1. Academic Validation
  2. Anti-inflammatory thiazine alkaloids isolated from the New Zealand ascidian Aplidium sp.: inhibitors of the neutrophil respiratory burst in a model of gouty arthritis

Anti-inflammatory thiazine alkaloids isolated from the New Zealand ascidian Aplidium sp.: inhibitors of the neutrophil respiratory burst in a model of gouty arthritis

  • J Nat Prod. 2007 Jun;70(6):936-40. doi: 10.1021/np060626o.
A Norrie Pearce 1 Elizabeth W Chia Michael V Berridge George R Clark Jacquie L Harper Lesley Larsen Elizabeth W Maas Michael J Page Nigel B Perry Victoria L Webb Brent R Copp
Affiliations

Affiliation

  • 1 TerraMarine Pharmaceuticals, Department of Chemistry, The University of Auckland, Private Bag 92019, Auckland, New Zealand.
Abstract

Ascidiathiazones A (3) and B (4), two new tricyclic thiazine-containing quinolinequinone Alkaloids, were isolated from the New Zealand ascidian Aplidium species. Both compounds inhibited the in vitro production of superoxide by PMA-stimulated human neutrophils in a dose-dependent manner with IC50 1.55 +/- 0.32 and 0.44 +/- 0.09 microM, respectively. In vivo inhibition of superoxide production by peritoneal neutrophils in a murine model of gout was observed for both compounds with oral doses of 25.6 micromol/kg. Ascidiathiazone A (3) was synthesized in four steps from 8-hydroxyquinoline-2-carboxylic acid.

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