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)...

Full description

Saved in:
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
Chemical Sciences
Diabetes mellitus
Dilution
Endemic species
Flavonoids
Flavonols
Glucosidase
Helianthemum
Helianthemum getulum
Lignan
Lignans
Mass spectrometry
Mass spectroscopy
NMR
Nuclear magnetic resonance
Phenolic acids
Phenolic compounds
Phenols
α-Glucosidase
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-c428t-3ca7a807ac9cc40f7ec04f3083a1b828788b7a3af80973822e43beef556154843
cites cdi_FETCH-LOGICAL-c428t-3ca7a807ac9cc40f7ec04f3083a1b828788b7a3af80973822e43beef556154843
container_end_page 2813
container_issue 11
container_start_page 2806
container_title Natural product research
container_volume 36
creator Terfassi, Siham
Dauvergne, Xavier
Cérantola, Stéphane
Lemoine, Clément
Bensouici, Chawki
Fadila, Benayache
Christian, Magné
Marchioni, Eric
Benayache, Samir
description 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).
doi_str_mv 10.1080/14786419.2021.1928664
format article
fullrecord <record><control><sourceid>proquest_hal_p</sourceid><recordid>TN_cdi_proquest_miscellaneous_2534612971</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2691121190</sourcerecordid><originalsourceid>FETCH-LOGICAL-c428t-3ca7a807ac9cc40f7ec04f3083a1b828788b7a3af80973822e43beef556154843</originalsourceid><addsrcrecordid>eNp9kUtvEzEUhUcIRB_wE0AjsaESCX6N7dlRVZRUisSmXVt3PHbjyjMOtieQf4-HpFmw6OpeX3_n2Fenqj5gtMRIoq-YCckZbpcEEbzELZGcs1fV-TxfcEbE61OP27PqIqUnVMimad5WZ5Qhxrhozyt_62LKdTTbEHMdxnq72eegN2ZwGnztxp1J2T1CdmH8UsNY6h_Xl1r6_t-5d9CZ7HQNOrudy86kOth6Zbwr18VoGupHkyc_De-qNxZ8Mu-P9bJ6uP1-f7NarH_-uLu5Xi80IzIvqAYBEgnQrdYMWWE0YpYiSQF3kkghZSeAgpWoFVQSYhjtjLFNw3HDJKOX1dXBdwNebaMbIO5VAKdW12s1zxAlnBXlDhf284HdxvBrKsuqwSVtvIfRhCkp0lDGMWnFjH76D30KUxzLJorwFmOCcYsK1RwoHUNK0djTDzBSc3TqOTo1R6eO0RXdx6P71A2mP6mesyrAtwPgRhviAL9D9L3KsPch2gijdknRl9_4CwPcqDc</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2691121190</pqid></control><display><type>article</type><title>First report on phytochemical investigation, antioxidant and antidiabetic activities of Helianthemum getulum</title><source>Taylor and Francis Science and Technology Collection</source><creator>Terfassi, Siham ; Dauvergne, Xavier ; Cérantola, Stéphane ; Lemoine, Clément ; Bensouici, Chawki ; Fadila, Benayache ; Christian, Magné ; Marchioni, Eric ; Benayache, Samir</creator><creatorcontrib>Terfassi, Siham ; Dauvergne, Xavier ; Cérantola, Stéphane ; Lemoine, Clément ; Bensouici, Chawki ; Fadila, Benayache ; Christian, Magné ; Marchioni, Eric ; Benayache, Samir</creatorcontrib><description>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).</description><identifier>ISSN: 1478-6419</identifier><identifier>EISSN: 1478-6427</identifier><identifier>EISSN: 1029-2349</identifier><identifier>DOI: 10.1080/14786419.2021.1928664</identifier><identifier>PMID: 34044679</identifier><language>eng</language><publisher>England: Taylor &amp; Francis</publisher><subject>Acarbose ; Antioxidant and Antidiabetic activities ; Antioxidants ; Chemical Sciences ; Diabetes mellitus ; Dilution ; Endemic species ; Flavonoids ; Flavonols ; Glucosidase ; Helianthemum ; Helianthemum getulum ; Lignan ; Lignans ; Mass spectrometry ; Mass spectroscopy ; NMR ; Nuclear magnetic resonance ; Phenolic acids ; Phenolic compounds ; Phenols ; α-Glucosidase</subject><ispartof>Natural product research, 2022-06, Vol.36 (11), p.2806-2813</ispartof><rights>2021 Informa UK Limited, trading as Taylor &amp; Francis Group 2021</rights><rights>2021 Informa UK Limited, trading as Taylor &amp; Francis Group</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c428t-3ca7a807ac9cc40f7ec04f3083a1b828788b7a3af80973822e43beef556154843</citedby><cites>FETCH-LOGICAL-c428t-3ca7a807ac9cc40f7ec04f3083a1b828788b7a3af80973822e43beef556154843</cites><orcidid>0000-0003-4612-4642 ; 0000-0002-2178-2342 ; 0000-0002-5974-1503</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,780,784,885,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/34044679$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.science/hal-03264382$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Terfassi, Siham</creatorcontrib><creatorcontrib>Dauvergne, Xavier</creatorcontrib><creatorcontrib>Cérantola, Stéphane</creatorcontrib><creatorcontrib>Lemoine, Clément</creatorcontrib><creatorcontrib>Bensouici, Chawki</creatorcontrib><creatorcontrib>Fadila, Benayache</creatorcontrib><creatorcontrib>Christian, Magné</creatorcontrib><creatorcontrib>Marchioni, Eric</creatorcontrib><creatorcontrib>Benayache, Samir</creatorcontrib><title>First report on phytochemical investigation, antioxidant and antidiabetic activities of Helianthemum getulum</title><title>Natural product research</title><addtitle>Nat Prod Res</addtitle><description>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).</description><subject>Acarbose</subject><subject>Antioxidant and Antidiabetic activities</subject><subject>Antioxidants</subject><subject>Chemical Sciences</subject><subject>Diabetes mellitus</subject><subject>Dilution</subject><subject>Endemic species</subject><subject>Flavonoids</subject><subject>Flavonols</subject><subject>Glucosidase</subject><subject>Helianthemum</subject><subject>Helianthemum getulum</subject><subject>Lignan</subject><subject>Lignans</subject><subject>Mass spectrometry</subject><subject>Mass spectroscopy</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Phenolic acids</subject><subject>Phenolic compounds</subject><subject>Phenols</subject><subject>α-Glucosidase</subject><issn>1478-6419</issn><issn>1478-6427</issn><issn>1029-2349</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp9kUtvEzEUhUcIRB_wE0AjsaESCX6N7dlRVZRUisSmXVt3PHbjyjMOtieQf4-HpFmw6OpeX3_n2Fenqj5gtMRIoq-YCckZbpcEEbzELZGcs1fV-TxfcEbE61OP27PqIqUnVMimad5WZ5Qhxrhozyt_62LKdTTbEHMdxnq72eegN2ZwGnztxp1J2T1CdmH8UsNY6h_Xl1r6_t-5d9CZ7HQNOrudy86kOth6Zbwr18VoGupHkyc_De-qNxZ8Mu-P9bJ6uP1-f7NarH_-uLu5Xi80IzIvqAYBEgnQrdYMWWE0YpYiSQF3kkghZSeAgpWoFVQSYhjtjLFNw3HDJKOX1dXBdwNebaMbIO5VAKdW12s1zxAlnBXlDhf284HdxvBrKsuqwSVtvIfRhCkp0lDGMWnFjH76D30KUxzLJorwFmOCcYsK1RwoHUNK0djTDzBSc3TqOTo1R6eO0RXdx6P71A2mP6mesyrAtwPgRhviAL9D9L3KsPch2gijdknRl9_4CwPcqDc</recordid><startdate>202206</startdate><enddate>202206</enddate><creator>Terfassi, Siham</creator><creator>Dauvergne, Xavier</creator><creator>Cérantola, Stéphane</creator><creator>Lemoine, Clément</creator><creator>Bensouici, Chawki</creator><creator>Fadila, Benayache</creator><creator>Christian, Magné</creator><creator>Marchioni, Eric</creator><creator>Benayache, Samir</creator><general>Taylor &amp; Francis</general><general>Taylor &amp; Francis Ltd</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QL</scope><scope>7QO</scope><scope>7QP</scope><scope>7QR</scope><scope>7T7</scope><scope>7TK</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>M7N</scope><scope>P64</scope><scope>7X8</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0003-4612-4642</orcidid><orcidid>https://orcid.org/0000-0002-2178-2342</orcidid><orcidid>https://orcid.org/0000-0002-5974-1503</orcidid></search><sort><creationdate>202206</creationdate><title>First report on phytochemical investigation, antioxidant and antidiabetic activities of Helianthemum getulum</title><author>Terfassi, Siham ; Dauvergne, Xavier ; Cérantola, Stéphane ; Lemoine, Clément ; Bensouici, Chawki ; Fadila, Benayache ; Christian, Magné ; Marchioni, Eric ; Benayache, Samir</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c428t-3ca7a807ac9cc40f7ec04f3083a1b828788b7a3af80973822e43beef556154843</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Acarbose</topic><topic>Antioxidant and Antidiabetic activities</topic><topic>Antioxidants</topic><topic>Chemical Sciences</topic><topic>Diabetes mellitus</topic><topic>Dilution</topic><topic>Endemic species</topic><topic>Flavonoids</topic><topic>Flavonols</topic><topic>Glucosidase</topic><topic>Helianthemum</topic><topic>Helianthemum getulum</topic><topic>Lignan</topic><topic>Lignans</topic><topic>Mass spectrometry</topic><topic>Mass spectroscopy</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Phenolic acids</topic><topic>Phenolic compounds</topic><topic>Phenols</topic><topic>α-Glucosidase</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Terfassi, Siham</creatorcontrib><creatorcontrib>Dauvergne, Xavier</creatorcontrib><creatorcontrib>Cérantola, Stéphane</creatorcontrib><creatorcontrib>Lemoine, Clément</creatorcontrib><creatorcontrib>Bensouici, Chawki</creatorcontrib><creatorcontrib>Fadila, Benayache</creatorcontrib><creatorcontrib>Christian, Magné</creatorcontrib><creatorcontrib>Marchioni, Eric</creatorcontrib><creatorcontrib>Benayache, Samir</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Biotechnology Research Abstracts</collection><collection>Calcium &amp; Calcified Tissue Abstracts</collection><collection>Chemoreception Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Neurosciences Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>Natural product research</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Terfassi, Siham</au><au>Dauvergne, Xavier</au><au>Cérantola, Stéphane</au><au>Lemoine, Clément</au><au>Bensouici, Chawki</au><au>Fadila, Benayache</au><au>Christian, Magné</au><au>Marchioni, Eric</au><au>Benayache, Samir</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>First report on phytochemical investigation, antioxidant and antidiabetic activities of Helianthemum getulum</atitle><jtitle>Natural product research</jtitle><addtitle>Nat Prod Res</addtitle><date>2022-06</date><risdate>2022</risdate><volume>36</volume><issue>11</issue><spage>2806</spage><epage>2813</epage><pages>2806-2813</pages><issn>1478-6419</issn><eissn>1478-6427</eissn><eissn>1029-2349</eissn><abstract>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).</abstract><cop>England</cop><pub>Taylor &amp; Francis</pub><pmid>34044679</pmid><doi>10.1080/14786419.2021.1928664</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0003-4612-4642</orcidid><orcidid>https://orcid.org/0000-0002-2178-2342</orcidid><orcidid>https://orcid.org/0000-0002-5974-1503</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1478-6419
ispartof Natural product research, 2022-06, Vol.36 (11), p.2806-2813
issn 1478-6419
1478-6427
1029-2349
language eng
recordid cdi_proquest_miscellaneous_2534612971
source Taylor and Francis Science and Technology Collection
subjects Acarbose
Antioxidant and Antidiabetic activities
Antioxidants
Chemical Sciences
Diabetes mellitus
Dilution
Endemic species
Flavonoids
Flavonols
Glucosidase
Helianthemum
Helianthemum getulum
Lignan
Lignans
Mass spectrometry
Mass spectroscopy
NMR
Nuclear magnetic resonance
Phenolic acids
Phenolic compounds
Phenols
α-Glucosidase
title First report on phytochemical investigation, antioxidant and antidiabetic activities of Helianthemum getulum
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-07T15%3A57%3A22IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_hal_p&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=First%20report%20on%20phytochemical%20investigation,%20antioxidant%20and%20antidiabetic%20activities%20of%20Helianthemum%20getulum&rft.jtitle=Natural%20product%20research&rft.au=Terfassi,%20Siham&rft.date=2022-06&rft.volume=36&rft.issue=11&rft.spage=2806&rft.epage=2813&rft.pages=2806-2813&rft.issn=1478-6419&rft.eissn=1478-6427&rft_id=info:doi/10.1080/14786419.2021.1928664&rft_dat=%3Cproquest_hal_p%3E2691121190%3C/proquest_hal_p%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c428t-3ca7a807ac9cc40f7ec04f3083a1b828788b7a3af80973822e43beef556154843%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2691121190&rft_id=info:pmid/34044679&rfr_iscdi=true