Novel indole C-glycosides from Isatis indigotica and their potential cytotoxic activity

Fitoterapia. 2011 Mar;82(2):288-92. doi: 10.1016/j.fitote.2010.10.016. Epub 2010 Oct 30.

Abstract

Two novel indole C-glycosides, which were the first reported alkaloids C-glycosides from Isatis indigotica, together with five known alkaloids were isolated. The novel alkaloids were elucidated to be indole-3-acetonitrile-4-methoxy-2-C-β-D-glucopyranoside (1) and N-methoxy-indole-3-acetonitrile-2-C-β-D-glucopyranoside (2) on the basis of spectroscopic analysis. 1 exhibited significant cytotoxic activities against human myeloid leukemia HL-60 and human liver cancer HepG2 cells with the IC(50) of 1.3 ± 0.1 and 2.1 ± 0.3 μM, respectively. 2 showed potential cytotoxic activities against HL-60 and human myeloid leukemia Mata cells with the IC(50) of 5.1 ± 0.4 and 12.1 ± 0.8 μM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Antineoplastic Agents, Phytogenic / therapeutic use*
  • Cell Line, Tumor
  • Glucosides
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Glycosides / pharmacology*
  • Humans
  • Indoles / chemistry
  • Indoles / isolation & purification*
  • Indoles / pharmacology*
  • Isatis / chemistry*
  • Leukemia / drug therapy*
  • Liver Neoplasms / drug therapy*
  • Molecular Structure
  • Phytotherapy
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plant Extracts / therapeutic use*
  • Plant Roots

Substances

  • Antineoplastic Agents, Phytogenic
  • Glucosides
  • Glycosides
  • Indoles
  • N-methoxy-indole-3-acetonitrile-2-C-beta-D-glucopyranoside
  • Plant Extracts
  • indole-3-acetonitrile-4-methoxy-2-C-beta-D-glucopyranoside