Protective effect of the antioxidant 6-ethoxy-2,2-pentamethylen-1,2-dihydroquinoline (S 33113) in models of cerebral neurodegeneration

Eur J Pharmacol. 2001 Mar 23;416(1-2):59-68. doi: 10.1016/s0014-2999(01)00862-7.

Abstract

In a previous study Dorey et al. [Bio. Org. Chem. Lett., 10 (2000) 935] a series of novel dihydroquinoline compounds were developed, based on the potent antioxidant 6-ethoxy-1,2-dihydro-2,2,4-trimethylquinoline (ethoxyquin), and permitted the selection of the analogue 6-ethoxy-2,2-pentamethylen-1,2-dihydroquinoline (S 33113) lacking the hypothermic effects associated with ethoxyquin at equivalent doses. Herein, an extensive investigation of the neuroprotective capacity of S 33113 in different in vitro and in vivo paradigms of oxidative stress-mediated cellular degeneration was undertaken. In vitro S 33113 was a potent inhibitor (IC(50) = 0.29 microM) of Fenton-reaction-induced lipid peroxidation in mouse cortical membranes. Administration of S 33113 either intraperitoneally (< or =150 mg/kg i.p.) or orally (< or =600 mg/kg p.o.) did not significantly modify body temperature in NMRI mice. Furthermore, S 33113 (150 mg/kg i.p. or 600 mg/kg p.o.) markedly reduced the lethality induced by an intracerebroventricular injection of t-butylhydroperoxide in NMRI (naval medical research institute) mice for up to 5 h. Oral administration of S 33113, significantly attenuated alloxan-mediated hyperglycaemia in NMRI mice at 400 and 600 mg/kg (60%; P < 0.001). Administration of S 33113 (150 mg/kg i.p.) 30 min before transient global ischaemia significantly prevented delayed neuronal cell death in the CA1 region of the rat hippocampal formation, 7 days post-ischaemia (33% cell loss vs. 88% in ischaemia controls; P < 0.001). Similarly, a single pre-administration of S 33113 (150 mg/kg i.p.) prevented kainic acid-induced cell death in the CA3 hippocampal region at 7 days post-exposure (17% cell loss vs. 52% in kainate-treated controls; P < 0.01). Furthermore, D-methamphetamine-mediated dopamine depletion in the striatum of C57BL/6 mice (39-46%) was significantly prevented with S 33113 administered at either (2 x 150mg/kg i.p.) (11%; P < 0.01) or (2x150 mg/kg p.o.) (17%; P < 0.001). In conclusion, S 33113 represents a novel dihydroquinoline compound with potential for the treatment of cerebral pathologies implicating chronic neurodegeneration.

MeSH terms

  • Alloxan / administration & dosage
  • Animals
  • Antioxidants / pharmacology*
  • Body Temperature / drug effects
  • Brain Ischemia / prevention & control
  • Cell Survival / drug effects
  • Cerebral Cortex / drug effects*
  • Cerebral Cortex / pathology
  • Corpus Striatum / drug effects
  • Corpus Striatum / metabolism
  • Disease Models, Animal
  • Dopamine / metabolism
  • Dose-Response Relationship, Drug
  • Hippocampus / cytology
  • Hippocampus / drug effects
  • Hyperglycemia / chemically induced
  • Hyperglycemia / prevention & control
  • Injections, Intraventricular
  • Kainic Acid / administration & dosage
  • Male
  • Methamphetamine / administration & dosage
  • Mice
  • Mice, Inbred C57BL
  • Mice, Inbred Strains
  • Nerve Degeneration / mortality
  • Nerve Degeneration / prevention & control*
  • Neurons / cytology
  • Neurons / drug effects
  • Quinolines / pharmacology*
  • Rats
  • Rats, Wistar
  • Rectum
  • Survival Rate
  • tert-Butylhydroperoxide / pharmacology

Substances

  • 6-ethoxy-2,2-pentamethylen-1,2-dihydroquinoline
  • Antioxidants
  • Quinolines
  • Methamphetamine
  • Alloxan
  • tert-Butylhydroperoxide
  • Kainic Acid
  • Dopamine