A novel ent-pimarane-type diterpenoid from Sigesbeckia glabrescens with anti-inflammatory activity

J Asian Nat Prod Res. 2022 Mar;24(3):296-302. doi: 10.1080/10286020.2021.1915994. Epub 2021 Apr 19.

Abstract

A novel ent-pimarane-type diterpenoid, sigesbeckia J (1), along with two known diterpenoids, siegesbeckia acid (2) and ent-18-acetoxy-16R,17-dihydroxykauran-19-oic acid (3), were isolated from the aerial parts of Sigesbeckia glabrescens Makino. Their chemical structures were elucidated based on extensive spectroscopic interpretation. The absolute configuration of ent-pimarane-type diterpenoid (1) was determined by comparing experimental and calculated ECD spectra. Compared with the positive control minocycline (IC50 32.84 μM), compound 1 exhibited moderate cell growth anti-inflammatory activities in vitro by testing their inhibition of LPS-induced NO production in BV2 microglial cells, with IC50 value of 58.74 μM.

Keywords: Compositae; Sigesbeckia glabrescens; anti-inflammatory; diterpenoids; ent-pimarane-type.

MeSH terms

  • Abietanes / pharmacology
  • Anti-Inflammatory Agents / pharmacology
  • Asteraceae*
  • Diterpenes* / pharmacology
  • Molecular Structure

Substances

  • Abietanes
  • Anti-Inflammatory Agents
  • Diterpenes