Phytochemical Constituents of Allium victorialis var. platyphyllum

  • Woo, Kyeong Wan (Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University) ;
  • Lee, Kang Ro (Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University)
  • 투고 : 2013.04.19
  • 심사 : 2013.06.02
  • 발행 : 2013.09.30

초록

Phytochemical investigation of the 80% MeOH extract from the leaves of Allium victorialis var. platyphyllum resulted in the isolation of seventeen compounds; two terpenes, three norsesquiterpenes, one furofuran lignan, and eleven phenolic derivatives. Their chemical structures were characterized by spectroscopic methods to be trans-phytol (1), phytene-1,2-diol (2), icariside B2 (3), (6S,9S)-roseoside (4), sedumoside G (5), pinoresinol-4-O-glucoside (6), 2-methoxy-2-(4'-hydroxyphenyl)ethanol (7), 2-hydroxy-2-(4'-hydroxyphenyl)ethanol (8), Benzyl ${\beta}$-D-glucopyranoside (9), methyl ferulate (10), trans-ferulic acid (11), methyl-p-hydroxycinnamate (12), glucosyl methyl ferulate (13), linocaffein (14), siringin (15), 2-(4-hydroxy-3-methoxyphenyl)-ethyl-O-${\beta}$-Dglucopyranoside (16), and pseudolaroside C (17). All compounds were isolated for the first time from this plant.

키워드

참고문헌

  1. Choi, Y.H., Kim, J.S., Seo, J.H., Lee, J.W., Kim, Y.S., Ryu, S.Y., Lee, K.R., Kim, Y.K., and Kim, S.H., Chemical constituents of Brassica campestris ssp pekinensis. Kor. J. Pharmacogn. 35, 255-258 (2004).
  2. Feng, S.X., Guo, H.Z., Liu, P., Li, H.D., and Guo, D.A., Chemical constituents in bark of Pseudolarix kaempferi. Zhongcaoyao. 39, 10- 12 (2008).
  3. Greca, M.D., Ferrara, M., Fiorentino, A., Monaco, P., and Previtera, L., Antialgal compounds from Zantedeschia aethiopica. Phytochemistry. 49, 1299-1304 (1998). https://doi.org/10.1016/S0031-9422(98)00092-2
  4. Kim, D.K., Lim, J.P., Kim, J.W., Park, H.W., and Eun, J.S., Antitumor and antiinflammatory constituents from Celtis sinensis. Arch. Pharm. Res. 28, 39-43 (2005). https://doi.org/10.1007/BF02975133
  5. Kim, J.S., Kim, J.C., Shim, S.H., Lee, E.J., Jin, W.Y., Bae, K.H., Son, K.H., Kim, H.P., Kang, S.S., and Chang, H.W., Chemical constituents of root of Dystaenia takeshimana and their anti-inflammatory activity. Arch. Pharm. Res. 29, 617-623 (2006). https://doi.org/10.1007/BF02968244
  6. Kim, K.H., Chang, S.W., Ryu, S.Y., Choi, S.U., and Lee, K.R., Phytochemical constituents of Nelumbo nucifera. Nat. Prod. Sci. 15, 90-95 (2009).
  7. Kim, K.H., Lee, K.H., Choi, S.U., Kim, Y.H., and Lee, K.R., Terpene and phenolic constituents of Lactuca indica L. Arch. Pharm. Res. 31, 983- 988 (2008). https://doi.org/10.1007/s12272-001-1256-8
  8. Klosterman, H.J., Muggli, R.Z., The glucosides of flaxseed. II. linocaffein. J. Am. Chem. Soc. 81, 2188-2191 (1959). https://doi.org/10.1021/ja01518a043
  9. Lee, I.K., Kim, K.H., Choi, S.U., Lee, J.H., and Lee, K.R., Phytochemical constituents of Thesium chinense TURCZ and their cytotoxic activities in vivo. Nat. Prod. Sci. 15, 246-249 (2009).
  10. Lee, J.H. and Lee, K.R., Phytochemical constituents of Cirsium nipponicum (MAX.) Makino. Kor. J. Pharmacogn. 36, 145-150 (2005).
  11. Lee, K.T., Choi, J.H., Kim, D.H., Son, K.H., Kim, W.B., Kwon, S.H., and Park, H.J., Constituents and the antitumor principle of Allium victorialis var. platyphyllum. Arch. Pharm. Res. 24, 44-50 (2001). https://doi.org/10.1007/BF02976492
  12. Marino, S.D., Borbone, N., Zollo, F., Ianaro, A., Meglio, P.D., and Iorizzi, M., Megastigmane and phenolic components from Laurus nobilis L. leaves and their inhibitory effects on nitric oxide production. J. Agric. Food Chem. 52, 7525-7531 (2004). https://doi.org/10.1021/jf048782t
  13. Morikawa, T., Zhang, Y., Nakamura, S., Matsuda, H., Muraoka, O., and Yoshikawa, M., Bioactive constituents from Chinese natural medicines. XXII. Absolute structures of new megastigmane glycosides, Sedumosides E1, E2, E3, F1, F2, and G, from Sedum sarmentosum (Crassulaceae). Chem. Pharm. Bull. 55, 435-441 (2007). https://doi.org/10.1248/cpb.55.435
  14. Park, H.B., Lee, K.H., Kim, K.H., Lee, I.K., Noh, H.J., Choi, S.U., and Lee, K.R., Lignans from the roots of Berberis amurensis. Nat. Prod. Sci. 15, 17-21 (2009).
  15. Park, H.J., Jung, H.J., Lim, S.C., Jung, W.T., Kim, W.B., Park, K.K.,. Lee, J.H., and Choi, J.W., Antihepatotoxic effect of heat-treated Allium victorialis var. platyphyllum in $CCl_{4}$-induced rats and the gas chromatographic analysis of volatile sulfur substances. Nat. Prod. Sci. 11, 67-74 (2005).
  16. Shimomura, H., Sashida, Y., Mimaki, Y., and Iitaka, Y., Studies on the chemical constituents of Lilium henryi BAKER. Chem. Pharm. Bull. 36, 2430-2446 (1988). https://doi.org/10.1248/cpb.36.2430
  17. Stephen, J.P., Louise, N.J., and David, C.P., High-resolution 1H- and 13CNMR Spectra of D-glucopyranose, 2-acetamido-2-deoxy-Dglucopyranose, and related compounds in aqueous media. Carbohydr. Res. 59, 19-34 (1977). https://doi.org/10.1016/S0008-6215(00)83289-9
  18. Tian, J.K., Sun, F., and Cheng, Y.Y., Chemical constituents from the roots of Ranunculus ternatus. J. Asian Nat. Prod. Res. 8, 35-39 (2007).
  19. Wiedenfeld, H., Cetto, A.A., and Amador, C.P., Flavonol glycosides from Equisetum myriochaetum. Biochem. Syst. Ecol. 28, 395-397 (2000). https://doi.org/10.1016/S0305-1978(99)00074-5
  20. Woo, K.W., Moon, EJ., Park, S.Y., Kim, S.Y., and Lee, K.R., Flavonoid glycosides from the leaves of Allium victorialis var. platyphyllum and their antineuroinflammatory effects. Bioorg. Med. Chem. Lett. 22, 7465-7470 (2012). https://doi.org/10.1016/j.bmcl.2012.10.043