State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050, P. R. China.
J Org Chem. 2024 Jun 21;89(12):8871-8877. doi: 10.1021/acs.joc.4c00739. Epub 2024 Jun 5.
Magterpenes A-C (-), three unprecedented meroterpenoids featuring a unique 6/6/6/6/6 polycyclic skeleton, were isolated from the ethanol extract of Rehd. et Wils. The compounds were obtained as racemic mixtures that were completely resolved through chiral columns. Their structures were elucidated by extensive analyses of one-dimensional (1D) and 2D nuclear magnetic resonance, high-resolution electrospray ionization mass spectrometry, chemical calculations of H/C NMR, and electronic circular dichroism calculations. The compounds were constructed via two Diels-Alder reactions in the proposed biosynthetic pathway. All isolates were evaluated for their nephroprotective and hepatoprotective activities. The results demonstrated that (+)- and (-)- possessed promising nephroprotective activities in a dose-dependent manner, while (-)- and (+)- exhibited moderate hepatoprotective activities.
马古脂素 A-C(-)，三种前所未有的倍半萜类化合物，具有独特的 6/6/6/6/6 多环骨架，从 Rehd. et Wils 的乙醇提取物中分离得到。这些化合物是外消旋混合物，通过手性柱完全拆分。通过一维（1D）和二维核磁共振、高分辨电喷雾电离质谱、H/C NMR 的化学计算和电子圆二色性计算的广泛分析，确定了它们的结构。在提出的生物合成途径中，通过两个 Diels-Alder 反应构建了这些化合物。所有分离物均进行了肾保护和肝保护活性评估。结果表明，(+)-和(-)-以剂量依赖的方式表现出有前途的肾保护活性，而(-)-和(+)-则表现出中等的肝保护活性。
