Molluscicidal saponins from a Zimbabwean strain of Phytolacca dodecandra

Phytochemistry. 1994 Jun;36(3):753-9. doi: 10.1016/s0031-9422(00)89811-8.

Abstract

Three new monodesmosidic saponins, all glycosides of 2 beta-hydroxyoleanolic acid, were isolated from an aqueous extract of a Zimbabwean strain of Phytolacca dodecandra. Their structures were, mainly by spectroscopic methods (LSIMS, 1H NMR, COSY, NOESY, TOCSY, J-resolved 1H NMR, 13C NMR, HETCOR), established as 3-O-[2',4'-di-O-(beta-D-glucopyranosyl)-beta-D-glucopyranosyl]2 beta-hydroxyoleanolic acid, 3-O-[O-alpha-L-rhamnopyranosyl-(1-->2)-O-[beta-D-galactopyranosyl- (1-->3)]-beta-D-glucopyranosyl]2 beta-hydroxyoleanolic acid and 3-O-[3'-O-(beta-D-galactopyranosyl)-beta-D-glucopyranosyl]2 beta-hydroxyoleanolic acid. Two of the saponins were submitted to a preliminary screening for molluscicidal activity against the schistosomiasis transmitting snail Biomphalaria glabrata and showed, respectively, strong and weak activity. In addition, four saponins previously reported from other strains of Phytolacca dodecandra were identified.

MeSH terms

  • Animals
  • Biomphalaria
  • Carbohydrate Sequence
  • Cattle
  • Hemolysin Proteins / isolation & purification
  • In Vitro Techniques
  • Magnetic Resonance Spectroscopy
  • Molecular Sequence Data
  • Molecular Structure
  • Molluscacides / isolation & purification*
  • Plants / chemistry*
  • Saponins / isolation & purification*
  • Zimbabwe

Substances

  • Hemolysin Proteins
  • Molluscacides
  • Saponins