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Oxidative Medicine and Cellular Longevity
Volume 2016 (2016), Article ID 6301712, 10 pages
http://dx.doi.org/10.1155/2016/6301712
Research Article

The Plant-Derived Chalcone 2,2′,5′-Trihydroxychalcone Provides Neuroprotection against Toll-Like Receptor 4 Triggered Inflammation in Microglia

1Mayne Medical School, 288 Herston Road, Brisbane, QLD 4006, Australia
2Department of Neuroinflammation, University College London Institute of Neurology, 1 Wakefield Street, London WC1N 1PK, UK
3Department of Chemistry, Vassar College, 124 Raymond Avenue, Poughkeepsie, NY 12604-0484, USA

Received 20 July 2015; Accepted 30 September 2015

Academic Editor: Felipe Dal Pizzol

Copyright © 2016 Manasi Jiwrajka et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. S. Ducki, R. Forrest, J. A. Hadfield et al., “Potent antimitotic and cell growth inhibitory properties of substituted chalcones,” Bioorganic and Medicinal Chemistry Letters, vol. 8, no. 9, pp. 1051–1056, 1998. View at Publisher · View at Google Scholar · View at Scopus
  2. M. L. F. Ferreyra, S. P. Rius, and P. Casati, “Flavonoids: biosynthesis, biological functions, and biotechnological applications,” Frontiers in Plant Science, vol. 3, article 222, 15 pages, 2012. View at Publisher · View at Google Scholar · View at Scopus
  3. G. E.-D. A. A. Abuo-Rahma, M. Abdel-Aziz, M. A. E. Mourad, and H. H. Farag, “Synthesis, anti-inflammatory activity and ulcerogenic liability of novel nitric oxide donating/chalcone hybrids,” Bioorganic and Medicinal Chemistry, vol. 20, no. 1, pp. 195–206, 2012. View at Publisher · View at Google Scholar · View at Scopus
  4. N. K. Sahu, S. S. Balbhadra, J. Choudhary, and D. V. Kohli, “Exploring pharmacological significance of chalcone scaffold,” Current Medicinal Chemistry, vol. 19, no. 2, pp. 209–225, 2012. View at Publisher · View at Google Scholar · View at Scopus
  5. H. Wei, X. Zhang, G. Wu et al., “Chalcone derivatives from the fern Cyclosorus parasiticus and their anti-proliferative activity,” Food and Chemical Toxicology, vol. 60, pp. 147–152, 2013. View at Publisher · View at Google Scholar · View at Scopus
  6. C. W. Mai, M. Yaeghoobi, N. Abd-Rahman, Y. B. Kang, and M. R. Pichika, “Chalcones with electron-withdrawing and electron-donating substituents: anticancer activity against TRAIL resistant cancer cells, structure-activity relationship analysis and regulation of apoptotic proteins,” European Journal of Medicinal Chemistry, vol. 77, pp. 378–387, 2014. View at Publisher · View at Google Scholar · View at Scopus
  7. Z. Nowakowska, “A review of anti-infective and anti-inflammatory chalcones,” European Journal of Medicinal Chemistry, vol. 42, no. 2, pp. 125–137, 2007. View at Publisher · View at Google Scholar · View at Scopus
  8. Y.-M. Lin, Y. Zhou, M. T. Flavin, L.-M. Zhou, W. Nie, and F.-C. Chen, “Chalcones and flavonoids as anti-tuberculosis agents,” Bioorganic and Medicinal Chemistry, vol. 10, no. 8, pp. 2795–2802, 2002. View at Publisher · View at Google Scholar · View at Scopus
  9. J. Mojzis, L. Varinska, G. Mojzisova, I. Kostova, and L. Mirossay, “Anti-angiogenic effects of flavonoids and chalcones,” Pharmacological Research, vol. 57, no. 4, pp. 259–265, 2008. View at Publisher · View at Google Scholar · View at Scopus
  10. F. Dal Piaz, A. Braca, M. A. Belisario, and N. De Tommasi, “Thioredoxin system modulation by plant and fungal secondary metabolites,” Current Medicinal Chemistry, vol. 17, no. 5, pp. 479–494, 2010. View at Publisher · View at Google Scholar · View at Scopus
  11. N. Yadav, S. K. Dixit, A. Bhattacharya et al., “Antimalarial activity of newly synthesized chalcone derivatives in vitro,” Chemical Biology and Drug Design, vol. 80, no. 2, pp. 340–347, 2012. View at Publisher · View at Google Scholar · View at Scopus
  12. F. V. DeFeudis, “Novel therapy for Alzheimer's disease,” Neurobiology of Aging, vol. 10, no. 5, pp. 467–468, 1989. View at Publisher · View at Google Scholar · View at Scopus
  13. Y. Nomura and Y. Kitamura, “Inducible nitric oxide synthase in glial cells,” Neuroscience Research, vol. 18, no. 2, pp. 103–107, 1993. View at Publisher · View at Google Scholar · View at Scopus
  14. P. J. Kingham, M. L. Cuzner, and J. M. Pocock, “Apoptotic pathways mobilized in microglia and neurones as a consequence of chromogranin A-induced microglial activation,” Journal of Neurochemistry, vol. 73, no. 2, pp. 538–547, 1999. View at Publisher · View at Google Scholar · View at Scopus
  15. S. Singh, S. Swarnkar, P. Goswami, and C. Nath, “Astrocytes and microglia: responses to neuropathological conditions,” International Journal of Neuroscience, vol. 121, no. 11, pp. 589–597, 2011. View at Publisher · View at Google Scholar · View at Scopus
  16. Y. Y. Deng, J. Lu, E.-A. Ling, and C. Kaur, “Role of microglia in the process of inflammation in the hypoxic developing brain,” Frontiers in Bioscience (Scholar Edition), vol. 3, no. 3, pp. 884–900, 2011. View at Google Scholar · View at Scopus
  17. M. Dumont and M. F. Beal, “Neuroprotective strategies involving ROS in Alzheimer disease,” Free Radical Biology and Medicine, vol. 51, no. 5, pp. 1014–1026, 2011. View at Publisher · View at Google Scholar · View at Scopus
  18. A. D. Kraft and G. Jean Harry, “Features of microglia and neuroinflammation relevant to environmental exposure and neurotoxicity,” International Journal of Environmental Research and Public Health, vol. 8, no. 7, pp. 2980–3018, 2011. View at Publisher · View at Google Scholar · View at Scopus
  19. S. Cho, S. Kim, Z. Jin et al., “Isoliquiritigenin, a chalcone compound, is a positive allosteric modulator of GABA A receptors and shows hypnotic effects,” Biochemical and Biophysical Research Communications, vol. 413, no. 4, pp. 637–642, 2011. View at Publisher · View at Google Scholar · View at Scopus
  20. A. Elmann, A. Telerman, H. Erlank et al., “Protective and antioxidant effects of a chalconoid from Pulicaria incisa on brain astrocytes,” Oxidative Medicine and Cellular Longevity, vol. 2013, Article ID 694398, 10 pages, 2013. View at Publisher · View at Google Scholar · View at Scopus
  21. M. Rossi, F. Caruso, E. J. Crespi et al., “Probing antioxidant activity of 2′-hydroxychalcones: crystal and molecular structures, in vitro antiproliferative studies and in vivo effects on glucose regulation,” Biochimie, vol. 95, no. 10, pp. 1954–1963, 2013. View at Publisher · View at Google Scholar · View at Scopus
  22. E. L. Mead, A. Mosley, S. Eaton, L. Dobson, S. J. Heales, and J. M. Pocock, “Microglial neurotransmitter receptors trigger superoxide production in microglia; consequences for microglial-neuronal interactions,” Journal of Neurochemistry, vol. 121, no. 2, pp. 287–301, 2012. View at Publisher · View at Google Scholar · View at Scopus
  23. C. M. Davenport, I. G. Sevastou, C. Hooper, and J. M. Pocock, “Inhibiting p53 pathways in microglia attenuates microglial-evoked neurotoxicity following exposure to Alzheimer peptides,” Journal of Neurochemistry, vol. 112, no. 2, pp. 552–563, 2010. View at Publisher · View at Google Scholar · View at Scopus
  24. N. C. Garbett, N. B. Hammond, and D. E. Graves, “Influence of the amino substituents in the interaction of ethidium bromide with DNA,” Biophysical Journal, vol. 87, no. 6, pp. 3974–3981, 2004. View at Publisher · View at Google Scholar · View at Scopus
  25. A. Karlsson, J. B. Nixon, and L. C. McPhail, “Phorbol myristate acetate induces neutrophil NADPH-oxidase activity by two separate signal transduction pathways; dependent or independent of phosphatidylinositol 3-kinase,” Journal of Leukocyte Biology, vol. 67, no. 3, pp. 396–404, 2000. View at Google Scholar · View at Scopus
  26. F. Herencia, M. L. Ferrandiz, A. Ubeda et al., “4-Dimethylamino-3′,4′-dimethoxychalcone down-regulates iNOS expression and exerts anti-inflammatory effects,” Free Radical Biology & Medicine, vol. 30, no. 1, pp. 43–50, 2001. View at Publisher · View at Google Scholar
  27. N. Mateeva, M. Gangapuram, E. Mazzio, S. Eyunni, K. F. Soliman, and K. K. Redda, “Biological evaluation of synthetic chalcone and flavone derivatives as anti-inflammatory agents,” Medicinal Chemistry Research, vol. 24, no. 4, pp. 1672–1680, 2015. View at Publisher · View at Google Scholar
  28. S. C. Morgan, D. L. Taylor, and J. M. Pocock, “Microglia release activators of neuronal proliferation mediated by activation of mitogen-activated protein kinase, phosphatidylinositol-3-kinase/Akt and delta-Notch signalling cascades,” Journal of Neurochemistry, vol. 90, no. 1, pp. 89–101, 2004. View at Publisher · View at Google Scholar · View at Scopus
  29. J. Jebelli, T. Piers, and J. Pocock, “Selective depletion of microglia from cerebellar granule cell cultures using L-leucine methyl ester,” The Journal of Visualized Experiments, no. 101, Article ID e52983, 2015. View at Publisher · View at Google Scholar
  30. R. Von Bernhardi, J. E. Tichauer, and J. Eugenín, “Aging-dependent changes of microglial cells and their relevance for neurodegenerative disorders,” Journal of Neurochemistry, vol. 112, no. 5, pp. 1099–1114, 2010. View at Publisher · View at Google Scholar · View at Scopus
  31. C. Schwab and P. L. McGeer, “Inflammatory aspects of Alzheimer disease and other neurodegenerative disorders,” Journal of Alzheimer's Disease, vol. 13, no. 4, pp. 359–369, 2008. View at Google Scholar · View at Scopus
  32. A. Henn, S. Lund, M. Hedtjärn, A. Schrattenholz, P. Pörzgen, and M. Leist, “The suitability of BV2 cells as alternative model system for primary microglia cultures or for animal experiments examining brain inflammation,” Altex, vol. 26, no. 2, pp. 83–94, 2009. View at Google Scholar · View at Scopus
  33. S. Bano, K. Javed, S. Ahmad et al., “Synthesis of some novel chalcones, flavanones and flavones and evaluation of their anti-inflammatory activity,” European Journal of Medicinal Chemistry, vol. 65, pp. 51–59, 2013. View at Publisher · View at Google Scholar · View at Scopus
  34. M. Erta, A. Quintana, and J. Hidalgo, “Interleukin-6, a major cytokine in the central nervous system,” International Journal of Biological Sciences, vol. 8, no. 9, pp. 1254–1266, 2012. View at Publisher · View at Google Scholar · View at Scopus
  35. S. L. Deshmane, S. Kremlev, S. Amini, and B. E. Sawaya, “Monocyte chemoattractant protein-1 (MCP-1): an overview,” Journal of Interferon and Cytokine Research, vol. 29, no. 6, pp. 313–326, 2009. View at Publisher · View at Google Scholar · View at Scopus
  36. J. Rojas, J. N. Domínguez, J. E. Charris, G. Lobo, M. Payá, and M. L. Ferrándiz, “Synthesis and inhibitory activity of dimethylamino-chalcone derivatives on the induction of nitric oxide synthase,” European Journal of Medicinal Chemistry, vol. 37, no. 8, pp. 699–705, 2002. View at Publisher · View at Google Scholar · View at Scopus
  37. H. Hara, Y. Nakamura, M. Ninomiya et al., “Inhibitory effects of chalcone glycosides isolated from Brassica rapa L. ‘hidabeni’ and their synthetic derivatives on LPS-induced NO production in microglia,” Bioorganic & Medicinal Chemistry, vol. 19, no. 18, pp. 5559–5568, 2011. View at Publisher · View at Google Scholar · View at Scopus