Chemical structures and hepatoprotective effects of constituents from Cassia auriculata leaves

Chem Pharm Bull (Tokyo). 2014;62(10):1026-31. doi: 10.1248/cpb.c14-00420.

Abstract

An 80% aqueous acetone extract of Cassia auriculata leaves was found to show a protective effect on D-galactosamine-induced cytotoxicity in primary cultured mouse hepatocytes. From the 80% aqueous acetone extract, we isolated a new benzocoumarin glycoside, avaraoside I (1), and a new flavanol dimer, avaraol I (2), together with 29 known constituents. The structures of the new compounds were elucidated on the basis of chemical and physicochemical evidence. In addition, three isolated compounds, pseudosemiglabrin (15, 0.0011%), (2S)-7,4'-dihydroxyflavan(4β→8)-catechin (22, 0.00075%), and (2S)-7,4'-dihydroxyflavan(4β→8)-gallocatechin (23, 0.092%), displayed hepatoprotective effects equivalent to that of the hepatoprotective agent, silybin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cassia / chemistry*
  • Cassia / metabolism
  • Cells, Cultured
  • Galactosamine / toxicity
  • Hepatocytes / cytology
  • Hepatocytes / drug effects*
  • Hepatocytes / metabolism
  • Magnetic Resonance Spectroscopy
  • Male
  • Mice
  • Molecular Conformation
  • Plant Extracts / chemistry*
  • Plant Extracts / pharmacology*
  • Plant Leaves / chemistry
  • Plant Leaves / metabolism
  • Protective Agents / chemistry*
  • Protective Agents / isolation & purification
  • Protective Agents / pharmacology*

Substances

  • Plant Extracts
  • Protective Agents
  • Galactosamine