Lignans from the Fruits of Schizandra chinensis and Their Inhibitory Effects on Dopamine Content in PC12 Cells

  • Seo, Seon-Mi (Department of Forest Resources and Environmental Science, Korea University) ;
  • Lee, Hak-Ju (Div. Wood Chemistry and Microbiology, Korea Forest Research Institute) ;
  • Park, Young-Ki (Div. Biotechnology, Korea Forest Research Institute) ;
  • Lee, Myung-Koo (College of Pharmacy and Research Center for Bioresource and Health, Chungbuk National University) ;
  • Park, Jae-In (School of Forest Resources, Chungbuk National University) ;
  • Paik, Ki-Hyon (Department of Forest Resources and Environmental Science, Korea University)
  • Published : 2004.06.30

Abstract

Five lignans including gomisin N (1), wuweizisu C (2), gomisin L1 (3), (+)-deoxyschizandrin (4), and gomisin J (5) have been isolated from the fruits of Schizandra chinensis. The structures of the isolated compounds were elucidated by analyzing MS and NMR spectra. Effects of the compounds isolated in this study on the dopamine content in PC12 cells were investigated to evaluate their inhibitory effectiveness. The gomisin N, wuweizisu C, and gomisin J showed 25.4%, 39.8%, and 35.1 %, respectively, inhibition effect on dopamine content in PC12 cells at the concentration of $50\;{\mu}g/ml$.

Keywords

References

  1. Baek, N.I., Han, J.T., Ahn, E.M., Park, J.K., Cho, S. W., Jeon, S.G., Jang, J.S., Kim, C.K., and Choi, S.Y., Isolation of anticonvulsant compounds from the fruits of Schizandra chinensis BaIL. J. Korean Soc. Agric. Chem. Biotechnol. 43 (1), 72-77 (2000)
  2. Greene, L.A. and Tischler, A.S., PC12 pheochromocytoma cultures in neurobiological research: In advance in cellular neurobiology. vol. 3 (ed. Feroroff S.), 373. Academic Press. New York, NY. (1982)
  3. Hang, E.I., Kim, M.K., Lee, H.B., Kim, Y.K., Kwon, B.M., Bae, K.H., and Kim, S.U., Gomisin N and wuweizisu C, new inhibitors for chitin systhase II from. Yakhak Hoeji 43(4), 509-515 (1999)
  4. Lea, L., Slanina, J., Mikesova, M., Taborska, E., and Vejrosta, J., Supercritical fluid extraction of lignans from seeds and leaves of Schizandra chinensis. phytochem. Anal. Vol. 8: 261-265 (1997) https://doi.org/10.1002/(SICI)1099-1565(199709/10)8:5<261::AID-PCA365>3.0.CO;2-Z
  5. Lee, J.Y, Min, Y.K., and Kim, H.Y., Isolation of antimicrobial substance from Schizandra chinensis baillon and antimicrobial effect. Korean J. Food Sci. Technol. 33(3), 389-394 (2001)
  6. Lee, M.K., Nohta, H., and Ohkura, Y., Occurrence of aromatic L-amino acid decarboxylase in human plasma and its assay by high-performance liquid chromatography with fluorescence detection. J. Chromatogr. 378, 329-336 (1986) https://doi.org/10.1016/S0378-4347(00)80729-X
  7. Liu, K.T., Columelli, S., and Lesca, R., Phamaclogical properties of dibenzoa,ccyclooctence derivatives isolated from fruits Schizandra chinensis II. Induction of phenobital like hepatic. Chem. Biol. Insteract. 39(3), 315-330 (1982) https://doi.org/10.1016/0009-2797(82)90048-5
  8. Liu, K.T. and Lesca, P., Phamaclogical properties of dibenzoa, ccyclooctence derivatives isolated from fruits Schizandra chinensis I. Interation with rat liver cytochrome P-450 and inhibition of xenobtoic metabolism and mutagencity. Chem. Biol. Insteract. 39(3), 301-314 (1982) https://doi.org/10.1016/0009-2797(82)90047-3
  9. Mitsui, A., Nohta, H., and Ohkura, Y., High-performance liquid chromatography of plasma catecholamines using 1,2-dipheny lethy lenediamine as precolumn fluorescence derivatization reagent. J. Chromatogr. 344, 61-70 (1984)
  10. Soka, T., In 'Encyclopedia of Chinese drugs' Vol. 2. shanghai science & technology press. shogakuan, Tokyo, Japan. 872 (1985)
  11. Tischler, A.S., Perlman, R.L., Morse, G.M., and Sheard, B.E. Glucocorticoids increase catecholamine synthesis and storage in PC12 pheochromocytoma cell culture. J. Neurochem. 40, 364-370 (1983) https://doi.org/10.1111/j.1471-4159.1983.tb11291.x
  12. Yukinobu, I., Taguchi, H., Sasaki, H., Nakajima, K., and Yoshioka, I., The constituents of Schizandra chinensis VI. $^{13}$C nuclear magnetic resonance spectroscopy of dibenzocyclootadiene lignan. Chem. Pharm. Bull. 28(8), 2414-2421 (1980) https://doi.org/10.1248/cpb.28.2414
  13. Yukinobu, I., Taguchi, H., and Yoshioka, I., The constituents of Schizandra chinensis XII. Isolation and structure of a new lignan, gomisin R, the absolute structure of wuweizisu C and isolation of schisantherin D. Chem. Pharm. Bull. 30(9), 3207-3211 (1982) https://doi.org/10.1248/cpb.30.3207
  14. Yukinobu, I., Taguchi, H., Yoshioka, I., and Kobayashi, H., The constituents of Schizandra chinensis V. The structure of four new lignan, gomisin N, gomisin O, epigomisin 0 and gomisin E to deangeloygomisin B. Chem. Pharm. Bull. 27(11), 2695-2709 (1979) https://doi.org/10.1248/cpb.27.2695
  15. Yao, H.K., Kuo, L.Y., and Chem, C., Four new C19 homolignans, schiarisanrins A, B, and D and cytotoxic schiarisanrin C, from Schizandra chinensis. J. Org. Chem. 62: 3242-3245 (1997) https://doi.org/10.1021/jo9622542