Anti-inflammatory phenylpropanoid glycosides from Clerodendron trichotomum leaves

Arch Pharm Res. 2009 Jan;32(1):7-13. doi: 10.1007/s12272-009-1112-6. Epub 2009 Jan 29.

Abstract

The chromatographic separation of MeOH extract from Clerodendron trichotomum Thunberg leaves led to the isolation of three phenylpropanoid compounds. Using spectroscopic methods, the structures of these compounds were determined as beta-(3', 4'-dihydroxyphenyl)ethyl-O-alpha-L-rhamnopyranosyl (1-->3)-beta-D-(4-O-caffeoyl)-glucopyranoside, acteoside (verbascoside) (1), beta-(3', 4'-dihydroxyphenyl)ethyl-O-alpha-L-rhamnopyranosyl (1-->3)-beta-D-(6-O-caffeoyl)-glucopyranoside, isoacteoside (2), beta-(3', 4'-dihydroxyphenyl) ethyl-O-alpha-L-rhamnopyranosyl (1-->3)-beta-D-glucopyranoside, and decaffeoylacteoside (3). We measured the anti-inflammatory activity of these three phenylpropanoid compounds both in vitro (DPPH reduction assay, TBARS assay on Cu (2+)-induced oxidized LDL, PGE(2) assay) and in vivo (acetic acid induced vascular permeability in mice and carrageenan-induced hind paw edema in rats). 80% methanol fraction and acteoside had the activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetic Acid
  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification
  • Anti-Inflammatory Agents / pharmacology*
  • Biphenyl Compounds
  • Capillary Permeability / drug effects
  • Carrageenan
  • Catechols / chemistry
  • Catechols / isolation & purification
  • Catechols / pharmacology*
  • Cell Line
  • Clerodendrum* / chemistry
  • Dinoprostone / metabolism
  • Disaccharides / chemistry
  • Disaccharides / isolation & purification
  • Disaccharides / pharmacology*
  • Disease Models, Animal
  • Dose-Response Relationship, Drug
  • Free Radical Scavengers / pharmacology
  • Glucosides / chemistry
  • Glucosides / isolation & purification
  • Glucosides / pharmacology*
  • Humans
  • Inflammation / chemically induced
  • Inflammation / metabolism
  • Inflammation / prevention & control*
  • Magnetic Resonance Spectroscopy
  • Mast Cells / drug effects
  • Mast Cells / metabolism
  • Mice
  • Molecular Structure
  • Phenols / chemistry
  • Phenols / isolation & purification
  • Phenols / pharmacology*
  • Picrates / chemistry
  • Plant Leaves
  • Rats
  • Thiobarbituric Acid Reactive Substances / chemistry

Substances

  • Anti-Inflammatory Agents
  • Biphenyl Compounds
  • Catechols
  • Disaccharides
  • Free Radical Scavengers
  • Glucosides
  • Phenols
  • Picrates
  • Thiobarbituric Acid Reactive Substances
  • acteoside
  • isoacteoside
  • Carrageenan
  • 1,1-diphenyl-2-picrylhydrazyl
  • Dinoprostone
  • Acetic Acid