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Aromatic alcohols as neuroprotectants

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Part of the book series: Journal of Neural Transmission. Supplementa ((NEURAL SUPPL,volume 54))

Summary

Free radicals and oxidative stress-induced neuronal cell death have been implicated in various neurological disorders including neurodegenerative diseases. We have recently shown that estrogens can protect neurons against oxidative stress due to their antioxidant potential. Here, we report that also other aromatic alcohols with intact phenolic groups and different phenol derivatives can protect neurons against oxidative cell death as induced by glutamate and hydrogen peroxide. Starting with melatonin, in this study, we degraded the chemical structure step by step and tested various aromatic alcohols as well as phenol derivatives for their potential antioxidant activity. We found that aromatic alcohols with intact phenolic groups protect neurons effectively against oxidative damage and cell death and that this neuroprotective activity is independent of the time the compound is added before the toxin. Methylation of the phenolic hydroxyl group led to a decrease or loss in neuroprotection. Moreover, the tested compounds directly inhibited peroxidation reactions suggesting that the neuroprotection is mediated by antioxidant properties. Our result may have some impact on the design of future drugs for the antioxidant treatment or prevention of oxidative stress-associated pathological conditions.

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References

  • Behl C (1997) Amyloid β-protein toxicity and oxidative stress in Alzheimer’s disease. Cell Tissue Res 290: 471–480

    Article  PubMed  CAS  Google Scholar 

  • Behl C, Davis J, Cole GM, Schubert D (1992) Vitamin E protects nerve cells from amyloid β protein toxicity. Biochem Biophys Res Comm 186: 944–952

    Article  PubMed  CAS  Google Scholar 

  • Behl C, Widmann M, Trapp T, Holsboer F (1995) 17-β Estradiol protects from oxidative stress-induced cell death in vitro. Biochem Biophys Res Comm 216: 473–482

    Article  PubMed  CAS  Google Scholar 

  • Behl C, Skutella T, Lezoualc’h F, Post A, Widmann M, Newton CJ, Holsboer F (1997) Neuroprotection against oxidative stress by estrogens: structure-activity relationship. Mol Pharm 51: 535–541

    CAS  Google Scholar 

  • Coyle JT, Puttfarcken P (1993) Oxidative stress, glutamate, and neurodegenerative disorders. Science 262: 689–695

    Article  PubMed  CAS  Google Scholar 

  • Choi DW (1992) Excitotoxic cell death. J Neurobiol 23: 1261–1276

    Article  PubMed  CAS  Google Scholar 

  • Davis JB, Maher P (1994) Protein kinase C activation inhibits glutamate-induced cytotoxicity in a neuronal cell line. Brain Res 652: 169–173

    Article  PubMed  CAS  Google Scholar 

  • Fukunaga K, Takama K, Suzuki T (1995) High-performance liquid chromatographic determination of plasma malondialdehyde level without a solvent. Anal Biochem 230: 20–23

    Article  PubMed  CAS  Google Scholar 

  • Halliwell B, Gutteridge JMC (1989) Free radicals in biology and medicine. Oxford University Press, Oxford

    Google Scholar 

  • Halliwell B, Gutteridge JMC, Cross CE (1992) Free radicals, antioxidants, and human disease: where are we now? Lab Clin Med 119: 598–620

    CAS  Google Scholar 

  • Lezoualc’h F, Skutella T, Widmann M, Behl C (1996) Melatonin prevents oxidative stress-induced cell death in hippocampal cells. NeuroReport 7: 2071–2077

    Article  PubMed  Google Scholar 

  • Liu GT, Zhang TM, Wang BE, Wang YW (1992) Protective action of seven natural phenolic compounds against peroxidative damage to biomembranes. Biochem Pharmacol 43: 147–152

    Article  PubMed  CAS  Google Scholar 

  • Marshall KA, Reiter RJ, Poeggeler B, Aruoma OI, Halliwell B (1996) Evaluation of the antioxidant activity of melatonin in vitro. Free Radie Biol Med 21: 307–315

    Article  CAS  Google Scholar 

  • Murphy TH, Miyamoto M, Sastre A, Schnaar RL, Coyle JT (1989) Glutamate toxicity in a neuronal cell line involves inhibition of cystine transport leading to oxidative stress. Neuron 2: 1547–1558

    Article  PubMed  CAS  Google Scholar 

  • Nakano M, Sugioka K, Naito I, Takehoshi S, Niki E (1987) Novel and potent antioxidants on membrane phospholipid peroxidation: 2-hydroxy estrone and 2-hydroxy estradiol. Biochem Biophys Res Comm 142: 919–924

    Article  PubMed  CAS  Google Scholar 

  • Reiber H, Martens U, Prall F, Uhr M (1994) Relevance of endogenous ascorbate and tocopherol for brain cell vitality indicated by photon emission. J Neurochem 62: 608–614

    Article  PubMed  CAS  Google Scholar 

  • Sano M, Ernesto C, Thomas RG et al (1997) A controlled trial of selegiline, alphatocopherol, or both as treatment for Alzheimer’s disease. N Engl J Med 336: 1216–1222

    Article  PubMed  CAS  Google Scholar 

  • Sugioka K, Shimosegawa Y, Nakano M (1987) Estrogens as natural antioxidants of membrane phospholipid peroxidation. FEBS Lett 210: 37–39

    Article  PubMed  CAS  Google Scholar 

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© 1998 Springer-Verlag/Wien

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Uhr, M., Moosmann, B., Behl, C. (1998). Aromatic alcohols as neuroprotectants. In: Gertz, HJ., Arendt, T. (eds) Alzheimer’s Disease — From Basic Research to Clinical Applications. Journal of Neural Transmission. Supplementa, vol 54. Springer, Vienna. https://doi.org/10.1007/978-3-7091-7508-8_28

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  • DOI: https://doi.org/10.1007/978-3-7091-7508-8_28

  • Publisher Name: Springer, Vienna

  • Print ISBN: 978-3-211-83112-0

  • Online ISBN: 978-3-7091-7508-8

  • eBook Packages: Springer Book Archive

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