2. Academic Validation
  3. Ginkgonitroside, a new nitrophenyl glycoside and bioactive compounds from Ginkgo biloba leaves controlling adipocyte and osteoblast differentiation

Ginkgonitroside, a new nitrophenyl glycoside and bioactive compounds from Ginkgo biloba leaves controlling adipocyte and osteoblast differentiation

  • Bioorg Med Chem Lett. 2021 Oct 15:50:128322. doi: 10.1016/j.bmcl.2021.128322.
Kwang Ho Lee 1,  Se Yun Jeong 1,  Kun Hee Park 2,  Seon-Hee Kim 3,  Yoon-Joo Ko 4,  Jin-Chul Kim 5,  Jung Kyu Kim 6,  Ki Hyun Kim 7
Affiliations

Affiliations

  • 1 School of Pharmacy, Sungkyunkwan University, Suwon, Gyeonggi-do 16419, Republic of Korea.
  • 2 Department of Food Science and Biotechnology, Sungkyunkwan University, Suwon, Gyeonggi-do 16419, Republic of Korea.
  • 3 Sungkyun Biotech Co., Ltd., Suwon, Gyeonggi-do 16419, Republic of Korea.
  • 4 Laboratory of Nuclear Magnetic Resonance, National Center for Inter-University Research Facilities (NCIRF), Seoul National University, Gwanak-gu, Seoul 08826, Republic of Korea.
  • 5 KIST Gangneung Institute of Natural Products, Natural Product Informatics Research Center, Gangneung 25451, Republic of Korea.
  • 6 School of Chemical Engineering, Sungkyunkwan University, Suwon, Gyeonggi-do 16419, Republic of Korea. Electronic address: legkim@skku.edu.
  • 7 School of Pharmacy, Sungkyunkwan University, Suwon, Gyeonggi-do 16419, Republic of Korea. Electronic address: khkim83@skku.edu.
PMID: 34407463 DOI: 10.1016/j.bmcl.2021.128322
Abstract

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.

Keywords

Adipocytes; Ginkgo biloba; Mesenchymal stem cell; Nitrophenyl derivative; Osteocytes.

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