Lee, K.H. Jeong, S.Y. Park, K.H. Kim, S.H. Ko, Y.-J. Kim, J.-C. Kim, J.K. Kim, K.H. 2024-01-19T13:33:22Z 2024-01-19T13:33:22Z 2022-01-10 2021-10 0960-894X https://pubs.kist.re.kr/handle/201004/116297 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. ？ 2021 Elsevier Ltd English Pergamon Press Ltd. Ginkgonitroside, a new nitrophenyl glycoside and bioactive compounds from Ginkgo biloba leaves controlling adipocyte and osteoblast differentiation Article 10.1016/j.bmcl.2021.128322 1 Bioorganic & Medicinal Chemistry Letters, v.50 Bioorganic & Medicinal Chemistry Letters 50 N scie scopus 000701795800014 2-s2.0-85113290165 Chemistry, Medicinal Chemistry, Organic Pharmacology & Pharmacy Chemistry Article MESENCHYMAL STEM-CELLS CONSTITUENTS ANTIOXIDANT EXTRACT Adipocytes Ginkgo biloba Mesenchymal stem cell Nitrophenyl derivative Osteocytes