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结构释和生物启发的阿斯科尔比化Hongkonoid A-D的总合成
Jin-Xin Zhao1, Yan-Yan Yu1,2, Sha-Sha Wang1
1State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 555 Zuchongzhi Road, Shanghai 201203, People's Republic of China.
Journal of the American Chemical Society
|February 3, 2018
概括
研究人员从Dysoxylum hongkongense中分离出了新型的甲,即Hongkonoids A-D. 总合成证实了它们的结构,一些化合物对NF-κB和11β-HSD1表现出抑制作用.
科学领域:
- 自然产品化学
- 有机合成
- 医学化学
背景情况:
- 这种植物是复杂的天然产品的来源.
- 甲酸是一种独特的化学结构.
- 在特类中,三环螺旋芽素分量是罕见的.
研究的目的:
- 从Dysoxylum hongkongense中分离和描述新的化合物.
- 为了阐明HongkonoidsAD的结构.
- 合成Hongkonoids A-D并评估它们的生物活动.
主要方法:
- 使用光谱数据 (NMR,MS) 来分离和净化天然产品.
- 通过X射线结晶学,CD分析和化学降解来阐明结构.
- 采用融合策略的总合成,包括生物启发的单级联反应和NHK合.
主要成果:
- 分离了四种新型的甲酸,即Hongkonoids A-D (1-4).
- 鉴定了独特的5,5,5合的三环螺旋和长链二基.
- 在12-14个步骤中实现总合成,总产量为5.4-9.6%.
- 这些化合物对NF-κB,11β-HSD1和固醇合成有抑制作用.
- 化合物34显著抑制了LPS诱导的炎症反应.
结论:
- 香港类A-D是具有独特结构框架的新型类.
- 总合成验证了拟议的结构,并提供了这些化合物的访问.
- 这些分离化合物和合成类型具有有前途的生物活性,特别是作为NF-κB抑制剂.
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