Sulphated flavones and pregnane-type steroids from Helicteres viscida

Nat Prod Res. 2021 Oct;35(20):3390-3395. doi: 10.1080/14786419.2019.1700253. Epub 2019 Dec 10.

Abstract

In our search for anti-inflammatory constituents from Vietnamese plants, the methanolic extract of Helicteres viscida was found to exhibit inhibitory effect on LPS-induced NO production in RAW264.7 cells. Phytochemical investigation of this plant led to isolation of four sulphated flavones (1-4), including one new compound 5,3',4'-trihydroxy-7-methoxy-8-O-sulphate flavone (1), and two pregnane-type steroids (5 and 6), including one new compound 7-epi-heligenin B (5). Their structures were elucidated by 1D and 2D NMR as well as HR-QTOF-MS experiments. Among isolated compounds, heligenin B (6) exhibited potent inhibitory effect on LPS-induced NO production in RAW264.7 cells with IC50 of 1.23 ± 0.05 µM. The activity of 6 was comparable to that of the positive control cardamonin.

Keywords: Helicteres viscida; Malvaceae; pregnane-type steroid; sulphated flavone.

MeSH terms

  • Flavones* / pharmacology
  • Malvaceae*
  • Molecular Structure
  • Phytochemicals
  • Pregnanes
  • Sulfates

Substances

  • Flavones
  • Phytochemicals
  • Pregnanes
  • Sulfates