Journal of Natural Medicines

, Volume 65, Issue 1, pp 37–42

Constituents with α-glucosidase and advanced glycation end-product formation inhibitory activities from Salvia miltiorrhiza Bge.

  • Hai-Ying Ma
  • Hui-Yuan Gao
  • Lu Sun
  • Jian Huang
  • Xiao-Min Xu
  • Li-Jun Wu
Original Paper

Abstract

The 75% ethanol extract from roots of Salvia miltiorrhiza Bge. (Dan shen) afforded two new compounds, 3-hydroxy-2-(2′-formyloxy-1′-methylethyl)-8-methyl-1,4-phenanthrenedione (1), (8′R)-isosalvianolic acid C methyl ester (2), and 14 known compounds. Their structures were established on the basis of spectral analysis. The ability of the compounds to inhibit α-glucosidase activity and formation of advanced glycation end-products (AGEs) was evaluated. All compounds displayed various degrees of inhibitory effects against α-glucosidase; moreover, compounds 2, 6, 11, 14, and 16 exhibited much more potent inhibition against AGEs than the positive control (aminoguanidine, AG, IC50 0.11 μM). This is the first time that compounds from this plant have been reported to have inhibitory activity against α-glucosidase.

Keywords

Salvia miltiorrhiza 3-Hydroxy-2-(2′-formyloxy-1′-methylethyl)-8-methyl-1,4-phenanthrenedione (8′R)-isosalvianolic acid C methyl ester α-Glucosidase AGE product 

References

  1. 1.
    Ross SA, Gulve EA, Wang M (2004) Chemistry and biochemistry of type 2 diabetes. Chem Rev 104:1255–1282PubMedCrossRefGoogle Scholar
  2. 2.
    Kalousova M, Zima T, Tesar V, Stipek S, Sulkova S (2004) Advanced glycation end products in clinical nephrology. Kidney Blood Press Res 27:18–28PubMedCrossRefGoogle Scholar
  3. 3.
    Dong W, Jespersen T, Bols M, Skrydstrup T, Sierks MR (1996) Evaluation of isofagomine and its derivatives as potent glycosidase inhibitors. Biochemistry 35:2788–2795PubMedCrossRefGoogle Scholar
  4. 4.
    Brownlee M (2001) Biochemistry and molecular cell biology of diabetic complications. Nature 414:813–820PubMedCrossRefGoogle Scholar
  5. 5.
    Qian T-X, Li L-N (1992) Isosalvianolic acid C, a depside possessing a dibenzooxepin skeleton. Phytochemistry 31:1068–1070Google Scholar
  6. 6.
    Chen W-Z (1984) Pharmacology of Salvia miltiorrhiza. Acta Pharmacol Sin 19:876–880Google Scholar
  7. 7.
    Xu G, Peng L-Y, Sun H-D (2006) Two new abietane diterpenoids from Salvia yunnanensis. Plant Med 72:84–86CrossRefGoogle Scholar
  8. 8.
    Kakisawa H, Hayashi T, Yamazaki T (1969) Structures of isotanshinones. Tetrahedron Lett 05:301–304CrossRefGoogle Scholar
  9. 9.
    Ikeshiro Y, Hashimoto I, Iwamoto Y, Maes I, Tomita Y (1991) Diterpenoids from Salivia Miltiorrhiza. Phytochemistry 30:2791–2792CrossRefGoogle Scholar
  10. 10.
    Kang H-S, Chung H-Y, Jung J-H, Kang S-S (1997) Antioxidiant effects from Salvia miltiorrhiza. Arch Pharm Res 20:496–500PubMedCrossRefGoogle Scholar
  11. 11.
    Haro G, Takenori K, Hiroshi K, Guo Y-T (1988) Salviolone, a cytotoxic bisnorditerpene with a benzotropolone chromophore from a Chinese drug dan-shen. Tetrahedron Lett 29:4603–4606CrossRefGoogle Scholar
  12. 12.
    Chen W-S, Jia X-M, Zhang W-D, Lou Z-Y, Qiao C-Z (2003) Chemical constituents in the roots of Salvia przewalskii Maxim. Acta Pharmacol Sin 38:354–357Google Scholar
  13. 13.
    Zhu J-W, Yu Y-Z, Bin W, Tie M-A, Ya Y-C (2000) Depsides from Prunella Vulgaris. Chin Chem Lett 11:997–1000Google Scholar
  14. 14.
    Zhou C-X, Lou H-W, Niwa M (1999) Studies on isolation and identification of water soluble constituents of Salvia Miltiorrhiza. J China Pharm Univ 30:411–416Google Scholar
  15. 15.
    Zhang Z-F, Peng Z-G, Gao L, Dong B, Li J-R, Chen H-S (2008) Three new derivatives of anti-HIV-1 polyphenols isolated from Salvia yunnanensis. J Asian Nat Prod Res 10:391–396PubMedCrossRefGoogle Scholar
  16. 16.
    Li X, Tang Y-H, Zhao X-F, Lu H-B, Zheng X-H (2004) Active components in the extracts of Radix Salvia miltiorrhizae by supercritical carbon dioxide fluid. J Xi’an Jiaotong Univ 25:614–620Google Scholar
  17. 17.
    Matsui T, Ueda T, Oki T, Sugita K, Terahara N, Matsumoto K (2001) α-Glucosidase inhibitory action of natural acylated anthocyanins. 1. Survey of natural pigments with potent inhibitory activity. J Agric Food Chem 49:1948–1951PubMedCrossRefGoogle Scholar
  18. 18.
    Ha D-T, Ngoc T-M, Lee I-S, Lee Y-M, Kim J-S, Jung H-J, Lee S-M, Na M-K, Bae K-H (2009) Inhibitors of aldose reductase and formation of advanced glycation end-products in Moutan Cortex (Paeonia suffruticosa). J Nat Prod 72:1465–1470CrossRefGoogle Scholar

Copyright information

© The Japanese Society of Pharmacognosy and Springer 2010

Authors and Affiliations

  • Hai-Ying Ma
    • 1
  • Hui-Yuan Gao
    • 2
  • Lu Sun
    • 2
  • Jian Huang
    • 2
  • Xiao-Min Xu
    • 2
  • Li-Jun Wu
    • 2
  1. 1.Pharmacy DepartmentThe Fourth Affiliated Hospital of China Medical UniversityShenyangChina
  2. 2.School of Traditional Chinese MedicinesShenyang Pharmaceutical UniversityShenyangChina

Personalised recommendations