Samioside, a new phenylethanoid glycoside with free-radical scavenging and antimicrobial activities from Phlomis samia

J Nat Prod. 2001 Aug;64(8):1095-7. doi: 10.1021/np010128+.

Abstract

A new phenylethanoid glycoside, samioside, was isolated from the aerial parts of Phlomis samia and identified as 1-O-3,4-(dihydroxyphenyl)ethyl beta-D-apiofuranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->3)-4-O-caffeoyl-beta-D-glucopyranoside (1). In addition, one known phenylethanoid glycoside and three known flavonoids were identified as acteoside (2), apigenin, chrysoeriol, and ermanin, respectively. The structure of 1 was elucidated on the basis of its spectroscopic data. Samioside (1) demonstrated scavenging properties toward the DPPH radical and antimicrobial activity against Gram-positive and -negative bacteria.

MeSH terms

  • Anti-Bacterial Agents
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / isolation & purification*
  • Anti-Infective Agents / pharmacology
  • Apigenin
  • Bepridil / analogs & derivatives*
  • Bepridil / chemistry
  • Biphenyl Compounds
  • Candida / drug effects
  • Chromatography, Thin Layer
  • Enterobacter cloacae / drug effects
  • Escherichia coli / drug effects
  • Flavones
  • Flavonoids / chemistry
  • Flavonoids / isolation & purification
  • Flavonoids / pharmacology
  • Free Radical Scavengers / chemistry
  • Free Radical Scavengers / isolation & purification*
  • Free Radical Scavengers / pharmacology
  • Glucosides / chemistry
  • Glucosides / isolation & purification
  • Glucosides / pharmacology
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Glycosides / pharmacology
  • Greece
  • Klebsiella pneumoniae / drug effects
  • Magnetic Resonance Spectroscopy
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Phenols*
  • Picrates*
  • Plants, Medicinal / chemistry*
  • Pseudomonas aeruginosa / drug effects
  • Spectrophotometry, Infrared
  • Staphylococcus aureus / drug effects
  • Staphylococcus epidermidis / drug effects
  • Stereoisomerism

Substances

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Biphenyl Compounds
  • Flavones
  • Flavonoids
  • Free Radical Scavengers
  • Glucosides
  • Glycosides
  • Phenols
  • Picrates
  • samioside
  • ermanin
  • acteoside
  • Bepridil
  • Apigenin
  • 1,1-diphenyl-2-picrylhydrazyl
  • chrysoeriol