Cytotoxic, anti-proliferative and antimicrobial furanoditerpenoids from Stuhlmania moavi

Phytochemistry. 2009 Dec;70(17-18):2047-52. doi: 10.1016/j.phytochem.2009.08.017. Epub 2009 Sep 19.

Abstract

The furanoditerpenoids voucapane, voucapane-6alpha,7alpha-diol, voucapane-18,19-diol and 18-hydroxyvoucapan-19-al were isolated from the cytotoxic stem and root bark extracts of Stuhlmaniamoavi Verdc. (Ceasalpiniaceae) and their structures established based on analysis of spectroscopic data. The compounds exhibited anti-proliferative, cytotoxic, antibacterial and antifungal activities, 18-hydroxyvoucapan-19-al showing the highest anti-proliferative and cytotoxic properties. Voucapane-18,19-diol was only mildly active but the activity was enhanced for its 18,19-di-(4-methyl)-benzenesulphonate. Some of these results thus corroborate the traditional medicinal uses of the crude extracts for the treatment of skin infections.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Antineoplastic Agents, Phytogenic / therapeutic use*
  • Artemia
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Diterpenes / isolation & purification
  • Diterpenes / pharmacology
  • Diterpenes / therapeutic use*
  • Humans
  • Magnoliopsida / chemistry*
  • Mice
  • Neoplasms / drug therapy*
  • Phytotherapy*
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plant Extracts / therapeutic use*
  • Plant Structures

Substances

  • 18-hydroxyvoucapan-19-al
  • Anti-Bacterial Agents
  • Antifungal Agents
  • Antineoplastic Agents, Phytogenic
  • Diterpenes
  • Plant Extracts