通过化学合成解化B的结构
Peng Yang1,2,3, Jian Li2, Li Sun4
1The Research Center of Chiral Drugs, Innovation Research Institute of Traditional Chinese Medicine, Shanghai University of Traditional Chinese Medicine, 1200 Cailun Road, Shanghai 201203, China.
研究人员阐明了伪化B的结构,确定其为16,17-bis-epi-化B. 在实验室中,这种甲类药物表现出显著的抗HIV活性.
科学领域:
- 自然产品化学
- 有机合成
- 医学化学
背景情况:
- 鲁布里弗洛迪拉克B (1) 是一种复杂结构的二甲基,由四位置换环和八个立体中心组成.
- 李和同事先前的合成表明存在一种天然的立体同位素,即伪化B.
研究的目的:
- 为了阐明伪化B的精确化学结构.
- 合成和表征rubriflordilactone B的立体同位素以进行结构确认.
- 评估合成化合物的抗HIV活性.
主要方法:
- 两个研究小组的合作结构阐明.
- 使用模块化合成路径系统化学合成15种rubriflordilactone B的立体同位素.
- 核磁共振 (NMR) 光谱 (特别是1H NMR) 用于结构比较和识别.
- 在体外抗HIV活性测定.
主要成果:
- 伪化B的结构最终确定为16,17-bis-epi-化B (26).
- 16,17-bis-epi-rubriflordilactone B 的合成样本显示出与真实的天然产品相同的1H NMR 频谱.
- 合成的16,17-bis-epi-rubriflordilactone B在体外表现出强大的抗HIV活性,EC50值为0. 288μM.
结论:
- 伪化B的结构被明确地指定为16,17-bis-epi-化B.
- 化学合成是复杂的自然产品及其同位素的结构确定的一个关键工具.
- 已识别的化合物具有作为抗HIV治疗剂的显著潜力.
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