Modern Research Center for Traditional Chinese Medicine, School of Chinese Materia Medica, Beijing University of Chinese Medicine, Beijing, 100029, P. R. China.
Chem Biodivers. 2021 Mar;18(3):e2001065. doi: 10.1002/cbdv.202001065. Epub 2021 Feb 12.
Two enantiomeric humulane sesquiterpenes, namely (+)-alashanoid N (1a) and (-)-alashanoid N (1b), along with two known analogs ((2R,3R,5R)-2,3-epoxy-6,9-humuladien-5-ol-8-one (2) and (2R,3S,5R)-2,3-epoxy-6,9-humuladien-5-ol-8-one (3)), were described from the peeled stems of a folk Mongolian herbal medicine Syringa pinnatifolia. Their structures were characterized based on UV, IR, NMR, and HR-ESI-MS data analyses, and the absolute configurations were determined by data analysis of X-ray diffraction and quantum chemical calculations. (+/-)-Alashanoid N showed inhibition against NO production in RAW 264.7 macrophage cells with IC values of 90.1 μM and 71.7 μM, and protective effect against oxygen-glucose deprivation injury to H9c2 cells at a concentration of 20 μM and 5 μM, respectively.
从民间蒙药紫丁香的去皮茎中分离得到了两种对映体葎草烷型倍半萜,即 (+)-alashanoid N(1a)和 (-)-alashanoid N(1b),以及两种已知类似物 ((2R,3R,5R)-2,3-环氧-6,9-葎草烯-5-醇-8-酮(2)和 (2R,3S,5R)-2,3-环氧-6,9-葎草烯-5-醇-8-酮(3)。基于 UV、IR、NMR 和 HR-ESI-MS 数据分析确定了它们的结构,并通过 X 射线衍射和量子化学计算数据分析确定了它们的绝对构型。(+/-)-alashanoid N 对 RAW 264.7 巨噬细胞中 NO 生成的抑制作用,IC 值分别为 90.1 μM 和 71.7 μM,对 H9c2 细胞缺氧-葡萄糖剥夺损伤的保护作用,浓度分别为 20 μM 和 5 μM。