Synthesis and structure anti-inflammatory activity relationships studies of andrographolide derivatives

Nat Prod Res. 2020 Mar;34(6):782-789. doi: 10.1080/14786419.2018.1501689. Epub 2019 Jan 25.

Abstract

Andrographolide is a main bioactive diterpene lactone in A. paniculata with anti-inflammatory activity. In this study, a series of andrographolide derivatives were synthesized and evaluated for their structure-anti-inflammatory activity relationships in vivo. Among all compounds, isoandrographolide and 14-deoxyandrographolide showed stronger anti-inflammatory activity than andrographolide. The results indicated that the introduction of tetrahydrofuran ring and cyclic olefinic bond plays an important role in enhancing the anti-inflammatory activity of andrographolide derivatives. Isoandrographolide and 14-deoxyandrographolide are potent inhibitor of inflammation.[Formula: see text].

Keywords: Andrographolide derivatives; anti-inflammatory activity; egg white-induced rat paw edema model.

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / pharmacology*
  • Diterpenes / chemistry*
  • Diterpenes / pharmacology
  • Edema / drug therapy
  • Inflammation / drug therapy
  • Rats
  • Structure-Activity Relationship

Substances

  • 14-deoxyandrographolide
  • Anti-Inflammatory Agents
  • Diterpenes
  • andrographolide