Synthesis and pharmacological activity of diterpenylnaphthoquinone derivatives

Molecules. 2011 Oct 13;16(10):8614-28. doi: 10.3390/molecules16108614.

Abstract

New diterpenylquinones, combining a diterpene diacid and a naphthoquinone, were prepared from junicedric acid and lapachol. The new derivatives were assessed as gastroprotective agents by the HCl-EtOH-induced gastric lesions model in mice as well as for basal cytotoxicity on the following human cell lines: Normal lung fibroblasts (MRC-5), gastric epithelial adenocarcinoma (AGS), and hepatocellular carcinoma (Hep G2). Several of the new compounds were significantly active as antiulcer agents and showed selective cytotoxicity against AGS cells.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Ulcer Agents / chemical synthesis*
  • Anti-Ulcer Agents / pharmacology*
  • Anti-Ulcer Agents / therapeutic use
  • Cell Line, Tumor
  • Diterpene Alkaloids
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification
  • Gastric Mucosa / drug effects
  • Gastric Mucosa / pathology
  • Humans
  • Liver / drug effects
  • Lung / drug effects
  • Male
  • Mice
  • Naphthoquinones / chemical synthesis*
  • Naphthoquinones / chemistry
  • Naphthoquinones / isolation & purification
  • Naphthoquinones / pharmacology*
  • Stomach / drug effects
  • Stomach / pathology
  • Stomach Ulcer / chemically induced
  • Stomach Ulcer / drug therapy*
  • Stomach Ulcer / pathology
  • Tabebuia / chemistry

Substances

  • Anti-Ulcer Agents
  • Diterpene Alkaloids
  • Diterpenes
  • Naphthoquinones
  • diterpene 8(17)-labden-15,19-dioic acid
  • lapachol