Conversions at C-30 of glycyrrhetinic acid and their impact on antitumor activity

Arch Pharm (Weinheim). 2012 Mar;345(3):223-30. doi: 10.1002/ardp.201100046. Epub 2011 Oct 14.

Abstract

The extracts of the roots of licorice have been used in traditional and folk medicine to treat a broad variety of maladies. The main ingredient of these extracts is glycyrrhicinic acid. Its aglycon, glycyrrhetinic acid, has many biological activities, among them a pronounced cytotoxicity against tumor cells. In this study we varied glycyrrhetinic acid at position C-30 to get "simple" derivatives, for example esters, amides and a nitrile. The influence of these changes on the cytotoxic activity is noteworthy and was determined by a colorimetric sulphorhodamine B test using 7 human tumor cell lines and mouse embryonic fibroblasts (NIH3T3) for comparison. A Trypan blue test as well as an acridine orange/ethidium bromide test was used to discover the ability of the compounds to induce apoptosis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Apoptosis / drug effects
  • Cell Line, Tumor
  • Colorimetry / methods
  • Drug Screening Assays, Antitumor
  • Glycyrrhetinic Acid / chemical synthesis
  • Glycyrrhetinic Acid / chemistry
  • Glycyrrhetinic Acid / pharmacology*
  • Humans
  • Medicine, Traditional
  • Mice
  • NIH 3T3 Cells
  • Neoplasms / drug therapy*
  • Rhodamines / chemistry

Substances

  • Antineoplastic Agents
  • Rhodamines
  • lissamine rhodamine B
  • Glycyrrhetinic Acid