New aldose reductase inhibitors N99-596 A and B from Streptomyces

J Antibiot (Tokyo). 2005 Nov;58(11):737-9. doi: 10.1038/ja.2005.100.

Abstract

The actinomycete Streptomyces diannanensis, isolated from a soil sample collected in Yunnan province, China, was found to produce two novel isoflavone rhamnopyranosides, namely, 7,4'-dihydroxyisoflavone 3'-O-alpha-L-rhamnopyranoside (1) and 5,7,4'-trihydroxyisoflavone 3'-O-alpha-L-rhamnopyranoside (2). The structures of 1 and 2 were elucidated on the basis of extensive 1D and 2D NMR and MS spectral analyses. Compounds 1 and 2 exhibited in vitro activities against aldose reductase with an IC50 of 170 and 165 microM, respectively.

MeSH terms

  • Aldehyde Reductase / antagonists & inhibitors*
  • Animals
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / isolation & purification
  • Enzyme Inhibitors / pharmacology*
  • Isoflavones / chemistry*
  • Isoflavones / isolation & purification
  • Isoflavones / pharmacology*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Rhamnose / analogs & derivatives*
  • Rhamnose / chemistry
  • Rhamnose / isolation & purification
  • Rhamnose / pharmacology
  • Streptomyces / chemistry*
  • Streptomyces / isolation & purification
  • Streptomyces / metabolism
  • Swine

Substances

  • Enzyme Inhibitors
  • Isoflavones
  • N99-596 A
  • N99-596 B
  • Aldehyde Reductase
  • Rhamnose