Flavonoids bearing an O-arabinofuranosyl-(1-->3)-rhamnoside moiety from Cladocolea micrantha: inhibitory effect on human melanoma cells

Nat Prod Commun. 2012 Oct;7(10):1311-4.

Abstract

Eleven known triterpenes (alpha-amyrin, beta-amyrin, lupeol, and their respective acetates, 3-O-acetyl derivatives of betulinic, oleanolic, and ursolic acids, cycloartenol, and tirucall-7,24-dienol), two new flavonols presenting an uncommon interglycosidic O-(1-->3) linkage (kaempferol 3-O-alpha-L-arabinofuranosyl(1-->3)-alpha-L-rhamnoside and quercetin 3-O-alpha-L-arabinofuranosyl-(1-->3)-alpha-L-rhamnoside), beta-sitosterol, stigmasterol, quercetin, and gallic acid were isolated from the Amazonian medicinal mistletoe, Cladocolea micrantha Kuijt (Loranthaceae). Their structures were established by spectral methods and eventual chromatographic comparisons. The quercetin derivative was not cytotoxic to MV3 human melanoma cells, but was able, when administered at 1 microg/mL, to promote a twofold inhibition of the migration of the cells through the transwell system when compared with paclitaxel at 5 microM.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cell Line, Tumor
  • Cell Movement / drug effects
  • Cell Proliferation / drug effects
  • Disaccharides / chemistry
  • Disaccharides / isolation & purification
  • Disaccharides / pharmacology*
  • Drug Screening Assays, Antitumor
  • Flavonoids / chemistry*
  • Humans
  • Loranthaceae / chemistry*
  • Magnetic Resonance Spectroscopy
  • Melanoma / drug therapy*
  • Plant Leaves / chemistry
  • Plant Stems / chemistry
  • Quercetin / chemistry
  • Quercetin / isolation & purification
  • Solvents
  • Spectrophotometry, Infrared
  • Spectrophotometry, Ultraviolet

Substances

  • Antineoplastic Agents, Phytogenic
  • Disaccharides
  • Flavonoids
  • O-arabinofuranosyl-(1-3)-rhamnoside
  • Solvents
  • Quercetin