Cytoprotective Constituents of Alpinia katsumadai Seeds Against Glutamate-Induced Oxidative Injury in HT22 Cells

  • Jeong, Gil-Saeng (Institute for Radiological Imaging Science, Wonkwang University) ;
  • Li, Bin (College of Pharmacy, Wonkwang University) ;
  • Lee, Dong-Sung (College of Pharmacy, Wonkwang University) ;
  • Byun, Erisa (College of Pharmacy, Wonkwang University) ;
  • Kang, Dae-Gill (Department of Herbal Resources, Professional Graduate School of Oriental Medicine, Wonkwang University) ;
  • Lee, Ho-Sub (Department of Herbal Resources, Professional Graduate School of Oriental Medicine, Wonkwang University) ;
  • Kim, Youn-Chul (College of Pharmacy, Wonkwang University)
  • Published : 2007.09.30

Abstract

Glutamate-induced oxidative injury contributes to neuronal degeneration in many central nervous system (CNS) diseases, such as epilepsy and ischemia. Bioassay-guided fractionation of the MeOH extract of the seeds of Alpinia katsumadai Hayata (Zingiberaceae) furnished three phenolic compounds, alpinetin (1), pinocembrin (2), and (+)-catechin (3). Compounds 2 and 3 showed the potent neuroprotective effects on glutamate-induced neurotoxicity and reactive oxygen species (ROS) generation in the mouse hippocampal HT22 cells. In addition, Compounds 2 and 3 showed significant DPPH free radical scavenging effect. These results suggest that compounds 2 and 3 could be the effective candidates for the treatment of ROS-related neurological diseases.

Keywords

References

  1. An, R.B., Tian, Y.H., Oh, H.C., and Kim, Y.C., In vitro free radical scavenging and hepatoprotective compounds from Sanguisorbae Radix. Nat. Prod. Sci. 11, 119-122 (2005)
  2. An, R.B., Oh, S.H., Jeong, G.S., and Kim, Y.C., Gomisin J with protective effect against t-BHP-induced oxidative damage in HT22 cells from Shizandra chinensis. Nat. Prod. Sci. 12, 134-137 (2006)
  3. Auld, D.S., Kornecook, T.J., Bastianetto, S., and Quirion, R., Alzheimer's disease and the basal forebrain cholinergic system: relations to $\beta$- amyloid peptides, cognition, and treatment strategies, Progress in Neurobiology, 68, 209-245 ( 2002) https://doi.org/10.1016/S0301-0082(02)00079-5
  4. Behl, C., and Moosmann, B., Antioxidant neuroprotection in Alzheimer's disease as preventive and therapeutic approach, Free Radical Biology and Medicine, 33, 182-191 (2002) https://doi.org/10.1016/S0891-5849(02)00883-3
  5. Coyle, J.T. and Puttfarcken, P., Oxidative stress, glutamate and neurodegenerative disorders. Science 262, 689-695 (1993) https://doi.org/10.1126/science.7901908
  6. Davis, J.B. and Maher, P., Protein kinase C activation inhibits glutamateinduced cytotoxicity in a neuronal cell line. Brain Res. 652, 169-173 (1994) https://doi.org/10.1016/0006-8993(94)90334-4
  7. Dzubay, J.A. and Jahr, C.E., The concentration of synaptically released glutamate outside of the climbing fiber-Purkinje cell synaptic cleft. J. Neuroscience. 19, 5265-5274 (1999) https://doi.org/10.1523/JNEUROSCI.19-13-05265.1999
  8. Emerit, J., Edeas, M., and Bricaire, F., Neurodegenerative diseases and oxidative stress, Biomedecine & Pharmacotherapy 58, 39-46 (2004) https://doi.org/10.1016/j.biopha.2003.11.004
  9. Froissard, P. and Duval, D., Cytotoxic effects of glutamic acid on PC12 cells, Neurochemistry International, 24, 485-493, (1994) https://doi.org/10.1016/0197-0186(94)90096-5
  10. Itokawa, H., Morita, M., and Mihashi, S., Phenolic compounds from rhizomes of Alpinia speciosa. Phytochemistry 20, 2503-2506 (1981) https://doi.org/10.1016/0031-9422(81)83082-8
  11. Kuroyanagi, M., Noro, T., and Fukushima, S., Studies on the constituents of the seeds of Alpinia katsumadai Hayata. Chem. Pharm. Bull. 31, 1544-1550 (1983) https://doi.org/10.1248/cpb.31.1544
  12. Lawrence, B.M., Hogg, J.W., Terhune, S.J., and Pichitakul, N., Terpenoids of two Amomum species from Thailand. Phytochemistry 11, 1534 (1972)
  13. Liptone, S.A., Failures and successes of NMDA receptor antagonists: Molecular basis for the use of open-channel blockers like memantine in the treatment of acute and chronic neurologic insults. NeuroRx 1, 101-110 (2004) https://doi.org/10.1602/neurorx.1.1.101
  14. Liu, Y.L., Ho, D.K., and Cassady, J.M., Isolation of potential cancer chemopreventive agents from Eriodictyon californicum. J. Nat. Prod. 55, 357-363 (1992) https://doi.org/10.1021/np50081a012
  15. Mosmann, T., Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays. J. Immunol. Methods 65, 55-63 (1983) https://doi.org/10.1016/0022-1759(83)90303-4
  16. Nahrstedt, A., Proksch, P., and Conn E.E., Dhurrin, (-)-catechin, flavonol glycosides and flavones from Chamaebatia foliolosa. Phytochemistry 26, 1546-1547 (1987) https://doi.org/10.1016/S0031-9422(00)81860-9
  17. Sagara, Y., Ishige, K., Tsai, C., and Maher, P., Tyrphostins protect neuronal cells from oxidative stress. J. Biol. Chem. 277, 36204-36215 (2002) https://doi.org/10.1074/jbc.M203895200
  18. Saiki, Y., Ishikawa, Y., Uchida, M., and Fukushima, S., Essential oil from Chinese drug 'caodoukou', the seeds of Alpinia katsumadai. Phytochemistry 17, 808 (1978)
  19. Satoh, T. and Lipton, S.A., Redox regulation of neuronal survival by electrophilic compounds. Trends Neurosci. 30, 37-45 (2007) https://doi.org/10.1016/j.tins.2006.11.004
  20. Satoh, T., Enokido, Y., Kubo, K., Yamada, M., and Hatanaka, H., Oxygen toxicity induces apoptosis in neuronal cells. Cell. Mol. Neurobiol. 18, 649-666 (1999) https://doi.org/10.1023/A:1020269802315
  21. Satoh, T., Okamoto, S., Cui, J., Watanabe, Y., Furuta, K., Suzuki, M., Tohyama, K., and Lipton, S.A., Activation of the Keap1/Nrf2 pathway for neuroprotection by electrophilic phase II inducers. Proc. Natl. Acad. Sci. U. S. A. 103, 768-773 (2006)
  22. Yang, Y., Kinoshita, K., and Koyama, K., Two novel antiemetic principles of Alpinia katsumadai. J. Nat. Prod. 62, 1672-1674 (1999) https://doi.org/10.1021/np990096e
  23. Yushiro, K., Shuhiti, T., and Ikuo, Y., Studies on the constituents of the seeds of Alpinia Katsumadai. Yakugaku Zasshi 88, 239-241 (1968) https://doi.org/10.1248/yakushi1947.88.2_239
  24. Zhu, X., Raina, A.K., Lee, H., Casadesus, G., Smith, M.A., and Perry, G., Oxidative stress signalling in Alzheimer's disease, Brain Research, 1000, 32-39 (2004) https://doi.org/10.1016/j.brainres.2004.01.012
  25. Zhu, Y.-P., Chinese Materia Medica, Harwood Academic Publishers, Amsterdam, 1998