Spirobisnaphthalenes and lactones from the seeds of Strychnos angustiflora with potential anti-inflammatory activity

Bioorg Med Chem Lett. 2016 Oct 1;26(19):4832-4836. doi: 10.1016/j.bmcl.2016.08.019. Epub 2016 Aug 9.

Abstract

Three new spirobisnaphthalenes (1-3), a new, natural spirobisnaphthalene product (4), and two new 12-membered ring lactones (11-12), with six known compounds (5-10), were isolated from the seeds of Strychnos angustiflora. Their structures were elucidated by extensive spectroscopic analysis. The absolute configurations of 1-4 were assigned by computational methods. Compounds 1, 5 and 9 inhibited lipopolysaccharide-induced NO production in BV2 cells with IC50 values of 4.85, 2.05, and 1.16μM, respectively (positive control curcumin, IC50=1.42μM). This is the first report on the anti-inflammatory activities of spirobisnaphthalenes.

Keywords: Anti-inflammatory activity; Lactone; Spirobisnaphthalene; Strychnaceae; Strychnos angustiflora.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Inflammatory Agents / isolation & purification*
  • Anti-Inflammatory Agents / pharmacology*
  • Cell Line
  • Inhibitory Concentration 50
  • Naphthalenes / isolation & purification*
  • Naphthalenes / pharmacology*
  • Seeds / chemistry*
  • Strychnos / chemistry*

Substances

  • Anti-Inflammatory Agents
  • Naphthalenes