Foetithiophenes C-F, thiophene derivatives from the roots of Ferula foetida

Pharm Biol. 2015 May;53(5):710-4. doi: 10.3109/13880209.2014.939765. Epub 2014 Nov 28.

Abstract

Context: Ferula foetida Regel (Apiaceae) is an Iranian medicinal plant with various biological activities including antispasmodic and anthelmintic.

Objective: The sulfur compounds from the roots of F. foetida were isolated and characterized to test their cytotoxic and antimicrobial activities.

Materials and methods: The methanolic extract of the roots of F. foetida was fractionated using silica column chromatography. The components of each fraction were further purified using RP-HPLC. Their structures were elucidated by 1- and 2-D NMR spectroscopy as well as HREIMS. Their cytotoxic and antimicrobial activities were evaluated using Alamar Blue assay and broth microdilution method, respectively.

Results: Four new thiophene derivatives, namely foetithiophenes C-F (3-6), together with four known compounds, foetithiophenes A (1) and B (2), coniferaldehyde, and sinapic aldehyde, were isolated from the roots of F. foetida. Antimicrobial activities were observed in particular against the Gram-positive bacteria. The best antimicrobial activity was observed for compound 6 against B. cereus with a MIC value 50 µg/mL. The tested compounds did not show cytotoxic properties against MCF-7 and K562 cells.

Conclusion: Four new thiophene derivatives including foetithiophenes C-F (3-6) were characterized from the roots of F. foetida. Foetithiophene F (6) exhibited the most potent activity against the Gram-positive bacteria B. cereus.

Keywords: Alamar blue; apiaceae; cancer; sulfur-containing compounds.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents / isolation & purification*
  • Ferula*
  • Humans
  • K562 Cells
  • MCF-7 Cells
  • Microbial Sensitivity Tests / methods
  • Plant Extracts / isolation & purification*
  • Plant Roots*
  • Thiophenes / isolation & purification*

Substances

  • Anti-Infective Agents
  • Plant Extracts
  • Thiophenes