A new flavonol glycoside gallate ester from Acer okamotoanum and its inhibitory activity against human immunodeficiency virus-1 (HIV-1) integrase

J Nat Prod. 1998 Jan;61(1):145-8. doi: 10.1021/np970171q.

Abstract

Bioassay-directed chromatographic fractionation of an ethyl acetate extract of the leaves of Acer okamotoanum using HIV-1 integrase afforded a new acylated flavonol glycoside, quercetin 3-O-(2",6"-O-digalloyl)-beta-D-galactopyranoside (1), together with six known flavonol glycosides and three known phenolic compounds. The structure of the new compound was determined by spectroscopic methods. The most active compounds were quercetin 3-O-(2"-galloyl)-alpha-L-arabinopyranoside (6) and 1, which exhibited IC50 values of 18.1 +/- 1.3 and 24.2 +/- 6.6 micrograms/mL, respectively, against HIV-1 integrase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-HIV Agents / isolation & purification*
  • Anti-HIV Agents / pharmacology
  • Galactosides / isolation & purification*
  • Galactosides / pharmacology
  • HIV Integrase Inhibitors / isolation & purification*
  • HIV Integrase Inhibitors / pharmacology*
  • HIV-1 / enzymology
  • Humans
  • Korea
  • Magnetic Resonance Spectroscopy
  • Plant Leaves / chemistry
  • Plants, Medicinal / chemistry*
  • Quercetin / analogs & derivatives*
  • Quercetin / isolation & purification
  • Quercetin / pharmacology
  • Spectrometry, Mass, Fast Atom Bombardment
  • Spectrophotometry, Ultraviolet

Substances

  • Anti-HIV Agents
  • Galactosides
  • HIV Integrase Inhibitors
  • quercetin 3-O-(2'',6''-O-digalloyl)galactopyranoside
  • Quercetin