Potent anti-obese principle from Rosa canina: structural requirements and mode of action of trans-tiliroside

Bioorg Med Chem Lett. 2007 Jun 1;17(11):3059-64. doi: 10.1016/j.bmcl.2007.03.051. Epub 2007 Mar 18.

Abstract

The 80% aqueous acetone extracts from the fruit (50 mg/kg/d) and seeds (12.5 and 25 mg/kg/d) of Rosa canina L., but not from the pericarps, were found to show substantial inhibitory effect on the gain of body weight and/or weight of visceral fat without affecting food intake in mice for 2 weeks after administration of the extracts. With regard to the active constituents, the principal constituent, trans-tiliroside (0.1-10 mg/kg/d), potently inhibited the gain of body weight, especially visceral fat weight, and significantly reduced blood glucose levels after glucose loading (1 g/kg, ip) in mice. On the other hand, kaempferol and p-coumaric acid lacked such effect and kaempferol 3-O-beta-D-glucopyranoside tended to reduce the gain of body weight and visceral fat weight, but not significantly, at a dose of 10 mg/kg/d. These results indicate the importance of both kaempferol 3-O-beta-D-glucopyranoside and p-coumaroyl moieties for anti-obese effects. Furthermore, a single oral administration of trans-tiliroside at a dose of 10 mg/kg increased the expression of PPAR-alpha mRNA of liver tissue in mice.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetone / chemistry
  • Animals
  • Anti-Obesity Agents / chemistry
  • Anti-Obesity Agents / isolation & purification
  • Anti-Obesity Agents / pharmacology*
  • Benzopyrans / chemistry
  • Benzopyrans / isolation & purification
  • Benzopyrans / pharmacology*
  • Body Weight / drug effects*
  • Coumaric Acids / chemistry
  • Coumaric Acids / isolation & purification
  • Coumaric Acids / pharmacology
  • Flavonoids
  • Intra-Abdominal Fat / drug effects
  • Kaempferols / chemistry
  • Kaempferols / isolation & purification
  • Kaempferols / pharmacology
  • Liver / metabolism
  • Mice
  • PPAR alpha / genetics
  • PPAR alpha / metabolism*
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Propionates
  • RNA, Messenger / metabolism
  • Rosa / chemistry*
  • Structure-Activity Relationship
  • Water / chemistry
  • Weight Gain / drug effects

Substances

  • Anti-Obesity Agents
  • Benzopyrans
  • Coumaric Acids
  • Flavonoids
  • Kaempferols
  • PPAR alpha
  • Plant Extracts
  • Propionates
  • RNA, Messenger
  • Water
  • Acetone
  • tiliroside
  • kaempferol
  • p-coumaric acid