title: Synthesis of two allergenic constituents of propolis and poplar bud excretion.
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.
authors: Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Japan.
authors: T
authors: T
authors: Hashimoto
authors: M
authors: M
authors: Tori
authors: Y
authors: Y
authors: Asakawa
authors: E
authors: E
authors: Wollenweber
mesh_terms: D000485:Allergens; D002109:Caffeic Acids / Q000138:chemical synthesis*; D002934:Cinnamates / Q000138:chemical synthesis*; D000431:Ethanol / Q000031:analogs & derivatives*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010626:Phenylethyl Alcohol / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D013053:Spectrophotometry; D014197:Trees
chemical_list: D000485:Allergens; D002109:Caffeic Acids; D002934:Cinnamates; D007202:Indicators and Reagents; C057078:prenyl caffeate; D000431:Ethanol; C055494:caffeic acid phenethyl ester; D010626:Phenylethyl Alcohol