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New antibacterial thiophenes from Eclipta prostrata.

Shu-Juan Yu1, Jin-Hai Yu2, Fei He2

  • 1School of Chemistry and Chemical Engineering, University of Jinan, Jinan 250022, China; School of Biological Science and Technology, University of Jinan, Jinan 250022, China.

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|January 10, 2020
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Summary

Three new thiophene derivatives, ecliprostins A-C, isolated from Eclipta prostrata, exhibit antibacterial activity. These compounds, featuring unique acetylenic bithiophenyl backbones, show promise in fighting Staphylococcus aureus infections.

Keywords:
AntibacterialCompositaeEclipta prostrataStaphylococcus aureusThiophene

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Area of Science:

  • Natural Product Chemistry
  • Medicinal Plant Research
  • Organic Chemistry

Background:

  • Eclipta prostrata (Compositae) is a widely used medicinal plant.
  • Thiophene derivatives are known for diverse biological activities.
  • Natural product isolation and structural elucidation are crucial for drug discovery.

Purpose of the Study:

  • To isolate and characterize new chemical constituents from Eclipta prostrata.
  • To investigate the antibacterial potential of isolated compounds.
  • To explore novel structural motifs in natural products.

Main Methods:

  • Extraction of aerial parts of Eclipta prostrata.
  • Isolation of compounds using chromatographic techniques.
  • Structural elucidation via comprehensive spectroscopic analyses (NMR, MS).
  • Antibacterial activity testing against Staphylococcus aureus.

Main Results:

  • Three new thiophene derivatives, named ecliprostins A-C (1-3), were successfully isolated.
  • Ecliprostins A and B possess an acetylenic bithiophenyl backbone with an isovalerate moiety.
  • Ecliprostin C is a novel symmetrical dimer of ecliprostin A, linked by an ether bridge.
  • All three compounds demonstrated significant antibacterial activity against Staphylococcus aureus.

Conclusions:

  • Eclipta prostrata is a source of novel thiophene derivatives with potential therapeutic applications.
  • Ecliprostins A-C represent a new class of natural products with promising antibacterial properties.
  • The discovery of ecliprostin C expands the known structural diversity of natural dimers.