Daoubi Mourad, Marquez Nieves, Mazoir Noureddine, Benharref Ahmed, Hernández-Galán Rosario, Muñoz Eduardo, Collado Isidro G
Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Cádiz, Apdo. 40, 11510 Puerto Real, Cádiz, Spain.
Bioorg Med Chem. 2007 Jul 1;15(13):4577-84. doi: 10.1016/j.bmc.2007.04.009. Epub 2007 Apr 10.
Three new, highly functionalized ingol diterpenes, ingol 7,8,12-triacetate 3-phenylacetate (1), ingol 7,8,12-triacetate 3-(4-methoxyphenyl)acetate (2) and 8-methoxyingol 7,12-diacetate 3-phenylacetate (3), together with the novel spirotriterpene, 3S,4S,5R,7S,9R,14R-3,7-dihydroxy-4,14-dimethyl-7[8-->9]-Abeo-cholestan-8-one (4), have been isolated from Euphorbia officinarum latex. Structures were established on the basis of their spectroscopic data, including two-dimensional NMR analysis and NOE experiments. The biological effects of 1-3 on cell cycle and HIV-1 gene transcription were analysed in the Jurkat T cell line. Compound 3 induced cell-cycle arrest and HIV-1-LTR promoter activation and could represent a novel lead compound for the development of therapies against HIV-1 latency.
从药用大戟乳胶中分离出了三种新的、高度官能化的英戈尔二萜，即英戈尔7,8,12 - 三乙酸酯3 - 苯乙酸酯（1）、英戈尔7,8,12 - 三乙酸酯3 -（4 - 甲氧基苯基）乙酸酯（2）和8 - 甲氧基英戈尔7,12 - 二乙酸酯3 - 苯乙酸酯（3），以及新型螺三萜3S,4S,5R,7S,9R,14R - 3,7 - 二羟基 - 4,14 - 二甲基 - 7[8→9]-去甲胆甾烷 - 8 - 酮（4）。根据它们的光谱数据，包括二维核磁共振分析和NOE实验确定了其结构。在Jurkat T细胞系中分析了化合物1 - 3对细胞周期和HIV - 1基因转录的生物学效应。化合物3诱导细胞周期停滞和HIV - 1 - LTR启动子激活，可能代表一种开发针对HIV - 1潜伏感染治疗方法的新型先导化合物。
