Rat intestinal sucrase inhibition of constituents from the roots of Rosa rugosa Thunb

Bioorg Med Chem Lett. 2014 Feb 15;24(4):1192-6. doi: 10.1016/j.bmcl.2013.12.098. Epub 2014 Jan 3.

Abstract

A new octanordammarane triterpene, 3β,15α-dihydroxymansumbinol (1) and a novel A-ring contracted oleanane triterpenoid, 2-formyl-(A)1-19α-hydroxy-1-norolean-2,12-dien-28-oic acid (2) were isolated from the roots extract of Rosa rugosa along with fifteen known compounds (3-17). Their structures were elucidated by extensive spectroscopic analysis, including 1D and 2D NMR, and FTICRMS. The MeOH extract, as well as CH2Cl2 and EtOAc fractions at a concentration of 0.5mg/mL showed potent sucrase inhibitory activity, with inhibition percentage values of 84.67±5.37%, 87.50±2.78%, and 81.91±2.90%, respectively. In addition, compounds 7-13 (1.0 mM) showed potent sucrase inhibitory activity (61.88±3.19% to 84.70±3.07% inhibition), which was comparable to that of the positive control, acarbose, with an inhibition percentage value of 50.96±2.97%. Compounds 1, 2, 4, and 14-17 showed moderate and/or weak inhibitory activities at the same concentration. The α-glucosidase inhibitory activities of the extracts and purified compounds may provide a novel opportunity to develop a new class of antidiabetic agents.

Keywords: A-ring contracted oleanane triterpenoid; Rosa rugosa; Rosaceae; Rosanol A; Rusaic acid B; α-Glucosidase inhibition.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Dose-Response Relationship, Drug
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology*
  • Intestine, Small / enzymology*
  • Molecular Conformation
  • Plant Roots / chemistry*
  • Rats
  • Rosa / chemistry*
  • Structure-Activity Relationship
  • Sucrase / antagonists & inhibitors*
  • Sucrase / metabolism
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification
  • Triterpenes / pharmacology*

Substances

  • 2-formyl-(A)1-hydroxy-1-norolean-2,12-dien-28-oic acid
  • 3beta,15alpha-dihydroxymansumbinol
  • Enzyme Inhibitors
  • Triterpenes
  • Sucrase