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蜂胶和杨树芽分泌物两种变应原成分的合成。

Synthesis of two allergenic constituents of propolis and poplar bud excretion.

作者信息

Hashimoto T, Tori M, Asakawa Y, Wollenweber E

机构信息

Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Japan.

出版信息

Z Naturforsch C J Biosci. 1988 May-Jun;43(5-6):470-2. doi: 10.1515/znc-1988-5-625.

DOI:10.1515/znc-1988-5-625
PMID:2458657
Abstract

The prenyl ester and the phenylethyl ester of caffeic acid, formed in the bud excretion of poplar species, were shown recently to be the major contact allergens in bee-glue. An unambiguous synthesis of these compounds, based on the reaction of caffeic acid with 1-bromo-3-methyl-2-butene and with beta-bromoethylbenzene, respectively, is reported. The synthetic products confirm the previously described structures of the natural products and allow further testing of their allergenic properties.

摘要

最近研究表明,杨树芽排泄物中形成的咖啡酸异戊烯酯和苯乙酯是蜂胶中的主要接触性过敏原。本文报道了分别基于咖啡酸与1-溴-3-甲基-2-丁烯以及β-溴乙苯的反应对这些化合物进行的明确合成。合成产物证实了先前描述的天然产物结构,并允许对其致敏特性进行进一步测试。

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Synthesis of two allergenic constituents of propolis and poplar bud excretion.蜂胶和杨树芽分泌物两种变应原成分的合成。
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Investigation into Propolis Components Responsible for Inducing Skin Allergy: Air Oxidation of Caffeic Acid and Its Esters Contribute to Hapten Formation.探讨导致皮肤过敏的蜂胶成分:咖啡酸及其酯的空气氧化有助于半抗原形成。
Chem Res Toxicol. 2023 Jun 19;36(6):859-869. doi: 10.1021/acs.chemrestox.2c00386. Epub 2023 May 15.
2
The immunomodulatory and anticancer properties of propolis.蜂胶的免疫调节和抗癌特性。
Clin Rev Allergy Immunol. 2013 Jun;44(3):262-73. doi: 10.1007/s12016-012-8322-2.
3
In vitro antitrypanosomal activity of some phenolic compounds from propolis and lactones from Fijian Kawa (Piper methysticum).
蜂胶中一些酚类化合物和斐济卡瓦(Piper methysticum)内酯体外抗变形虫活性的研究
J Nat Med. 2012 Jul;66(3):558-61. doi: 10.1007/s11418-011-0613-z. Epub 2011 Nov 25.
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Plant-derived phenolic compounds prevent the DNA single-strand breakage and cytotoxicity induced by tert-butylhydroperoxide via an iron-chelating mechanism.植物源酚类化合物通过铁螯合机制预防叔丁基过氧化氢诱导的DNA单链断裂和细胞毒性。
Biochem J. 2002 May 15;364(Pt 1):121-8. doi: 10.1042/bj3640121.