致敏能力差异的临床重要性。

患者/方法:在小鼠局部淋巴结试验(LLNA)中研究氧化柠檬烯和未氧化柠檬烯。使用涉及非汇集淋巴结和统计计算的改良LLNA研究柠檬烯氢过氧化物;对已知对氧化柠檬烯有接触性过敏的患者进行斑贴试验。

结果

在LLNA中观察到氧化柠檬烯的致敏能力比纯柠檬烯有显著增加。一种类似物,柠檬烯-1-氢过氧化物,是一种比其他氢过氧化物显著更强效的致敏剂,并且在过敏患者中产生更多阳性试验反应。

结论

结果支持氢过氧化物具有特定反应性,表明以氧为中心的自由基在氢过氧化物的半抗原-蛋白质复合物形成中很重要。氧化柠檬烯的主要氧化产物,即氢过氧化物,对氧化混合物的致敏能力有重要影响。

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