1, 5-dicaffeoylquinic acid, an α-glucosidase inhibitor from the root of Dorema ammoniacum D. Don.

PISSN
1735-5362
Publication Dbxref
PMID:33628284
Structured Abstract Part
  • Background and purpose
    Dorema ammoniacum D. Don (Apiaceae family) is a perennial plant whose oleo- gum resin is used as a natural remedy for various diseases, especially chronic bronchitis, and asthma. In the present study, hydromethanolic extract of D. ammoniacum root was subjected to phytochemical analyses and α-glucosidase inhibitory potentials of the isolated compounds were assessed.

  • Experimental approach
    Silica gel (normal and reversed phases) and Sephadex® LH-20 column chromatographies were used for the isolation and purification of the compounds. Structures of the compounds were characterized by 1D and 2D nuclear magnetic resonance (NMR) techniques. All the isolated compounds were assessed for their in vitro α-glucosidase inhibitory activity in comparison with acarbose, a standard drug.

  • Findings/Results
    Two phloroacetophenone glycosides; echisoside (1) and pleoside (2), along with dihydroferulic acid-4-O-β-D-glucopyranoside (3), and β-resorcylic acid (4), and two caffeoylquinic acid derivatives; chlorogenic acid (5) and 1, 5-dicaffeoylquinic acid (cynarin, 6) were isolated. Among the isolated compounds, the α-glucosidase inhibitory effect of 1,5-dicaffeoylquinic acid was found as 76.9% of the acarbose activity at 750 μM (IC50 value of acarbose).

  • Conclusion and implications
    Considerable α-glucosidase inhibitory effect of 1,5-dicaffeoylquinic acid makes it an appropriate candidate for further studies in the development of new natural antidiabetic drugs.

Title
1, 5-dicaffeoylquinic acid, an α-glucosidase inhibitor from the root of Dorema ammoniacum D. Don.
Publication Type
Journal Article
Series Name
Research in pharmaceutical sciences
Volume
15
Publication Year
2020
Issue
5
Page Numbers
429-436
DOI
10.4103/1735-5362.297845
Journal Abbreviation
Res Pharm Sci
Publication Date
2020 Oct
Unique Local Identifier

Etemadi-Tajbakhsh N, Faramarzi MA, Delnavazi MR. 1, 5-dicaffeoylquinic acid, an α-glucosidase inhibitor from the root of Dorema ammoniacum D. Don.. Research in pharmaceutical sciences. 2020 Oct; 15(5):429-436.

Citation
Etemadi-Tajbakhsh N, Faramarzi MA, Delnavazi MR. 1, 5-dicaffeoylquinic acid, an α-glucosidase inhibitor from the root of Dorema ammoniacum D. Don.. Research in pharmaceutical sciences. 2020 Oct; 15(5):429-436.
ISSN
1735-5362
Language Abbr
eng
Publication Model
Electronic-eCollection
Authors
Etemadi-Tajbakhsh N, Faramarzi MA, Delnavazi MR
Language
English
Elocation
10.4103/1735-5362.297845
Journal Country
Iran
Abstract

Background and purpose
Dorema ammoniacum D. Don (Apiaceae family) is a perennial plant whose oleo- gum resin is used as a natural remedy for various diseases, especially chronic bronchitis, and asthma. In the present study, hydromethanolic extract of D. ammoniacum root was subjected to phytochemical analyses and α-glucosidase inhibitory potentials of the isolated compounds were assessed.

Experimental approach
Silica gel (normal and reversed phases) and Sephadex® LH-20 column chromatographies were used for the isolation and purification of the compounds. Structures of the compounds were characterized by 1D and 2D nuclear magnetic resonance (NMR) techniques. All the isolated compounds were assessed for their in vitro α-glucosidase inhibitory activity in comparison with acarbose, a standard drug.

Findings/Results
Two phloroacetophenone glycosides; echisoside (1) and pleoside (2), along with dihydroferulic acid-4-O-β-D-glucopyranoside (3), and β-resorcylic acid (4), and two caffeoylquinic acid derivatives; chlorogenic acid (5) and 1, 5-dicaffeoylquinic acid (cynarin, 6) were isolated. Among the isolated compounds, the α-glucosidase inhibitory effect of 1,5-dicaffeoylquinic acid was found as 76.9% of the acarbose activity at 750 μM (IC50 value of acarbose).

Conclusion and implications
Considerable α-glucosidase inhibitory effect of 1,5-dicaffeoylquinic acid makes it an appropriate candidate for further studies in the development of new natural antidiabetic drugs.

Database Reference Annotations
Is Obsolete
False