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Medicinal Chemistry Research

, Volume 26, Issue 4, pp 849–855 | Cite as

α-Glucosidase inhibitory and antioxidant activity of furanocoumarins from Heracleum persicum

  • Hossein Dehghan
  • Yaghoub Sarrafi
  • Peyman Salehi
  • Samad Nejad Ebrahimi
Original Research

Abstract

As a part of ongoing project on biological screening of about a hundred plant extracts from Iran, the significant inhibitory effect of n-hexane extract of roots of Heracleum persicum on α-glucosidase and its 2,2-diphenyl-1-picrylhydrazyl radical scavenging activity were revealed. The present study was designed to evaluate the antidiabetic and antioxidant activities of various extracts of roots of Heracleum persicum and isolation of ten furanocoumarin and a rare furanocoumarin-dimer type compounds through “bioassay guided fractionation” method. The structures were elucidated by 1D and 2D NMR, EI-MS, and HRESI-MS data as psoralen (1), bergapten (2), xanthotoxin (3), isopimpinellin (4), angelicin (5), isobergapten (6), sphondin (7), pimpinellin (8), heratomin (9), 5-methoxyheratomin (10), moellendorffiline (11), and fraxetin (12). Moellendorffiline (11) with the IC50 value of 17.9 nM showed significant inhibitory activity against α-glucosidase, more potent than acarbose (IC50 = 23.5 nM) and also exhibited high antioxidant activity (IC50 = 0.2 μM), compared with butylated hydroxytoluene (IC50 = 0.1 μM).

Keywords

Heracleum persicum α-Glucosidase inhibition DPPH Furanocoumarin Moellendorffiline 

Notes

Compliance with ethical standards

Conflict of interest

The authors declare that they have no competing interests.

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Copyright information

© Springer Science+Business Media New York 2017

Authors and Affiliations

  • Hossein Dehghan
    • 1
  • Yaghoub Sarrafi
    • 2
  • Peyman Salehi
    • 3
  • Samad Nejad Ebrahimi
    • 3
  1. 1.Medicinal Plants Research CenterShahed UniversityTehranIran
  2. 2.Department of Organic Chemistry, Faculty of ChemistryUniversity of MazandaranBabolsarIran
  3. 3.Department of PhytochemistryMedicinal Plants and Drugs Research Institute, Shahid Beheshti UniversityTehranIran

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