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

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.

• Authors: Kiyofumi Ninomiya, Hisashi Matsuda, Mizuho Kubo, Toshio Morikawa, Norihisa Nishida, Masayuki Yoshikawa
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 17 Issue 11 Pg. 3059-64 (Jun 01 2007) ISSN: 0960-894X [Print] England
• PMID: 17400451 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

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

Topics

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