A new triterpenoid saponin from Clinopodium chinense (Benth.) O. Kuntze

Nat Prod Res. 2016;30(9):1001-8. doi: 10.1080/14786419.2015.1095745. Epub 2015 Oct 29.

Abstract

A new triterpene saponin, 3β,16β,23α,28β,30β-pentahydroxyl-olean-11,13(18)-dien-3β-yl-[β-D-glucopyranosyl-(1→2)]-[β-D-glucopyranosyl-(1→3)]-β-D-fucopyranoside, was named Clinoposaponin D (1), together with six known triterpene saponins, buddlejasaponin IVb (2), buddlejasaponin IVa (3), buddlejasaponin IV (4), clinopodisides D (5), 11α,16β,23,28-Tetrahydroxyolean-12-en-3β-yl-[β-D-glucopyranosyl-(1→2)]-[β-D-glucopyranosyl-(1→3)]-β-D-fucopyranoside (6) and prosaikogenin A (7), and two known triterpenes, saikogenin A (8) and saikogenin F (9) were isolated from Clinopodium chinense (Benth.) O. Kuntze. Their structures were elucidated on the basis of 1D, 2D NMR and MS analysis. Meanwhile, the effects of all compounds on rabbit platelet aggregation and thrombin time (TT) were investigated in vitro. Compounds 4 and 7 had significant promoting effects on platelet aggregation with EC50 value at 53.4 and 12.2 μM, respectively. In addition, the highest concentration (200 μM) of compounds 2 and 9 shortened TT by 20.6 and 25.1%, respectively.

Keywords: Clinopodium chinense (Benth.) O. Kuntze; platelet aggregation; thrombin time; triterpene saponin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Blood Coagulation / drug effects
  • In Vitro Techniques
  • Lamiaceae / chemistry*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Medicine, Chinese Traditional
  • Oleanolic Acid / analogs & derivatives
  • Oleanolic Acid / analysis
  • Platelet Aggregation / drug effects
  • Rabbits
  • Sapogenins / analysis
  • Saponins / analysis*
  • Spectrometry, Mass, Electrospray Ionization
  • Thrombin Time
  • Triterpenes / analysis*

Substances

  • Sapogenins
  • Saponins
  • Triterpenes
  • buddlejasaponin
  • clinoposaponin D
  • prosaikogenin A
  • saikogenin F
  • saikogenin A
  • Oleanolic Acid