Phytochemical studies on Astragalus root (3) - Triterpenoids and sterols

Korean Journal of Pharmacognosy

Volumn 39, Issue 3, 2008, Pages 186-193

  Jung, Hye Sil ^a   Lee, Eun Ju ^a   Lee, Je Hyun ^b   Kim, Ju Sun ^a   Kang, Sam Sik ^a  

^a Seoul National University   (South Korea)

^b Dongguk University   (South Korea)

Author keywords

Astragalus membranaceus; Isolation and identification; Leguminosae; Sterol; Triterpenoid

Indexed keywords

5ALPHA,6BETA DIHYDROXYSITOSTEROL; 7 OXO BETA SITOSTEROL; 7ALPHA HYDROXYSITOSTEROL; BETA SITOSTEROL GLUCOSIDE 6' O PALMITATE; FRIEDELIN; LUPEOL; SITOGLUSIDE; SITOSTEROL; SOYASAPOGENOL E; STEROL DERIVATIVE; STIGMASTANE 3,6 DIONE; TRITERPENOID; UNCLASSIFIED DRUG;

ARTICLE; ASTRAGALUS PLANT; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; DRUG ISOLATION; INFRARED SPECTROSCOPY; NONHUMAN; ORIENTAL MEDICINE; PHYTOCHEMISTRY; PLANT ROOT; PROTON NUCLEAR MAGNETIC RESONANCE; TRADITIONAL MEDICINE;

EID: 55049109219     PISSN: 02533073     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (32)

1. Lee, T. B. (1989) Illustrated flora of Korea. Hyangmoonsa, Seoul.
2. Evans, W. C. (2002) Trease and Evans Pharmacognosy. 15th ed., W. B. Saunders, Edinburgh.
3. Kitagawa, I., Wang, H. K., Tagaki, A., Fuchida, M., Miura, I. and Yoshigawa, M. (1983) Saponin and sapogenol. XXXIV. Chemical constituents of Astragali Radix, the root of Astragalus membranaceus Bunge. (1). Cycloastragenol, the 9,19-cyclolanostane-type aglycone of Astragalosides, and the artifact aglycone astragenol. Chem. Pharm. Bull. 31: 689-697.
4. Kitagawa, I., Wang, H. K., Saito, M. Tagaki, A. and Yoshigawa, M. (1983) Saponin and sapogenol. XXXV. Chemical constituents of Astragali Radix, the root of Astragalus membranaceus Bunge. (2). Astragalosides I, II, and IV, Acetylastragaloside I and Isoastragalosides I and II. Chem. Pharm. Bull. 31: 698-708.
5. Kitagawa, I., Wang, H. K., Saito, M. and Yoshigawa, M. (1983) Saponin and sapogenol. XXXVI. Chemical constituents of Astragali Radix, the root of Astragalus membranaceus Bunge. (3). Astragalosides III, V and VI. Chem. Pharm. Bull. 31: 709-715.
6. Kitagawa, I., Wang, H. K. and Yoshigawa, M. (1983) Saponin and sapogenol. XXXVII. Chemical constituents of Astragali Radix, the root of Astragalus membranaceus Bunge. (4). Astragalosides VII and VIII. Chem. Pharm. Bull. 31: 716-722.
7. Pistelli, L. (2002) Secondary metabolites of genus Astragalus: Structure and biological activity. In Atta-ur-Rahman (ed.), Studies in Natural Products Chemistry, Vol. 27, 443-545, Elsevier, Amsterdam.
8. Kim, J. S., Yean, M. H., Lee, E. J., Jung, H. S., Lee, J. Y., Kim, Y. J. and Kang, S. S. (2008) Two new cycloartane saponins from the roots of Astragalus membranaceus. Chem. Pharm. Bull. 56: 105-108.
9. Kim, J. S., Yean, M. H., Lee, E. J. and Kang, S. S. (2008) Phytochemical studies on Astragalus root (1) - Saponins. Nat. Prod. Sci. 14: 37-46.
10. Lee, E. J., Yean, M. H., Jung, H. S., Kim, J. S. and Kang, S. S. (2008) Phytochemical Studies on Astragalus root (2) - Flavonoids and a lignan. Nat. Prod. Sci. 14: 131-137.
11. Kim, J. S., Kim, Y. J., Lee, S. Y. and Kang, S. S. (2008) Phytochemical studies on Paeoniae Radix (3) - Triterpenoids. Kor. J. Pharmacogn. 39: 37-42.
12. Budzikiewicz, H., Wilson, J. M. and Djerassi, C. (1963) Mass spectrometry in structural and stereochemical problems. XXXII. Pentacyclic triterpenes. J. Am. Chem. Soc. 85: 3688-3699.
13. Kim, J. S., Han, S. J., Byun, J. H., Xu, Y. N., Yoo, S. W., Kang, S. S., Son, K. H., Chang, H. W. and Kim, H. P. (2001) Minor constituents from the roots of Sophora flavescens. Nat. Prod. Sci. 7: 5-8.
14. Kim, J. S., Kang, S. S., Son, K. H., Chang, H. W., Kim, H. P. and Bae, K.-H. (2002) Constituents from the roots of Hemerocallis fulva. Kor. J. Pharmacogn. 33: 105-109.
15. Fotie, J., Bohle, D. S., Leimanis, M. L., Georges, E., Rukunga, G. and Nkengfack, A. E. (2006) Lupeol long-chain fatty acid esters with antimalarial activity from Holarrhena floribunda. J. Nat. Prod. 69: 62-67.
16. Cho, Y.-K., Lee, M. W., Kang, H. M., Lee, H. K. and Kang, S. S. (1992) Acylglucosyl sterols from the roots of Caragana chamlagu. Kor. J. Pharmacogn. 23: 14-19.
17. Lee, S. H., Son, K. H., Bae, K. H., Lee, J. J., Park, Y. I., Choi, J. S., Kim, Y. C., Kang, S. S., Shin, S. W. and Kim, J. W. (2006) Spectroscopic data of natural products. Woolim Press, Seoul.
18. Lim, J.-C., Park, J. H., Budesinsky, M., Kasal, A., Han, Y.-H., Koo, B.-S., Lee, S.-I. and Lee, D.-U. (2005) Antimutagenic constituents from the thorns of Gleditsia sinensis. Chem. Pharm. Bull. 53: 561-564.
19. Wei, K., Li, W., Koike, K., Pei, Y., Chen, Y. and Nikaido, T. (2004) Spectral assignments and reference data. Magn. Reson. Chem. 42: 355-359.
20. Greca, M. D., Monaco, P. and Previtera, L. (1990) Stigmasterols from Typha latifolia. J. Nat. Prod. 53: 1430-1435.
21. Jackman, L. M. and Sternhell, S. (1969) Applications of magnetic resonance spectroscopy in organic chemistry (2nd ed.), 288. Pergamon, Oxford.
22. 13C NMR spectra. Deshielding syn-axial interactions. J. Magn. Reson. 10: 227-230.
23. 13C Nuclear magnetic resonance studies. 38. Examination of the long-range shielding effects of the hydroxyl group in alicyclic systems. Can. J. Chem. 52: 870-878.
24. 13C NMR γ effects. Tetrahedron Lett. 19: 2483-2486.
25. Chaurasia, N. and Wichtl, M. (1987) Sterols and steryl glycosides from Urtica dioica. J. Nat. Prod. 50: 881-885.
26. Topcu, G., Tan, N., Kkdil, G. and Ulubelen, A. (1997) Terpenoids from Salvia glutinosa. Phytochemistry 45: 1293-1294.
27. Eggert, H., VanAntwerp, C. L. Bhacca, N. S., Djerassi, C. (1976) Carbon-13 nuclear magnetic resonance spectra of hydroxy steroids. J. Org. Chem. 41: 71-78.
28. Notaro, G., Piccialli, V. and Sica, D. (1991) 3β,5α,6β- Trihydroxylated sterols with a saturated nucleus from two populations of the marine sponge Cliona copiosa. J. Nat. Prod. 54: 1570-1575.
29. Zhang, X., Geoffroy, P., Miesch, M., Julien-David, D., Raul, F., Aoudé-Werner, D. and Marchioni, E. (2005) Gram-scale chromatographic purification of β-sitosterol. Synthesis and characterization of β-sitosterol oxides. Steroids 70: 886-895.
30. Pettit, G. R., Numata, A., Cragg, G. M., Herald, D. L., Takada, T., Iwamoto, C., Riesen, R., Schmidt, J. M., Doubek, D. L. and Goswami, A. (2000) Isolation and structures of schleicherastatins 1-7 and schleicheols 1 and 2 from the teak forest medicinal tree Schleichera oleosa. J. Nat. Prod. 63: 72-78.
31. Kang, S. S., Lim, C.-H. and Lee, S. Y. (1987) Soyasapogenol B and E from Melilotus officinalis. Arch. Pharm. Res. 10: 9-13.
32. Kim, J. S., Kim, Y. T. and Kim, C.-S. (1996) A study on the constituents from the roots of Astragalus membranaceus (I). Kor. J. Pharmacogn. 27: 336-341.