Structure elucidation and NMR spectral assignments of one new dammarane-type triterpenoid saponin from black ginseng

J Asian Nat Prod Res. 2024 May;26(5):636-643. doi: 10.1080/10286020.2023.2253153. Epub 2023 Sep 8.

Abstract

New dammarane-type triterpenoid saponin, named 22(R)-notoginsenoside Ab1 (1), together with thirteen known dammarane-type triterpenoid saponins (2-14) was isolated from the EtOH extract of black ginseng and their structures were elucidated on the basis of one- and two-dimensional NMR (including 1H-NMR, 13C-NMR, HSQC, HMBC, ROESY) and calculated ECD. Among them, compounds 1-2 and 6-8 were isolated for the first time from ginseng and black ginseng. Besides, the absolute structure of 22(R)- and 22(S)- notoginsenoside Ab1 were distinguished by ECD for the first time.

Keywords: ECD; NMR; black ginseng; ginsenoside; notoginsenoside; triterpenoid saponin.

MeSH terms

  • Dammaranes*
  • Drugs, Chinese Herbal / chemistry
  • Drugs, Chinese Herbal / isolation & purification
  • Ginsenosides / chemistry
  • Ginsenosides / isolation & purification
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Panax* / chemistry
  • Saponins* / chemistry
  • Saponins* / isolation & purification
  • Triterpenes* / chemistry
  • Triterpenes* / isolation & purification

Substances

  • Triterpenes
  • Saponins
  • Dammaranes
  • Drugs, Chinese Herbal
  • Ginsenosides