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The Pharmaceutical Society of Korea (대한약학회)
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A New Phenolic Amide from Lycium chinense Miller

  • Published : 2002.08.01
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Abstract

A new phenolic amide, dihydro-N-caffeoyltyramine (1) was isolated from the root bark of Lycium chinense Miller, along with known compounds, trans-N-caffeoyltyramine (2), cis-N-caffeoyltyramine (3), and lyoniresinol $3{\alpha}-Ο-{\beta}-D-glucopyranoside$ (4). Their structures were determined by spectroscopic analysis. A NBT superoxide scavenging assay revealed that three phenolic amides showed potent antioxidative activity.

Keywords

References

  1. Akdemir, Z. S., Tati, ll, Saraccoglu, l.,Ismailoglu, U. B., Sahin-Erdemli, I., and Calis, I., Polyphenolic compounds from Geranium pratense and their free radical scavenging activities. Phytochemistry, 56, 189-193 (2001) https://doi.org/10.1016/S0031-9422(00)00367-8
  2. Chen, C.-Y., Chang, F.-R., Yen, H.-F., and Wu, Y.-C., Amides from stems of Annona cherimola. Phytochemistry, 45, 1443-1447 (1998)
  3. Funayama, S., Yoshida, K., Konno, H., and Hikkino, H., Structure of Kukoamine A, a hypotensive principle of Lycium chinense root bark. Tetrahedron Lett., 21, 1355-1356 (1980) https://doi.org/10.1016/S0040-4039(00)74574-6
  4. Funayama, S., Zhang, G.-R., and Nozoe, S., Kukoamine B, a spermine alkaloid from Lycium chinense. Phytochemistry, 38, 1529-1531 (1995) https://doi.org/10.1016/0031-9422(94)00826-F
  5. Kim, S.Y., Choi, Y.-H., Huh, H., Kim, J., Kim, Y.C., and Lee, H.S., New antihepatotoxic cerebroside from Lycium chinense fruits. J. Nat. Prod., 60, 274-276 (1997) https://doi.org/10.1021/np960670b
  6. Kirby, A.J., and Schmidt, R.J., The antioxidant activity of Chinese herbs for eczema and of placebo herbs - I. J. of Ethnopharmacology, 56, 103-108 (1997) https://doi.org/10.1016/S0378-8741(97)01510-9
  7. Lajide, L., Escoubas, P., and Mizutani, J., Termite antifeedant activity in Xylopia aethiopica. Phytochemistry, 40, 1105-1112 (1995) https://doi.org/10.1016/0031-9422(95)92653-P
  8. Miyamura, M., Nohara, T., Tomimatsu, T., and Nishioka, I., Seven aromatic compounds from bark of Cinnamomum cassia. Phytochemistry, 22, 215-218(1983) https://doi.org/10.1016/S0031-9422(00)80092-8
  9. Morota, T., Sasaki, H., Chin, M., Sato, T., Katayama, N., Fukuyama, K., and Mitsuhashi, H., Studies on the crude drug containing the angiotensin I converting enzyme inhibitors(l) on the active principles of Lycium chinense Miller. Shoyakugaku Zasshi, 41, 169-173 (1987)
  10. Pietta, P-G., Flavonoids as antioxidants. J. Nat. Prod., 63, 1035-1042 (2000) https://doi.org/10.1021/np9904509
  11. Sakakibara, I., Katsuhara, T., Ikeya, Y., Hayashi, K., and Mitsuhashi, H., Cannabisin A, an arylnaphthalene lignanamide from fruits of Cannabis sativa. Phytochemistry, 30, 3013-3016 (1991) https://doi.org/10.1016/S0031-9422(00)98242-6
  12. Sannai, A., Fujimori, T., and Kato, K., Isolation of (-)-1,2-denydro-$\alpha$-cyperone and solavetivone from Lycium chinense. Phytochemistry, 21, 2986-2987 (1982) https://doi.org/10.1016/0031-9422(80)85085-0
  13. Santos, L. P., Boaventura, M. A., Oliveira, A. B., and Cassady, J. M.,Grossamide and N-trans-caffeoyltyramine from Annona crassiflora seeds. Plant. Med., 62, 76-76 (1996) https://doi.org/10.1055/s-2006-957809
  14. Terauchi, M., Kanamori, H., Nobuso, M., Yahara, S., and Nohara, T., Detection and determination of antioxidative components in Lycium chinense. Natural Medicines, 51, 387-391 (1997)
  15. Terauchi, M., Kanamori, H., Nobuso, M., Yahara, S., and Yamasaki, K., New acyclic diterpene glycoside, Lyciumoside IV-IX from Lycium chinense Mill. Natural Medicines, 52, 167-171 (1998)
  16. Wu, Y.-C., Chang, G.-Y., Ko, F.-N., and Teng, C.-M., Bioactive constituents from the stems of Annona montana. Plant. Med., 61, 146-149 (1995) https://doi.org/10.1055/s-2006-958035
  17. Yahara, S., Shigeyama, C., Ura, T., Wakamatsu, K., Yasuhara, T., and Nohara, T., Cyclic peptides, acyclic diterpene glycoside and other compounds from Lycium chinense Mill. Chem. Pharm. Bull., 41, 703-709 (1993) https://doi.org/10.1248/cpb.41.703