Bioactive alkyl phenols and embelin from Oxalis erythrorhiza

J Ethnopharmacol. 2003 Oct;88(2-3):241-7. doi: 10.1016/s0378-8741(03)00258-7.

Abstract

The benzoquinone embelin and four alkyl phenols were isolated from an Argentinean collection of Oxalis erythrorhiza. 3-Heptadecyl-5-methoxy-phenol is reported for the first time. The structures were determined by spectroscopic methods. Embelin presented inhibitory effect on methicillin-resistant Staphylococcus aureus, Escherichia coli and the dermatophytic fungi Epidermophyton floccosum, Microsporum canis, Microsporum gypseum, Trichophyton mentagrophytes and Trichophyton rubrum with MICs ranging between 50 and 100 microg/ml. Furthermore, embelin was active against Trypanosoma cruzi trypomastigotes with 100% lysis at 100 microg/ml and cytotoxicity below the trypanocidal concentration. The new alkyl phenol 3-heptadecyl-5-methoxy-phenol was active towards Leishmania amazonensis and Leishmania donovani promastigotes with 100% lysis at 100 microg/ml. The cytotoxicity (IC50) of embelin and the new alkyl phenol on human lung fibroblasts were 739 and 366 microM, respectively. The plant is used to treat heart complains, a symptomatology related to Chagas' disease which is endemic in the San Juan Province, Argentine.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology
  • Anti-Bacterial Agents / toxicity
  • Anti-Infective Agents / isolation & purification
  • Anti-Infective Agents / pharmacology*
  • Anti-Infective Agents / toxicity
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology
  • Antifungal Agents / toxicity
  • Antiprotozoal Agents / isolation & purification
  • Antiprotozoal Agents / pharmacology
  • Antiprotozoal Agents / toxicity
  • Benzoquinones / isolation & purification
  • Benzoquinones / pharmacology*
  • Benzoquinones / toxicity
  • Cell Line
  • Cell Survival / drug effects
  • Humans
  • Microbial Sensitivity Tests
  • Parasitic Sensitivity Tests
  • Phenols / isolation & purification
  • Phenols / pharmacology*
  • Phenols / toxicity
  • Plant Extracts / pharmacology
  • Plants, Medicinal / chemistry*

Substances

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antifungal Agents
  • Antiprotozoal Agents
  • Benzoquinones
  • Phenols
  • Plant Extracts
  • embelin