School of Pharmacy, Sungkyunkwan University, Suwon, Gyeonggi-do 16419, Republic of Korea.
Department of Food Science and Biotechnology, Sungkyunkwan University, Suwon, Gyeonggi-do 16419, Republic of Korea.
Bioorg Med Chem Lett. 2021 Oct 15;50:128322. doi: 10.1016/j.bmcl.2021.128322. Epub 2021 Aug 15.
Eight compounds (1-8) including one novel nitrophenyl glycoside, ginkgonitroside (1) were isolated from the leaves of Ginkgo biloba, a popular medicinal plant. The structure of the new compound was characterized using extensive spectroscopic analyses via 1D and 2D NMR data interpretations, HR-ESIMS, and chemical transformation. To the best of our knowledge, the present study is the first to report the presence of nitrophenyl glycosides, which are relatively unique phytochemicals in natural products, in G. biloba. The isolated compounds (1-8) were examined for their effects on the regulation of mesenchymal stem cell (MSC) differentiation. Compounds 1-3 and 8 were able to suppress MSC differentiation toward adipocytes. In contrast, compounds 5 and 8 showed activity promoting osteogenic differentiation of MSCs. These findings demonstrate that the active compounds showed regulatory activity on MSC differentiation between adipocytes and osteocytes.
从银杏叶中分离得到了 8 种化合物（1-8），包括一种新型的硝基苯苷类化合物，银杏硝苷（1）。通过 1D 和 2D NMR 数据分析解释、高分辨率电喷雾电离质谱（HR-ESIMS）和化学转化等多种光谱分析方法，确定了新化合物的结构。据我们所知，本研究首次报道了在银杏中存在硝基苯苷类化合物，这是天然产物中相对独特的植物化学物质。对分离得到的化合物（1-8）进行了调节间充质干细胞（MSC）分化作用的检测。化合物 1-3 和 8 能够抑制 MSC 向脂肪细胞的分化。相比之下，化合物 5 和 8 表现出促进 MSC 成骨分化的活性。这些发现表明，这些活性化合物对 MSC 向脂肪细胞和成骨细胞的分化具有调节作用。
