Anti-Trichomonas vaginalis activity of Hypericum polyanthemum extract obtained by supercritical fluid extraction and isolated compounds

Parasitol Int. 2013 Apr;62(2):112-7. doi: 10.1016/j.parint.2012.10.006. Epub 2012 Nov 9.

Abstract

The anti-Trichomonas vaginalis activity of Hypericum polyanthemum extract obtained by supercritical fluid extraction (50°C, 150bar) and the chemical compounds isolated and purified from this extract (benzopyrans HP1, HP2, HP3, and phloroglucinol derivative uliginosin B) were assessed. All samples had anti-T. vaginalis activity; however, HP1 demonstrated the best selectivity against this protozoan (metronidazole-resistant and susceptible isolates), with no cytotoxicity on mammalian cells (selectivity index of 73.97). Moreover, HP1 had activity against a metronidazole-resistant isolate (52% of viable trophozoites), and this effect was higher when tested with a low concentration of metronidazole (23% of viable trophozoites). Experiments demonstrated that all isolated compounds caused damage to the parasites' membrane (>90% of LDH release) and do not present a notable hemolytic effect, although HP2 and uliginosin B exhibited cytotoxicity against mammalian cells. Therefore, the analyzed molecules are promising prototypes for new antiprotozoal drugs, especially HP1, which seems to improve metronidazole's effect on a resistant T. vaginalis isolate.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antiprotozoal Agents / chemistry
  • Antiprotozoal Agents / isolation & purification
  • Antiprotozoal Agents / pharmacology*
  • Benzopyrans / chemistry
  • Benzopyrans / isolation & purification
  • Benzopyrans / pharmacology
  • Cell Membrane / drug effects
  • Cell Survival
  • Chlorocebus aethiops
  • Chromatography, Supercritical Fluid / methods*
  • Hypericum / chemistry*
  • L-Lactate Dehydrogenase / metabolism
  • Metronidazole / pharmacology
  • Phloroglucinol / analogs & derivatives
  • Phloroglucinol / chemistry
  • Phloroglucinol / isolation & purification
  • Phloroglucinol / pharmacology
  • Plant Components, Aerial / chemistry
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology*
  • Protozoan Proteins / metabolism
  • Trichomonas vaginalis / drug effects*
  • Trichomonas vaginalis / enzymology
  • Trichomonas vaginalis / physiology
  • Vero Cells

Substances

  • 5-hydroxy-6-isobutyryl-7-methoxy-2,2-dimethyl-benzopyran
  • 6-isobutyryl-5,7-dimethoxy-2,2-dimethyl-benzopyran
  • 7-hydroxy-6-isobutyryl-5-methoxy-2,2-dimethyl-benzopyran
  • Antiprotozoal Agents
  • Benzopyrans
  • Plant Extracts
  • Protozoan Proteins
  • Metronidazole
  • Phloroglucinol
  • L-Lactate Dehydrogenase
  • uliginosin B