α-亚甲基-γ-丁内酯的合成：其致敏能力的构效关系研究
Synthesis of alpha-methylene-gamma-butyrolactones: a structure-activity relationship study of their allergenic power.
作者信息
Schlewer G, Stampf J L, Benezra C
出版信息
J Med Chem. 1980 Sep;23(9):1031-8. doi: 10.1021/jm00183a013.
Thirty-five alpha-methylene-gamma-butyrolactones have been prepared and their allergenic properties tested on the skin of guinea pigs experimentally sensitized to (a) alantolactone (1), (b) isoalantolactone (2), and (c) alpha-methylene-gamma-butyrolactone (3). The two first groups of animals cross-react to lactones containing 9 to 18 carbon atoms but not to smaller alpha-methylene-gamma-butyrolactones. Conversely, animals sensitized to alpha-methylene-gamma-butyrolactone react only with alpha-methylene-gamma-butyrolactones containing 6 and 7 carbon atoms. These results are discussed in relation with the allergic contact dermatitis mechanism.
已制备了35种α-亚甲基-γ-丁内酯，并在对(a)土木香内酯(1)、(b)异土木香内酯(2)和(c)α-亚甲基-γ-丁内酯(3)进行实验致敏的豚鼠皮肤上测试了它们的致敏特性。前两组动物对含有9至18个碳原子的内酯有交叉反应，但对较小的α-亚甲基-γ-丁内酯没有交叉反应。相反，对α-亚甲基-γ-丁内酯致敏的动物仅与含有6和7个碳原子的α-亚甲基-γ-丁内酯发生反应。结合过敏性接触性皮炎机制对这些结果进行了讨论。
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