Synthesis and effects of some novel tetrahydronaphthalene derivatives on proliferation and nitric oxide production in lipopolysaccharide activated Raw 264.7 macrophages

Gurkan A. S., KARABAY A. Z., Buyukbingol Z., Buyukbingol E.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, vol.46, no.2, pp.468-479, 2011 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 46 Issue: 2
  • Publication Date: 2011
  • Doi Number: 10.1016/j.ejmech.2010.11.021
  • Journal Name: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Page Numbers: pp.468-479
  • Keywords: Nitric oxide, RAW 264.7 macrophage cells, Retinoids, Tempamine, TRANS-RETINOIC ACID, ANTIOXIDANT ACTIVITY, BIOLOGICAL EVALUATION, LIPOIC ACID, IN-VITRO, DESIGN, PROOXIDANT, NITROXIDE, CYTOKINES, CELLS
  • Ankara University Affiliated: Yes

Abstract

In this study, novel N-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalene-2-yl)-carboxamide (6-15) and 5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carboxamide (16-32) derivatives were synthesized and their in vitro effects at 5 mu M and 50 mu M concentrations on proliferation and nitric oxide (NO center dot) production in lipopolysaccharide (LPS) activated RAW 264.7 macrophage cells were determined. Compounds 12, 17, 24 and 26 were found to decrease nitrite levels in a dose-dependent manner in LPS-activated cells. At the tested concentrations, these compounds did not exhibit cytotoxic effects. Interestingly, compound 27 which contains nitroxide free radical was the most active compound in this series showing 59.2% nitrite inhibition in LPS-activated macrophage cells. (C) 2010 Elsevier Masson SAS. All rights reserved.