Natural Product Sciences

The Korean Society of Pharmacognosy (한국생약학회)
권호 표지

Chemical Constituents from the Fruits of Prunus mume

  • Jin, Qinghao (College of Pharmacy, Chungbuk National University) ;
  • Lee, Chul (College of Pharmacy, Chungbuk National University) ;
  • Lee, Jin-Woo (College of Pharmacy, Chungbuk National University) ;
  • Lee, In-Sun (Herbal Medicine Research Division, Korea Institute of Oriental Medicine) ;
  • Lee, Mi-Kyeong (College of Pharmacy, Chungbuk National University) ;
  • Jeon, Won-Kyung (Herbal Medicine Research Division, Korea Institute of Oriental Medicine) ;
  • Hwang, Bang-Yeon (College of Pharmacy, Chungbuk National University)
  • Received : 2012.09.02
  • Accepted : 2012.09.17
  • Published : 2012.09.30
Download PDF
⟨ Previous Next ⟩

Abstract

The chromatographic separation of a methanol extract of Prunus mume (Rosaceae) led to the isolation of 5-hydroxymethyl-2-furaldehyde (1), 4-O-caffeoylquinic acid methyl ester (2), prunasin (3), 5-O-caffeoylquinic acid methyl ester (4), benzyl-O-${\beta}$-D-glucopyranoside (5), and liquiritigenin-7-O-${\beta}$-D-glucopyranoside (6). Their structures were determined by 1D, 2D-NMR and MS data analysis as well as by comparison of their data with the published values.

Keywords

References

  1. Choi, S.W., Hur, N.Y., Ahn, S.C., Kim, D.S., Lee, J.K., Kim, D.O., Park, S.K., Kim, B.Y., and Baik, M.Y., Isolation and structural determination of squalene synthase inhibitor from Prunus mume fruit. J. Microbiol. Biotechnol., 17, 1970-1975 (2007).
  2. Chuda, Y., Ono, H., Ohnishi-Kameyama, M., Matsumoto, K., Nagata, T., and Kikuchi, Y. Mumefural,, citric acid derivative improving blood fluidity from fruit-juice concentrate of Japanese apricot (Prunus mume Sieb. et Zucc). J. Agric. Food Chem., 47, 828-831 (1999). https://doi.org/10.1021/jf980960t
  3. Fukuda, T., Ito, H., Mukainaka, T., Tokuda, H., Nishino, H., and Yoshida, T., Anti-tumor promoting effect of glycosides from Prunus persica seeds. Biol. Pharm. Bull., 26, 271-273 (2003). https://doi.org/10.1248/bpb.26.271
  4. Ina, H., Yamada, K., Matsumoto, K., and Miyazaki, T., Effects of benzyl glucoside and chlorogenic acid from Prunus mume on adrenocorticotropic hormone (ACTH) and catecholamine levels in plasma of experimental menopausal model rats. Biol. Pharm. Bull., 27, 136-137 (2004). https://doi.org/10.1248/bpb.27.136
  5. Jeong, J.T., Moon, J.H., Park, K.H., and Shin, C.S., Isolation and characterization of a new compound from Prunus mume fruit that inhibits cancer cells. J. Agric. Food Chem., 54, 2123-2128 (2006). https://doi.org/10.1021/jf0523770
  6. Jung, B.S. and Shin, M.K., Encyclopedia of illustrated Korean natural drugs. Young Lim Sa, Seoul, pp 628-630 (1990).
  7. Kang, H.S., Choi, J.H., Cho, W.K., Park, J.C., and Choi, J.S., A sphingolipid and tyrosinase inhibitors from the fruiting body of Phellinus linteus. Arch. Pharm. Res., 27, 742-750 (2004). https://doi.org/10.1007/BF02980143
  8. Kim, S.M., Shang, Y.F., and Um, B.H., Preparative separation of chlorogenic acid by centrifugal partition chromatography from highbush blueberry leaves (Vaccinium corymbosum L.). Phytochem. Anal., 21, 457-462 (2010). https://doi.org/10.1002/pca.1218
  9. Kim, S., Park, S.H., Lee, H.N., and Park, T., Prunus mume extract ameliorates exercise-induced fatigue in trained rats. J. Med. Food, 11, 460-468 (2008). https://doi.org/10.1089/jmf.2007.0097
  10. Li, J., Kadota, S., Kawata, Y., Hattori, M., Xu, G.J., and Namba, T., Constituents of the roots of Cynanchum bungei Decne. Isolation and structures of four new glucosides, bungeiside-A, -B, -C, and -D. Chem. Pharm. Bull., 40, 3133-3137 (1992). https://doi.org/10.1248/cpb.40.3133
  11. Miyase, T., Ueno, A., Takizawa, N., Kobayashi, H., and Karasawa, H., Studies on the glycosides of Epimedium grandiflorum Morr. var. thunbergianum (Miq.) Nakai. I. Chem. Pharm. Bull., 35, 1109-1117 (1987). https://doi.org/10.1248/cpb.35.1109
  12. Nakatani, N., Kayano, S., Kikuzaki, H., Sumino, K., Katagiri, K., and Mitani, T., Identification, quantitative determination, and antioxidative activities of chlorogenic acid isomers in prune (Prunus domestica L.). J. Agric. Food Chem., 48, 5512-5516 (2000). https://doi.org/10.1021/jf000422s
  13. Simoes-Pires, C.A., Queiroz, E.F., Henriques, A.T., and Hostettmann, K., Isolation and on-line identification of antioxidant compounds from three Baccharis species by HPLC-UV-MS/MS with post-column derivatisation. Phytochem. Anal., 16, 307-314 (2005). https://doi.org/10.1002/pca.826
  14. Song, M.C., Yang, H.J., Jeong, T.S., Kim, K.T., and Baek, N.I., Heterocyclic compounds from Chrysanthemum coronarium L. and their inhibitory activity on hACAT-1, hACAT-2, and LDL-oxidation. Arch. Pharm. Res., 31, 573-578 (2008). https://doi.org/10.1007/s12272-001-1195-4
  15. Tada, K., Kawahara, K., Matsushita, S., Hashiguchi, T., Maruyama, I., and Kanekura, T., MK615, a Prunus mume Steb. Et Zucc (Ume) extract, attenuates the growth of A375 melanoma cells by inhibiting the ERK1/2-Id-1 pathway. Phytother. Res., 26, 833-838 (2012). https://doi.org/10.1002/ptr.3645
  16. Tang, W. and Eisenbrand, G., Handbook of Chinese Medicinal Plants: Chemistry, Pharmacology, Toxicology. Wiley-VCH, Weinheim, pp 962-966 (2011).
  17. Tsuji, R., Koizumi, H., and Fujiwara, D., Effects of a plum (Prunus mume Siebold and Zucc.) ethanol extract on the immune system in vivo and in vitro. Biosci. Biotechnol. Biochem., 75, 2011-2013 (2011). https://doi.org/10.1271/bbb.100886
  18. Xia, D., Wu, X., Shi, J., Yang, Q., and Zhang, Y., Phenolic compounds from the edible seeds extract of Chinese Mei (Prunus mume Sieb. et Zucc) and their antimicrobial activity. LWT-Food Sci. Technol., 44, 347-349 (2011). https://doi.org/10.1016/j.lwt.2010.05.017