氨基基斯克拉雷奥利德衍生物的合成和抗真菌活性研究
Ziyi Li1, Hua Gao1, Haibo Mei1
1Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China.
Molecules (Basel, Switzerland)
|May 27, 2023
概括
斯克拉里奥利德在不对称的曼尼赫反应中作为有效的试剂,产生具有高选择性的有价值的氨基衍生物. 这些化合物还对森林病原体表现出显著的抗真菌活性.
科学领域:
- 有机化学 有机化学
- 不对称的合成方法
- 药用化学 医学化学
背景情况:
- 斯克拉里奥利德是一种天然产品衍生品,在有机合成中具有潜在的应用.
- 不对称的曼尼赫反应对于产生含有氨酸的性氨基分子至关重要.
- 开发高效和可扩展的合成方法对于药物发现至关重要.
研究的目的:
- 为不对称的曼尼赫反应开发sclareolide作为C-核友反应剂.
- 为了合成新型氨基基斯克拉雷奥利德衍生物.
- 为了评估合成化合物的抗真菌活性.
主要方法:
- 不对称的曼尼赫添加斯克拉雷奥利德到N-三-丁硫烯酸胺.
- 优化反应条件,以提高产量和异构选择性.
- 马尼希引证的格拉姆尺度合成和脱保护.
- 在体外抗真菌测定对森林病原菌的测定.
主要成果:
- 斯克拉里奥利德有效调解了具有高产率 (高达98%) 和异体选择性 (高达98:2:0:0) 的不对称曼尼赫反应.
- 反应成功地扩大到克数量,而不会影响效率或选择性.
- 脱保护产生了具有自由 N-H 基的标类衍生物.
- 化合物4-6在体外表现出相当大的抗真菌活性.
结论:
- 斯克拉里奥利德是一种多功能且高效的C核性试剂,用于不对称的曼尼赫添加.
- 开发的方法提供了一条可扩展的途径,以获得有价值的性氨基基斯克拉雷奥利德衍生物.
- 合成的化合物显示出作为森林病原体的抗真菌剂的前景.
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