Chemical constituents from Centaurothamnus maximus and their antimicrobial activity

Nat Prod Res. 2023 Mar;37(5):693-701. doi: 10.1080/14786419.2022.2079123. Epub 2022 May 24.

Abstract

A new sesquiterpene lactone, 3β,10α-dihydroxy-10β-(hydroxymethyl)-8α-(4-hydroxymethacrylate)-1αH,5αH,6βH,H-guai-4(15), 11(13)-dien-6,12-olide (1), along with twenty-one known compounds, were identified from the aerial parts of Centaurothamnus maximus. The structures of the isolated compounds were elucidated on the basis of spectroscopic evidences and correlated with known compounds. Compounds (2, 3, 5‒13 and 15‒22) were identified from C. maximus for the first time. Antibacterial and antifungal activities of the isolated compounds were tested using the agar disc diffusion method. Compounds that demonstrated promising antimicrobial activity were evaluated for their minimum inhibitory concentration (MIC). The results showed that compounds 3 and 7 were the most effective antibacterial compounds against B. subtilis ATCC 6633, S. aureus ATCC 25923 and S. pyogenes ATCC 27736, with MIC estimates between 8 and 32 mg/mL. In addition, compound 2 exhibited the strongest antifungal activity against C. albicans ATCC 14243 and C. krusei ATCC 14243 with MIC 8 mg/mL.

Keywords: Asteraceae; Centaurothamnus maximus; antibacterial; antifungal; sesquiterpene lactone.

Plain language summary

Twenty-two compounds were first isolated from Centaurothamnus maximusThe structure of the new sesquiterpene lactone, thamnolide (1), was established.Antibacterial and antifungal activities were tested for the isolated compounds.Compounds 3 and 7 were the strongest antibacterial compounds whilst 2 exhibited the strongest antifungal activity.

MeSH terms

  • Anti-Bacterial Agents / pharmacology
  • Antifungal Agents / pharmacology
  • Asteraceae* / chemistry
  • Microbial Sensitivity Tests
  • Sesquiterpenes* / chemistry
  • Spectrum Analysis
  • Staphylococcus aureus

Substances

  • Antifungal Agents
  • Anti-Bacterial Agents
  • Sesquiterpenes