A practical synthetic route, consisting of 5 steps, has been developed and applied successfully for converting limonin/deoxylimonin into the corresponding amino derivatives I-5a–I-5e and II-5a–II-5e. Deoxylimonin analogs II-5a and II-5b bearing an open A ring structure underwent ring closure reaction by employing the Mitsunobu procedure to afford II-6a and II-6b. All of the 12 newly synthesized compounds were subjected to preliminary screening for evaluating their inflammation and nociception inhibition efficacy. The most promising compounds, I-5b and II-5d, were selected for further investigation by a carrageenan-induced mouse paw edema model, both of which displayed a dose–response dependent manner and demonstrated superior anti inflammation capacity to that of indomethacin in the first 2 hours.

中文翻译：

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氨基柠檬苦素/脱氧柠檬苦素衍生物的实用合成作为抗炎症和伤害感受的有效缓解剂

已开发并成功应用了一条由 5 个步骤组成的实用合成路线，将柠檬苦素/脱氧柠檬苦素转化为相应的氨基衍生物I- 5a – I- 5e和II- 5a – II- 5e。具有开A环结构的脱氧柠檬苦素类似物II- 5a和II- 5b通过采用Mitsunobu程序进行闭环反应，得到II- 6a和II- 6b。对所有12种新合成的化合物进行了初步筛选，以评估其炎症和伤害感受抑制功效。选择最有前途的化合物I- 5b和II- 5d通过角叉菜胶诱导的小鼠爪水肿模型进行进一步研究，这两种化合物均表现出剂量反应依赖性方式，并在实验中表现出优于吲哚美辛的抗炎能力。前2小时。