Synthesis and antiglycation activity of kaempferol-3-O-rutinoside (nicotiflorin)

Med Chem. 2012 May;8(3):415-20. doi: 10.2174/1573406411208030415.

Abstract

Kaempferol-3-O-α-L-rhamanopyranosyl-(1'''-6'')-β-D-glucopyranoside (1) (Nicotiflorin or kaempferol-3-O-rutinoside), isolated from the aerial parts of Osyris wightiana Wall. ex Wight, exhibited a potent antiglycation activity in vitro. A short and efficient route to kaempferol-3-O-rutinoside (1) is also described in this paper. To study the structure-activity relationship, few other derivatives of kaempferol were also evaluated for their antiglycation activity. Moreover the cytotoxicity analysis was also performed for these compounds. The Structure-Activity Relationship (SAR) studies showed that sugar derivatives of kaempferol possess a promising antiglycation activity.

MeSH terms

  • Animals
  • Cattle
  • Cell Proliferation / drug effects
  • Dose-Response Relationship, Drug
  • Fibroblasts / drug effects*
  • Flavonoids / chemical synthesis
  • Flavonoids / chemistry
  • Flavonoids / pharmacology*
  • Glycosylation / drug effects
  • Kaempferols / chemical synthesis*
  • Kaempferols / chemistry
  • Kaempferols / pharmacology*
  • Mice
  • Molecular Structure
  • NIH 3T3 Cells
  • Phenols / chemical synthesis
  • Phenols / chemistry
  • Phenols / pharmacology*
  • Serum Albumin, Bovine / metabolism
  • Structure-Activity Relationship

Substances

  • Flavonoids
  • Kaempferols
  • Phenols
  • nicotiflorin
  • Serum Albumin, Bovine
  • kaempferol-3-O-rutinoside