First report on phytochemical investigation, antioxidant and antidiabetic activities of Helianthemum getulum

A new flavonoid, 5,7,2′,4′,5′-pentahydroxyflavone 3-O-β-D-galactopyranoside (12) and twelve known derivatives: an aryltetralin-lignan (3), seven flavonoids (4-5, 7-10, 13) and four phenolic acids (1-2, 6, 11) have been isolated from the aerial parts of Helianthemum getulum Pomel. (Cistaceae family)...

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Bibliographic Details
Published in:Natural product research 2022-06, Vol.36 (11), p.2806-2813
Main Authors: Terfassi, Siham, Dauvergne, Xavier, Cérantola, Stéphane, Lemoine, Clément, Bensouici, Chawki, Fadila, Benayache, Christian, Magné, Marchioni, Eric, Benayache, Samir
Format: Article
Language:English
Subjects:
Acarbose
Antioxidant and Antidiabetic activities
Antioxidants
Antioxidants - chemistry
Antioxidants - pharmacology
Chemical Sciences
Cistaceae - chemistry
Diabetes mellitus
Dilution
Endemic species
Flavonoids
Flavonoids - chemistry
Flavonoids - pharmacology
Flavonols
Glucosidase
Helianthemum
Helianthemum getulum
Hypoglycemic Agents - pharmacology
Lignan
Lignans
Mass spectrometry
Mass spectroscopy
NMR
Nuclear magnetic resonance
Phenolic acids
Phenolic compounds
Phenols
Phytochemicals - analysis
Phytochemicals - pharmacology
Plant Extracts - chemistry
Plant Extracts - pharmacology
α-Glucosidase
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Summary:A new flavonoid, 5,7,2′,4′,5′-pentahydroxyflavone 3-O-β-D-galactopyranoside (12) and twelve known derivatives: an aryltetralin-lignan (3), seven flavonoids (4-5, 7-10, 13) and four phenolic acids (1-2, 6, 11) have been isolated from the aerial parts of Helianthemum getulum Pomel. (Cistaceae family) an endemic species to the septentrional Sahara that is being studied for the first time. Structure elucidation of the isolated compounds was established by means of spectroscopic methods especially NMR and Mass Spectrometry. In vitro antioxidant (DPPH, ABTS, GOR and CUPRAC assays) and antidiabetic (micro-dilution method) activities of the crude extract, fractions and isolated compounds were performed. The new flavonol (12) and Compounds (2, 3, 7, 9) were found to be the most active, some of them exhibiting better activity than the antioxidant standards. Compounds 7, 9 and 3 showed higher α-glucosidase inhibitory activity compared to standard acarbose (IC 50 = 2.70 ± 0.03 µM, 3.09 ± 0.03 µM, 37.28 ± 1.20 µM and 275.43 ± 1.59 µM, respectively).
ISSN:1478-6419
1478-6427
1029-2349
DOI:10.1080/14786419.2021.1928664