Constituents of the Aerial Parts of Lonicera etrusca Growing in Saudi Arabia

  • 발행 : 2009.09.30

초록

Phytochemical investigation of the aerial parts of Lonicera etrusca resulted in the isolation of three iridoids including two aglycones, loganin aglycone (log-1) (1) and lonicerin (log-2) (2), and the known common glycoside loganin (4). The study also afforded a coumarin derivative, 7-hydroxycoumarin (3), and a flavonoid glycoside, luteolin-7-O-$\beta$-D-glucoside (5). The structures were determined utilizing physical, chemical and spectral methods.

키워드

참고문헌

  1. Basaran, A., Akdemir, Z., Yuruker, A., and Calis, I., Iridoid and secoiridoid glucosides from Lonicera etrusca. Fitoterapia, 59, 389-92 (1988)
  2. Boros, C.A. and Stermitz, F.R., Iridoids. An Updated review. Part I. J. Nat. Prod., 53, 1055-1147 (1990) https://doi.org/10.1021/np50071a001
  3. Chaudhary, S.A., Flora of the Kingdom of Saudi Arabia, Vol. 2 (3), Ministry of Agriculture and Water National Herbarium, Riyadh, 2000
  4. Heywood, V.H., Flowering Plants of the World, Updated Ed., Andromeda Oxford Ltd., 2001
  5. Katano, N., Yamamoto, H., Iio, R., and Inoue, K., 7-Deoxyloganin 7- hydroxylase in Lonicera japonica cell cultures. Phytochemistry, 58, 53-58 (2001) https://doi.org/10.1016/S0031-9422(01)00181-9
  6. Kumar, N., Singh, B., Bhandari, P., Gupta, A.P., Uniyal, S.K., and Kaul, V.K., Biflavonoids from Lonicera japonica. Phytochemistry, 66, 2740-2744 (2005) https://doi.org/10.1016/j.phytochem.2005.10.002
  7. Kumar, S., Sati, O.P., Semwal, V.D., Nautiyal, M., Sati, S., and Takeda, Y., Iridoid glycosides from Lonicera quinquelocularis. Phytochemistry, 53, 499-501 (2000) https://doi.org/10.1016/S0031-9422(99)00426-4
  8. Li, X., Huo, C., Wang, Q., Zhang, X. Sheng, X., and Zhang L., Microbial metabolism of loganin by intestinal bacteria and identification of new metabolites in rats. Biomed. Chromatogr., 22, 367-373 (2008) https://doi.org/10.1002/bmc.941
  9. Li-Mei, L., Xiao-Guang, Z., Jing-Jing, Z., Hui-Min, G., Zhi-Min, W., and Wei-Hao, W., Two new triterpenoid saponins from the flowers and buds of Lonicera japonica. J. Asian Nat. Prod. Res., 10, 925-929 (2008) https://doi.org/10.1080/10286020802217366
  10. Manchester, S.R. and Donoghue, M.J., Winged fruits of Linnaeeae (Caprifoliaceae) in the tertiary of Western North America: Diplodipelta Gen. Nov. Int. J. Plant Sci., 156, 709-722 (1995) https://doi.org/10.1086/297293
  11. Markham, K.R., Ternai, B., Stanley, R., Geiger, H., and Mabry, T.J., Carbon-13 NMR studies of flavonoids-III: Naturally occurring flavonoid glycosides and their acylated derivatives. Tetrahedron, 34, 1389-1397 (1978) https://doi.org/10.1016/0040-4020(78)88336-7
  12. Matsuda, N. and Kikuchi, M., A coumarin glycoside from Lonicera gracilipes var. glandulosa. Phytochemistry, 38, 803-804 (1995) https://doi.org/10.1016/0031-9422(94)00668-J
  13. Migahid A.M., Flora of Saudi Arabia, Vol. 1, 4th edition, Riyadh University Publications, Riyadh, 1996
  14. Mizuno, M., Kato, M., Iinuma, M., Tanaka, T., Kimura, A., Ohashi, H., and Sakai, H., Acylated luteolin glucosides from Salix gilgiana. Phytochemistry, 26, 2418-2420 (1987) https://doi.org/10.1016/S0031-9422(00)84739-1
  15. Monica, J., Harald, G.N., and Oyvind, M.A., Anthocyanins in Caprifoliaceae. Bichem. Syst. Ecol., 35, 153-159 (2007) https://doi.org/10.1016/j.bse.2006.09.010
  16. Peng, L.-Y., Mei, X.-S., Jiang, B., Zhou, H., and Sun, H.-D., Constituents from Lonicera japonica. Fitoterapia, 71, 713-715 (2000) https://doi.org/10.1016/S0367-326X(00)00212-4
  17. Pouchert, C.J. and Behnke, J., The Aldrich Library of $^{13}C$ and $^1H$ FTNMR Spectra, Aldrich Chemical Co., 1992
  18. Prasad, D., Juyal, V., Singh, R., Singh, V., Pant, G., and Rawat, M.S.M., A new secoiridoid glycoside from Lonicera angustifolia. Fitoterapia, 71, 420-424 (2000) https://doi.org/10.1016/S0367-326X(00)00149-0
  19. Silverstein, R.M., Webster, F.X., Kiemle, D., and Kiemle, D.J., Spectrometric identification of organic compounds, 7th Ed., John Wiley & Sons Inc., 2005
  20. Xiang, T., Tezuka, Y., Wu, L., Banskota, A.H., and Kadota, S., Saponins from Lonicera bournei. Phytochemistry, 54, 795-799 (2000) https://doi.org/10.1016/S0031-9422(00)00194-1
  21. Zhilong, W., Jianhua, W., Yinshi, S., Shengbo, L., and Hanzhong, W., Purification of caffeic acid, chlorogenic acid and luteolin from Caulis Lonicerae by high-speed counter-current chromatography. Separation and Purification Technology, 63, 721-724 (2008) https://doi.org/10.1016/j.seppur.2008.08.006
  22. Zuleta, L.M.C., Cavalheiro, A.J., Silva, D.H.S., Furlan, M., Young, M.C.M., Albuquerque, S., Castro-Gamboa, I., and Bolzani, V.d.S., seco-Iridoids from Calycophyllum spruceanum (Rubiaceae). Phytochemistry, 64, 549-553 (2003) https://doi.org/10.1016/S0031-9422(03)00153-5