Natural Product Sciences

The Korean Society of Pharmacognosy (한국생약학회)
권호 표지

A New Phenylbutanone Glucoside from Salvia plebeia

  • Jin, Qiang-Hao (College of Pharmacy, Chungbuk National University) ;
  • Han, Xiang-Hua (College of Pharmacy, Chungbuk National University) ;
  • Hwang, Ji-Hye (College of Pharmacy, Chungbuk National University) ;
  • Hong, Seong-Su (College of Pharmacy, Chungbuk National University) ;
  • Park, Mie-On (College of Pharmacy, Chungbuk National University) ;
  • Lee, Chul (College of Pharmacy, Chungbuk National University) ;
  • Lee, Chang-Hee (College of Pharmacy, Chungbuk National University) ;
  • Lee, Dong-Ho (School of Life Science and Biotechnology, Korea University) ;
  • Lee, Mi-Kyeong (College of Pharmacy, Chungbuk National University) ;
  • Hwang, Bang-Yeon (College of Pharmacy, Chungbuk National University)
  • Published : 2009.06.30
Download PDF
⟨ Previous Next ⟩

Abstract

Phytochemical investigations of the EtOAc-soluble fraction of the whole plants of Salvia plebeia using repeated column chromatography with preparative HPLC led to the isolation of a new phenylbutanone glucoside, 4-{4-0-[6-(4-hydroxybenzoyl)-0-${\beta}$-D-glucopyranosyl]-3-hydroxyphenyl}-butan-2-one (salviaplebeiaside, 1) along with two known phenolic compounds, rosmarinic acid methyl ester (2) and luteolin-7-0-${\beta}$-D-glucoside (3). The structures of these compounds were determined on the basis of spectroscopic methods including 1D-, 2D-NMR and MS spectrometry and comparison of spectroscopic data with those of values reported in the literatures.

Keywords

References

  1. Chevalley, I., Marston, A., and Hostettmann, K., New phenolic radical scavengers from Saxifraga cuneifolia. Pharmaceutical Biology 38, 222-228 (2000) https://doi.org/10.1076/1388-0209(200007)38:3;1-S;FT222
  2. Garcia-Alvarez, M.C., Hasan, M., Michavila, A., Fernandez-Gadea, F., and Rodriguez, B., Epoxysalviacoccin, a neo-clerodane diterpenoid from Salvia plebeia. Phytochemistry 25, 272-274 (1986) https://doi.org/10.1016/S0031-9422(00)94549-7
  3. Gu, L. and Weng, X., Antioxidant activity and components of Salvia plebeia R. Br - a Chinese herb. Food Chem. 73, 299-305 (2001) https://doi.org/10.1016/S0308-8146(00)00300-9
  4. Gupta, H.C., Ayengar, K.N.N., and Rangaswami, S., Structure and synthesis of salvitin, a new flavone isolated from Salvia plebeia. Indian J. Chem. 13, 215-217 (1975)
  5. Kang, H.S., Kim, H.R., Byun, D.S., Park, H.J., and Choi, J.S., Rosmarinic acid as a tyrosinase inhibitors from Salvia miltiorrhiza. Nat. Prod. Sci. 10, 80-84 (2004)
  6. Kashiwada, Y., Nonaka, G.I., and Nishioka, I., Tannins and related compounds. XLVII. Rhubarb. (6). Isolation and characterization of new p-hydroxyphenylbutanones, stilbenes and gallic acid glucosides. Chem. Pharm. Bull. 34, 4083-4091 (1986)
  7. Lee, I.K., Kim, M.A., Lee, S.Y., Hong, J.K., Lee, J.H., and Lee, K.R., Phytochemical constituents of Schizonepeta tenuifolia Briquet. Nat. Prod. Sci. 14, 100-106 (2008)
  8. Lu, Y., and Foo, L.Y., Polyphenolics of Salvia - a review. Phytochemistry 59, 117-140 (2002) https://doi.org/10.1016/S0031-9422(01)00415-0
  9. Okuyama, E, Fujimori, S, Yamazaki, M, and Deyama, T., Pharmacologically active components of Viticis Fructus (Vitex rotundifolia). II. The components having analgesic effects. Chem. Pharm. Bull. 46, 655-662 (1998)
  10. Oshima, Y., Kawakami, Y., Kiso, Y., Hikino, H., Yang, L.L., and Yen, K.Y., Antihepatotoxic principles of Salvia plebeia herbs. Shoyakugaku Zasshi 38, 201-202 (1984)
  11. Plattner, R.D., and Powell, R.G., A secoisolariciresinol branched fatty diester from Salvia plebeia seed. Phytochemistry 17, 149-150 (1978) https://doi.org/10.1016/S0031-9422(00)89701-0
  12. Powell, R.G., and Plattner, R.D., Structure of a secoisolariciresinol diester from Salvia plebeia seed. Phytochemistry 15, 1963-1965 (1976) https://doi.org/10.1016/S0031-9422(00)88856-1
  13. Shikishima, Y., Takaishi, Y., Honda, G., Ito, M., Takeda, Y., Kodzhimatov, O.K., and Ashurmetov, O., Phenylbutanoids and stilbene derivatives of Rheum maximowiczii. Phytochemistry 56, 377-381 (2001) https://doi.org/10.1016/S0031-9422(00)00370-8
  14. Shin, M.K., Kim, S.K., Lee, S.K., Yang, E.Y., Lee, H.O., and Baek, S.H., Cytotoxic and antimicrobial effects of the extract of Salvia plebeia. Kor. J. Pharmacogn. 32, 55-60 (2001)
  15. Weng, X.C., and Wang, W., Antioxidant activity of compounds isolated from Salvia plebeia. Food Chem. 71, 489-493 (2000) https://doi.org/10.1016/S0308-8146(00)00191-6