Natural Product Sciences

  • 제18권3호
  • /
  • Pages.195-199
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  • 2012
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  • 1226-3907(pISSN)
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  • 2288-9027(eISSN)
한국생약학회 (The Korean Society of Pharmacognosy)
권호 표지

Iridoid Glycosides from the Aerial Parts of Galium spurium L.

  • 투고 : 2012.08.13
  • 심사 : 2012.09.05
  • 발행 : 2012.09.30
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초록

Nine iridoid glycoside derivatives were elucidated from the methanolic extract of the aerial parts of Galium spurium (Rubiaceae) through repeated column chromatography. Their chemical structures were characterized as 10-O-trans-p-coumaroylscandoside (1a), 10-O-cis-p-coumaroylscandoside (1b), 10-O-trans-p-coumaroyl-10-O-deacetyldaphylloside (2), 10-O-cis-p-coumaroyl-10-O-deacetyldaphylloside (3), asperulic acid methylester (4), asperuloside (5), asperulosidic acid (6), scandoside (7), and deacetyl asperulosidic acid (8) by spectroscopic analysis. This is the first report of the characterization of compounds 1a, 1b, 2, 3 and 7 from this plant.

키워드

참고문헌

  1. Bai, H. and Ju, L., Study on the chemical constituents of Daphniphyllum angustifolium. Helv. Chim. Acta 89, 884-894 (2006). https://doi.org/10.1002/hlca.200690091
  2. Bailleul, F., Delaveau, P., Rabaron, A., Plat, M., and Koch, M., Feretoside et gardenoside du Feretia apodanthera: Rmn du carbone 13 en serie. Phytochemistry 16, 723-726 (1977). https://doi.org/10.1016/S0031-9422(00)89240-7
  3. Cai, X., Yang, J., and Rao, Q., Studies on flavonoids from Galium aparine. Chin. Pharm. J. 44: 1475-1477 (2009).
  4. Chaudhuri, R.K., Afifi-Yazar, F.U., and Sticher, O., $^{13}C$ NMR spectroscopy of naturally occurring iridoid glucosides and their acylated derivatives. Tetrahedron 36, 2317-2326 (1980). https://doi.org/10.1016/0040-4020(80)80128-1
  5. Deliorman, D., Calis, I., and Ergun, F., Iridoids Galium aparine. Pharm. Biol. 39, 234-235 (2001). https://doi.org/10.1076/phbi.39.3.234.5928
  6. El-Naggar, L.J. and Beal, J.L., Iridoids. A review. J. Nat. Prod. 43, 649-706 (1980). https://doi.org/10.1021/np50012a001
  7. Kim, D.H., Lee, H.J., Oh, Y.J., Kim, M.J., Kim, S.H., Jeong, T.S., and Baek, N.I., Iridoid glycosides isolated from Oldenlandia diffusa inhibit LDL-oxidation. Arch. Pharm. Res. 28, 1156-1160 (2005). https://doi.org/10.1007/BF02972979
  8. Koyama, J., Tamak, O., and Kiyoshi, T., Anthroquinones of Galium spurium. Phytochemistry 33, 1540-1542 (1993). https://doi.org/10.1016/0031-9422(93)85131-A
  9. Lee, Y.N., New flora of Korea Vol. II. Kyo-hak publishing Co. LTD. Seoul, pp. 106, 2006.
  10. Orhan, N., Orhan, D.D., Aslan, M,. Süküroglu, M., and Orhan, I.E., UPLC-TOF-MS analysis of Galium spurium towards its neuroprotective and anticonvulsant activities. J. Ethnopharmacol. 141, 220-227 (2012). https://doi.org/10.1016/j.jep.2012.01.056
  11. Otsuka, H., Yoshimura, K., Yamasaki, K., and Cantoria, M.C., Isolation of 10-Oacyl iridoid glucosides from a Philippine medicinal plant, Oldenlandia corymbosa L. (Rubiaceae). Chem. Pharm. Bull. 39, 2049-2052 (1991). https://doi.org/10.1248/cpb.39.2049
  12. Yang, S., Park, S., Ahn, D., Yang, J.H., and Kim, D.K., Antioxidative constituents of the aerial parts of Galium spurium. Bimol. Ther. 19, 336-341 (2011). https://doi.org/10.4062/biomolther.2011.19.3.336