New hydrolyzable tannins, shephagenins A and B, from Shepherdia argentea as HIV-1 reverse transcriptase inhibitors

Chem Pharm Bull (Tokyo). 1996 Aug;44(8):1436-9. doi: 10.1248/cpb.44.1436.

Abstract

Two new hydrolyzable tannins, shephagenins A and B, were isolated along with hippophaenin A and strictinin from the leaf extract of Shepherdia argentea, which showed a remarkable inhibitory activity against human immunodeficiency virus (HIV)-1 reverse transcriptase. Their structures, having a gluconic acid core, have been elucidated on the basis of spectroscopic and chemical methods. The inhibitory effect of the leaf extract on HIV-1 reverse transcriptase was found to be due to tannins, and their activities were stronger than that of (-)-epigallocatechin gallate as a positive control.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / isolation & purification
  • Antiviral Agents / pharmacology*
  • Carbohydrate Sequence
  • HIV-1 / drug effects*
  • HIV-1 / enzymology*
  • Humans
  • Hydrolysis
  • Hydrolyzable Tannins*
  • Magnetic Resonance Spectroscopy
  • Molecular Sequence Data
  • Plant Leaves / chemistry
  • Plants, Medicinal / chemistry*
  • Reverse Transcriptase Inhibitors / isolation & purification
  • Reverse Transcriptase Inhibitors / pharmacology*
  • Tannins / isolation & purification
  • Tannins / pharmacology*

Substances

  • Antiviral Agents
  • Hydrolyzable Tannins
  • Reverse Transcriptase Inhibitors
  • Tannins
  • shephagenin A
  • shephagenin B