Polyacetylenes from the roots of Cirsium japonicum var. ussuriense

Phytochemistry. 2022 Oct:202:113319. doi: 10.1016/j.phytochem.2022.113319. Epub 2022 Jul 15.

Abstract

Eight previously undescribed polyacetylenes, cirussurynes A-H, were isolated from the methanolic extract of the roots of Cirsium japonicum var. ussuriense. Their structures were elucidated by interpretation of extensive 1D and 2D NMR spectroscopy and HRESIMS spectrometry data. The configuration of triols in cirussurynes A, B, and E-G was deduced by the J-value based configuration analysis together with specific rotation values. All compounds were evaluated for their inhibitory effects on nitric oxide production against LPS-induced RAW 264.7 macrophages, and exhibited IC50 values ranging from 5.5 to 68.7 μM.

Keywords: Asteraceae; Cirsium japonicum var. ussuriense; Nitric oxide; Polyacetylene; Structure elucidation.

MeSH terms

  • Cirsium* / chemistry
  • Macrophages
  • Molecular Structure
  • Nitric Oxide
  • Polyacetylene Polymer / pharmacology
  • Polyynes / chemistry
  • Polyynes / pharmacology

Substances

  • Polyacetylene Polymer
  • Polyynes
  • Nitric Oxide