Secoiridoid glycosides and an antifungal anthranilate derivative from Gentiana tibetica

Phytochemistry. 1998 Apr;47(7):1223-6. doi: 10.1016/s0031-9422(97)00698-5.

Abstract

Repetitive chromatography of the methanol extract of the roots of Gentiana tibetica afforded two new secoiridoid glycosides and a novel antifungal anthranilic acid derivative, together with beta-sitosterol, daucosterol, oleanolic acid, loganic acid, gentiopicroside, sweroside, 2'-(2,3-dihydroxybenzoyl)sweroside, trifloroside, rindoside and macrophylloside A. The structures of the new products were determined mainly by spectroscopic methods as 8-hydroxy-10-hydrosweroside, isomacrophylloside and ethyl N-docosanoylanthranilate. Ethyl N-docosanoylanthranilate inhibited the growth of the human pathogenic fungi Candida albicans and Aspergillus flavus. The taxonomic significance of the constituent is discussed briefly.

MeSH terms

  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology
  • Aspergillus flavus / drug effects
  • Candida albicans / drug effects
  • Carbohydrate Conformation
  • Chromatography, Gel
  • Chromatography, Ion Exchange
  • Glucosides / chemistry
  • Glucosides / isolation & purification*
  • Glucosides / pharmacology
  • Iridoid Glucosides
  • Iridoids*
  • Magnetic Resonance Spectroscopy
  • Medicine, Chinese Traditional
  • Plant Roots / chemistry*
  • Plants, Medicinal / chemistry*
  • Pyrans / chemistry
  • Pyrans / isolation & purification*
  • Pyrans / pharmacology
  • ortho-Aminobenzoates / chemistry
  • ortho-Aminobenzoates / isolation & purification*
  • ortho-Aminobenzoates / pharmacology

Substances

  • 10-hydro-8-hydroxysweroside
  • Antifungal Agents
  • Glucosides
  • Iridoid Glucosides
  • Iridoids
  • Pyrans
  • ethyl N-docosanoylanthranilate
  • isomacrophylloside
  • ortho-Aminobenzoates