Journal of Natural Medicines

, Volume 70, Issue 2, pp 276–281 | Cite as

Anti-inflammatory terpenylated coumarins from the leaves of Zanthoxylum schinifolium with α-glucosidase inhibitory activity

  • Phi-Hung Nguyen
  • Bing Tian Zhao
  • Okhwa Kim
  • Jeong Hyung Lee
  • Jae Sue Choi
  • Byung Sun Min
  • Mi Hee Woo
Note

Abstract

Nine terpenylated coumarins, namely 7-[(E)-3′,7′-dimethyl-6′-oxo-2′,7′-octadienyl]oxy-coumarin (1), schinilenol (2), schinindiol (3), collinin (4), 7-[(E)-7′-hydroxy-3′,7′-dimethy-locta-2′,5′-dienyloxy]-coumarin (5), 8-methoxyanisocoumarin (6), 7-(6′R-hydroxy-3′,7′-dimethyl-2′E,7′-octadienyloxy)coumarin (7), (E)-4-methyl-6-(coumarin-7′-yloxy)hex-4-enal (8), and aurapten (9), along with a 4-quinolone alkaloid (10) and integrifoliodiol (11), were isolated from the leaves of Zanthoxylum schinifolium. Of the isolates, compounds 4 and 7 potentially inhibited NO production in lipopolysaccharide (LPS)-stimulated macrophage RAW264.7 cells, with IC50 values of 5.9 ± 0.8 and 18.2 ± 1.8 μM, respectively. Furthermore, compounds 4 and 7 dose-dependently reduced the LPS-induced iNOS expression. Moreover, pre-incubation of cells with 4 and 7 significantly suppressed LPS-induced COX-2 protein expression. In addition, compounds 4, 7, 8, and 10 showed strong α-glucosidase inhibitory effects, with IC50 values of 92.1 ± 0.7, 90.6 ± 0.9, 78.2 ± 0.2, and 82.4 ± 0.8 μM, respectively. Compounds 1, 5, and 11 displayed moderate effects with IC50 values of 161.6 ± 0.3, 164.4 ± 1.1, and 155.4 ± 0.9 μM, while acarbose, a positive control, possessed an IC50 value of 121.5 ± 1.0 μM. This is the first investigation on the α-glucosidase inhibitory effect of components from Zanthoxylum schinifolium. Further studies should be made on active compounds.

Keywords

Zanthoxylum schinifolium Terpenylated coumarins Anti-inflammation α-Glucosidase 

Notes

Acknowledgments

This research was supported by the research grants funded by the Catholic University of Daegu in 2013. The authors are grateful to S.H. Kim and collaborators at the Korea Basic Science Institute (Daegu) for measuring the mass spectra.

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Copyright information

© The Japanese Society of Pharmacognosy and Springer Japan 2016

Authors and Affiliations

  • Phi-Hung Nguyen
    • 1
  • Bing Tian Zhao
    • 1
  • Okhwa Kim
    • 2
  • Jeong Hyung Lee
    • 2
  • Jae Sue Choi
    • 3
  • Byung Sun Min
    • 1
  • Mi Hee Woo
    • 1
  1. 1.College of PharmacyCatholic University of DaeguHayangRepublic of Korea
  2. 2.College of Natural ScienceKangwon National UniversityKangwonRepublic of Korea
  3. 3.Faculty of Food Science and BiotechnologyPukyong National UniversityBusanRepublic of Korea

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