Apigenin Derivatives of Paulownia coreana Uyeki Leaves

  • Si, Chuan-Ling (College of Forest Sciences, Kangwon National University) ;
  • Kim, Jin-Kyu (College of Forest Sciences, Kangwon National University) ;
  • Kwon, Dong-Joo (College of Forest Sciences, Kangwon National University) ;
  • Bae, Young-Soo (College of Forest Sciences, Kangwon National University)
  • Received : 2005.11.03
  • Accepted : 2005.12.14
  • Published : 2006.03.25

Abstract

The leaves of Paulownia coreana Uyeki were extracted with acetone-$H_2O$ (7:3, v/v), concentrated under reduced pressure and fractionated successively with n-hexane, methylene chloride and ethyl acetate, leaving residual water soluble fraction. A portion of the resulting aqueous soluble powder was chromatographed on a Sephadex LH-20 column using aqueous methanol and ethanol-hexane as washing solvents. Three apigenin derivatives were isolated and identified as apigenin-7-O-${\beta}$-D-glucpyranoside, apigenin-7-O-${\beta}$-D-glucuronopyranoside and apigenin-7-O-[${\beta}$-D-glucuronopyranosyl($1{\rightarrow}2$)-O-${\beta}$-D-glucuronopyranoside] by spectroscopic methods including NMR and FAB-MS.

Keywords

References

  1. Agrawal, P. K. 1989. Carbon-13 NMR of flavanoids. p. 292-293
  2. Andary, C., R. Wylde, C. Laffite, G. Privat, and F. Winternitz. 1982. Structures of verbascoside and orobanchoside, caffeic acid sugar esters from Orobanche rapum-genistae,. Phytochemisty 21(5): 1123-1127 https://doi.org/10.1016/S0031-9422(00)82429-2
  3. Damtoft, S. and S. R. Jensen. 1993. Tomentoside and 7-hydroxytomentoside, tow iridoid glucosides from Paulownia tomentosa. Phytochemistry. 34(6): 1636- 1638 https://doi.org/10.1016/S0031-9422(00)90861-6
  4. Harbon, J. B. and T. J. Mabry. 1982. The flavonoids: Advances in research. Champion and Hall. p. 61
  5. Hase, T., K. Ohtani, R. Kasai, K. Yamasaki, and C. Picheansoonthon. 1995. Revised structure for hortensin, a flavonoid from Millingtonia hortensis. Phytochemistry. 40(1): 287 - 290 https://doi.org/10.1016/0031-9422(95)00206-M
  6. Jiangsu New Medical College. 1977. The Chinese Medicine Dictionary. Shanghai People's Publishing House. p. 1456
  7. Kamerling. J. P., M. J. A. Bie, and J. F. G. Vliegenthart. 1972. A PMR study of anomeric protons in pertrimethylsilyl oligosaccharides, a determination of the configuration of the glycosidic bond. Tetrahedron. 28(11): 3037 https://doi.org/10.1016/0040-4020(72)80019-X
  8. Oh, J. S., H. I. Moon, and O. P. Zee. 2000. Cytotoxic compounds from the flowers of Paulownia coreana. Kor. J. Pharnacogn. 31(4): 449-454
  9. Qu, J., Y. M. Wang, G. A. Luo, and Z. P. Wu. 2001. Identification and deternination of glucuron ides and their aglycones in Erigeron breviscapus by liquid chromatography-tandem mass spectrometry. Journal of Chromatography A. 928: 155-162 https://doi.org/10.1016/S0021-9673(01)01111-6
  10. Roseiro, L. B., D. Viala, J. M. Besle, A. Carnat. D. Fraisse, J. M. chezal, and J. L. Lamaison. 2005. Preliminary observations of flavonoid glycosides from the vegetable coagulant Cynara L. in protected designation of origin cheeses. International Dairy Journal. 15: 579-584 https://doi.org/10.1016/j.idairyj.2004.07.027
  11. Si, C. L., J. K. Kim, D. J. Kwon, and Y. S. Bae. 2005. Phenolic compounds from the leaves of Paulownia coreana Uyeki. J. For. Sci., Kangwon Nat'l Univ. 20: 23 - 30
  12. Stochmal, A., S. Piacente, C. Pizza, F. D. Riccardis, R. Leitz, and W. Oleszek. 2001. Alfalfa (Medicago sativa L.) Flavonoids. 1. Apigenin and luteolin glycosides from aerial parts
  13. Yoshida, K., K. Kameda, and T. Kondo. 1993. Diglucuronoflavones from purple leaves of Perilla ocimoides. Phytochemistry. 33: 917-919 https://doi.org/10.1016/0031-9422(93)85304-A