Flavonoid, iridoid, and lignan glycosides from Putoria calabrica

J Nat Prod. 2001 Jul;64(7):961-4. doi: 10.1021/np000614h.

Abstract

From the aerial parts of Putoria calabrica, two new flavonol triglycosides were isolated and their structures were elucidated as quercetin-3-O-[alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside]-7-O-beta-D-glucopyranoside (1, calabricoside A) and quercetin-3-O-[4' "-O-caffeoyl-alpha-L-rhamnopyranosyl-(1-->2)-alpha-L-arabinopyranoside]-7-O-beta-D-glucopyranoside (2, calabricoside B). Additionally, seven iridoid and three lignan glycosides were isolated and characterized. Radical scavenging activities of all compounds were determined by quantifying their effects on luminol-enhanced chemiluminescence in formyl-methionyl-leucyl-phenylalanine (FMLP) stimulated human polymorphonuclear neutrophils (PMNs). Calabricoside A and B showed strong radical scavenging activity with IC(50) values of 0.25 and 0.3 microM, respectively.

MeSH terms

  • Chromatography
  • Esters / chemistry
  • 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
  • Humans
  • Lignans / chemistry
  • Lignans / isolation & purification*
  • Lignans / pharmacology
  • Luminescent Measurements
  • Molecular Structure
  • N-Formylmethionine Leucyl-Phenylalanine / pharmacology
  • Neutrophils / drug effects
  • Plants, Medicinal / chemistry*
  • Quercetin*
  • Rubiaceae / chemistry*
  • Spectrophotometry, Infrared
  • Structure-Activity Relationship
  • Turkey

Substances

  • Esters
  • Flavonoids
  • Free Radical Scavengers
  • Glucosides
  • Lignans
  • calabricoside A
  • calabricoside B
  • N-Formylmethionine Leucyl-Phenylalanine
  • Quercetin