Medicinal flowers. XXXVIII. structures of acylated sucroses and inhibitory effects of constituents on aldose reducatase from the flower buds of Prunus mume

Chem Pharm Bull (Tokyo). 2013;61(4):445-51. doi: 10.1248/cpb.c12-01068.

Abstract

The methanolic extract from the flower buds of Prunus mume, cultivated in Zhejiang province, China, showed an inhibitory effect on aldose reductase. From the methanolic extract, five new acylated sucroses, mumeoses F-J, were isolated together with 29 known compounds. The chemical structures of the new compounds were elucidated on the basis of chemical and physicochemical evidence. The inhibitory effects of the isolated compounds on aldose reductase were also investigated. Acylated quinic acid analogs, which are one of the major compounds of the flower buds of P. mume, were shown to substantially inhibit aldose reductase. In particular, mumeic acid-A was found to exhibit a potent inhibitory effect [IC50=0.4 µm].

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acylation
  • Aldehyde Reductase / antagonists & inhibitors*
  • Aldehyde Reductase / metabolism
  • Animals
  • Flowers / chemistry
  • Lens Cortex, Crystalline / enzymology
  • Magnetic Resonance Spectroscopy
  • Methanol / chemistry
  • Molecular Conformation
  • Plant Extracts / chemistry*
  • Plant Extracts / metabolism
  • Plants, Medicinal / chemistry*
  • Protein Binding
  • Prunus / chemistry*
  • Quinic Acid / chemistry
  • Quinic Acid / isolation & purification
  • Quinic Acid / metabolism
  • Rats
  • Sucrose / chemistry*
  • Sucrose / metabolism

Substances

  • Plant Extracts
  • Quinic Acid
  • Sucrose
  • Aldehyde Reductase
  • Methanol