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Article ; Online: A new flavonoid glycoside from the aerial parts of Diplotaxis erucoides (L.) DC. growing in Algeria

Mokhtari, Mouna / Chabani, Sonia / Alabdul Magid, Abdulmagid / Benkhaled, Mohammed / Voutquenne-Nazabadioko, Laurence / Haba, Hamada

Natural Product Research. 2023 Oct. 18, v. 37, no. 20 p.3426-3433

2023

Abstract: The phytochemical study of the 70% ethanol extract of the aerial parts of Diplotaxis erucoides afforded one new flavonoid glycoside, namely kaempferol-3-O-[α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranoside]-7-O-α-L-rhamnopyranoside (1), named diploerucoside A ...

Abstract	The phytochemical study of the 70% ethanol extract of the aerial parts of Diplotaxis erucoides afforded one new flavonoid glycoside, namely kaempferol-3-O-[α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranoside]-7-O-α-L-rhamnopyranoside (1), named diploerucoside A and seven known compounds including one flavonoid (2), one phenolic glycoside (3), one monoterpene (4), one triterpene (5), one sitosterol (6) and two monoglycerolipids (7, 8). Their structures were established by extensive spectroscopic analysis including 1 D- and 2 D-NMR (¹H, ¹³C, ¹H-¹H COSY, HSQC and HMBC), mass spectrometry (HR-ESI-MS) and by comparison with the data reported in the literature.
Keywords	Diplotaxis erucoides ; ethanol ; flavonoids ; glycosides ; mass spectrometry ; monoterpenoids ; sitosterols ; spectral analysis ; triterpenoids ; Algeria ; Brassicaceae ; kaempferol-3-O-[α-L-rhamnopyranosyl-(1→2)-β-D-xylopyranoside]-7-O-α-L-rhamnopyranoside ; NMR
Language	English
Dates of publication	2023-1018
Size	p. 3426-3433.
Publishing place	Taylor & Francis
Document type	Article ; Online
ZDB-ID	2185747-7
ISSN	1478-6427 ; 1478-6419
ISSN (online)	1478-6427
ISSN	1478-6419
DOI	10.1080/14786419.2022.2078972
Database	NAL-Catalogue (AGRICOLA)

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Article ; Online: A new flavonoid glycoside from the aerial parts of

Mokhtari, Mouna / Chabani, Sonia / Alabdul Magid, Abdulmagid / Benkhaled, Mohammed / Voutquenne-Nazabadioko, Laurence / Haba, Hamada

Natural product research

2022 Volume 37, Issue 20, Page(s) 3426–3433

Abstract: The phytochemical study of the 70% ethanol extract of the aerial parts ... ...

Abstract	The phytochemical study of the 70% ethanol extract of the aerial parts of
Language	English
Publishing date	2022-05-24
Publishing country	England
Document type	Journal Article
ZDB-ID	2185747-7
ISSN	1478-6427 ; 1478-6419
ISSN (online)	1478-6427
ISSN	1478-6419
DOI	10.1080/14786419.2022.2078972
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Article ; Online: Chemical composition and antioxidant activity of Astragalus monspessulanus L. growing in semiarid areas of Algeria

Bourezzane Sawsen / Haba Hamada / Long Christophe / Benkhaled Mohammed

Journal of the Serbian Chemical Society, Vol 83, Iss 1, Pp 31-

2018 Volume 38

Abstract: This paper reports a phytochemical study of the aerial parts of Astragalus monspessulanus L. growing in Algeria. It deals with the isolation and structure elucidation of 13 known compounds. From the n-butanol extract, seven flavonoids 1–7, two saponins ... ...

Abstract	This paper reports a phytochemical study of the aerial parts of Astragalus monspessulanus L. growing in Algeria. It deals with the isolation and structure elucidation of 13 known compounds. From the n-butanol extract, seven flavonoids 1–7, two saponins and one lignan were isolated. In addition, two phytosterols and one triterpenoid were isolated from the ethyl acetate extract. The structures of all the isolated products were determined by using 1D and 2D-NMR techniques, measurement of optical rotation, mass spectrometry ESI-MS and by comparison with literature data. Furthermore, the antioxidant activity of the n-butanol extract of the aerial parts of Astragalus monspessulanus L. was investigated using the DPPH radical scavenging and ferrous ion chelating assays. The n-butanol extract showed low (EC50 = 2.09±0.434 mg mL-1) to moderate (IC50 = 63.60±0.01 μg mL-1) antioxidant activities depending on the test method.
Keywords	Fabaceae ; Astragalus monspessulanus L ; flavonoids ; lignan ; saponins ; NMR ; antioxidant activity ; Chemistry ; QD1-999
Subject code	540
Language	English
Publishing date	2018-01-01T00:00:00Z
Publisher	Serbian Chemical Society
Document type	Article ; Online
Database	BASE - Bielefeld Academic Search Engine (life sciences selection)

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Article: Two new saponins from Paronychia capitata

Allaoua, Zina / Benabdelaziz, Imane / Rahmouni, Naima / Bouzidi, Soumia / Silva, Artur M.S. / Benkhaled, Mohammed / Haba, Hamada

Phytochemistry letters. 2022 Mar. 24,

2022

Abstract: Two new oleanane-type triterpene glycosides, 3˗O˗β˗D˗glucopyranosyl˗28˗O˗ [β˗D˗glucopyranosyl˗(1→2)˗β˗D˗xylopyranosyl˗(1→6)˗β˗D˗glucopyranosyl]medicagenic acid (1) and 3˗O˗β˗D˗glucopyranosyl˗28˗O˗[β˗D˗glucopyranosyl˗(1→6)˗β˗D˗glucopyranosyl˗(1→2)˗ β˗D˗ ... ...

Abstract	Two new oleanane-type triterpene glycosides, 3˗O˗β˗D˗glucopyranosyl˗28˗O˗ [β˗D˗glucopyranosyl˗(1→2)˗β˗D˗xylopyranosyl˗(1→6)˗β˗D˗glucopyranosyl]medicagenic acid (1) and 3˗O˗β˗D˗glucopyranosyl˗28˗O˗[β˗D˗glucopyranosyl˗(1→6)˗β˗D˗glucopyranosyl˗(1→2)˗ β˗D˗xylopyranosyl]oleanolic acid (2), named capitatosides A and B respectively, were isolated from the butanol extract of Paronychia capitata (L.) Lam., along with seven known compounds. The structures of the isolated compounds were established by spectroscopic methods, mainly HRMS, 1D and 2D NMR (¹H, ¹³C, COSY, HSQC, HMBC and NOESY) techniques, whereas those of the known compounds were identified by spectral comparison with reported literature data.
Keywords	Paronychia ; butanol ; oleanolic acid ; plant biochemistry ; saponins
Language	English
Dates of publication	2022-0324
Publishing place	Elsevier Ltd
Document type	Article
Note	Pre-press version
ISSN	1874-3900
DOI	10.1016/j.phytol.2022.03.015
Database	NAL-Catalogue (AGRICOLA)

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Article ; Online: Flavonols as potential antiviral drugs targeting SARS-CoV-2 proteases (3CL

Mouffouk, Chaima / Mouffouk, Soumia / Mouffouk, Sara / Hambaba, Leila / Haba, Hamada

European journal of pharmacology

2020 Volume 891, Page(s) 173759

Abstract: The novel coronavirus outbreak (COVID-19) caused by severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) represents the actual greatest global public health crisis. The lack of efficacious drugs and vaccines against this viral infection created a ...

Abstract	The novel coronavirus outbreak (COVID-19) caused by severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) represents the actual greatest global public health crisis. The lack of efficacious drugs and vaccines against this viral infection created a challenge for scientific researchers in order to find effective solutions. One of the promising therapeutic approaches is the search for bioactive molecules with few side effects that display antiviral properties in natural sources like medicinal plants and vegetables. Several computational and experimental studies indicated that flavonoids especially flavonols and their derivatives constitute effective viral enzyme inhibitors and possess interesting antiviral activities. In this context, the present study reviews the efficacy of many dietary flavonols as potential antiviral drugs targeting the SARS-CoV-2 enzymes and proteins including Chymotrypsin-Like Protease (3CL
MeSH term(s)	Angiotensin-Converting Enzyme 2/metabolism ; Antiviral Agents/pharmacology ; COVID-19/metabolism ; Coronavirus 3C Proteases/metabolism ; Coronavirus RNA-Dependent RNA Polymerase/metabolism ; Drug Development ; Flavonols/pharmacology ; Humans ; Phytochemicals/pharmacology ; SARS-CoV-2/drug effects ; SARS-CoV-2/physiology ; Spike Glycoprotein, Coronavirus/metabolism ; COVID-19 Drug Treatment
Chemical Substances	Antiviral Agents ; Flavonols ; Phytochemicals ; Spike Glycoprotein, Coronavirus ; Coronavirus RNA-Dependent RNA Polymerase (EC 2.7.7.48) ; Angiotensin-Converting Enzyme 2 (EC 3.4.17.23) ; 3C-like protease, SARS coronavirus (EC 3.4.22.-) ; 3C-like proteinase, SARS-CoV-2 (EC 3.4.22.-) ; Coronavirus 3C Proteases (EC 3.4.22.28)
Language	English
Publishing date	2020-11-27
Publishing country	Netherlands
Document type	Journal Article ; Review
ZDB-ID	80121-5
ISSN	1879-0712 ; 0014-2999
ISSN (online)	1879-0712
ISSN	0014-2999
DOI	10.1016/j.ejphar.2020.173759
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Article: In vitro photoprotective, hemostatic, anti-inflammatory and antioxidant activities of the species Linaria scariosa Desf

Mouffouk, Chaima / Mouffouk, Soumia / Oulmi, Kafia / Mouffouk, Sara / Haba, Hamada

SAAB South African journal of botany. 2020 May, v. 130

2020

Abstract: Recently, plant-derived extracts gained considerable attention as skincare agents, because of their capacity to exert a broad spectrum of biological activities, including their power to absorb ultraviolet radiation, their antioxidant, anti-inflammatory ... ...

Abstract	Recently, plant-derived extracts gained considerable attention as skincare agents, because of their capacity to exert a broad spectrum of biological activities, including their power to absorb ultraviolet radiation, their antioxidant, anti-inflammatory and hemostatic properties. In this context, the study focused on the evaluation of in vitro pharmacological activities of the methanolic extract obtained from the species Linaria scariosa. The plant is used by the local populations of Aures region (Algeria) for wound healing and its traditional applications will be validated. The quantification of the total phenolic and flavonoid content was performed spectrophotometrically using Folin-Ciocalteu and trichloroaluminum methods. The antioxidant activity was determined by four different assays including ferric reducing antioxidant power, total antioxidant capacity, ferric thiocyanate assay and the antioxidant activity by potentiometric method. Furthemore, the in vitro anti-inflammatory activity was assessed by albumin denaturation method, the photoprotective effect was evaluated by the measurment of sun protection factor (SPF) and the hemostatic activity was carried out by the determination of plasma re-calcification time (PRT). Result of the phytochemical screening from the methanolic extract was found to contain several secondary metabolites known for their biological properties. Moderate contents of polyphenols and flavonoids were estimated. The MeOH extract possessed moderate antioxidant activity for various tested assays and had the ability to inhibit thermally-induced protein denaturation in a dose-dependent manner with a percentage of 40.98% at 500 μg/ml. Moreover, this plant extract significantly shortened the clotting time compared to the control group and had a higher capacity to absorb UV radiations with a sun protection factor estimated at 38.46 ± 0.22. The methanolic extract from L. scariosa could be used in cosmetic formulations and as a skincare agent.
Keywords	Linaria ; albumins ; anti-inflammatory activity ; antioxidant activity ; antioxidants ; chemical constituents of plants ; denaturation ; dose response ; flavonoids ; methanol ; plant extracts ; polyphenols ; protein denaturation ; radiation resistance ; screening ; secondary metabolites ; thiocyanates ; tissue repair ; ultraviolet radiation ; Algeria
Language	English
Dates of publication	2020-05
Size	p. 383-388.
Publishing place	Elsevier B.V.
Document type	Article
ZDB-ID	2126918-X
ISSN	0254-6299
ISSN	0254-6299
DOI	10.1016/j.sajb.2020.01.003
Database	NAL-Catalogue (AGRICOLA)

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Article: A new aryltetralin lignan and other phytoconstituents from Atractylis humilis

Sifouane, Siham / Benabdelaziz, Imane / Benkhaled, Mohammed / Gómez-Ruiz, Santiago / Carralero, Sandra / Haba, Hamada

Biochemical systematics and ecology. 2020 June, v. 90

2020

Abstract: Phytochemical research of the whole plant Atractylis humilis (Asteraceae family) led to the isolation of one cyclolignan, namely (8R,7′S,8′S)-9′-β-D-glucopyranosyl-3,4′,9-trihydroxy-3′,4,5,5′-tetramethoxy-2,7′-cyclolignan (1), together with thirteen ... ...

Abstract	Phytochemical research of the whole plant Atractylis humilis (Asteraceae family) led to the isolation of one cyclolignan, namely (8R,7′S,8′S)-9′-β-D-glucopyranosyl-3,4′,9-trihydroxy-3′,4,5,5′-tetramethoxy-2,7′-cyclolignan (1), together with thirteen known phytochemicals 2–14 from the ethyl acetate and n-butanol extracts. The structures of all isolated secondary metabolites 1–14 were elucidated by spectroscopic analysis (1D and 2D-NMR, HR-ESI-MS) and measurement of optical rotation [α]D, whereas the known compounds were described by spectral comparison data with those published in the literature. This is the first report of lignans in the genus Atractylis. Furthermore, the chemotaxonomic significance of isolates was discussed.
Keywords	Asteraceae ; butanol ; chemical constituents of plants ; chemotaxonomy ; ethyl acetate ; lignans ; nuclear magnetic resonance spectroscopy ; phytochemicals ; secondary metabolites ; spectral analysis
Language	English
Dates of publication	2020-06
Publishing place	Elsevier Ltd
Document type	Article
ISSN	0305-1978
DOI	10.1016/j.bse.2020.104018
Database	NAL-Catalogue (AGRICOLA)

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Article: Phytochemicals, Antihemolytic, Anti-inflammatory, Antioxidant, and Antibacterial Activities from Thymus Algeriensis

Mokhtari, Mouna / Chabani, Sonia / Mouffouk, Soumia / Aberkane, Mohamed-Cherif / Dibi, Ammar / Benkhaled, Mohammed / Haba, Hamada

Journal of herbs, spices & medicinal plants. 2021 July 03, v. 27, no. 3

2021

Abstract: The chemical composition and anti-inflammatory, antihemolytic, antioxidant, and antibacterial activities of solvent extracts of Thymus algeriensis in petroleum ether, chloroform, and n-butanol were evaluated. Ten compounds including four flavonoids, four ...

Abstract	The chemical composition and anti-inflammatory, antihemolytic, antioxidant, and antibacterial activities of solvent extracts of Thymus algeriensis in petroleum ether, chloroform, and n-butanol were evaluated. Ten compounds including four flavonoids, four phenolics, and two triterpenoids were isolated and identified by chromatography and spectroscopy. The n-butanol extract had the greatest antioxidant activity and inhibited hemolysis with a value of IC₅₀ at 322.85 ± 0.87 µg mL⁻¹. The chloroform extract exhibited the highest anti-inflammatory effect with 45.27% inhibition. The extracts demonstrated antibacterial activity against the tested strains.
Keywords	Thymus algeriensis ; anti-inflammatory activity ; antibacterial properties ; antioxidant activity ; antioxidants ; butanol ; chemical composition ; chloroform ; chromatography ; flavonoids ; hemolysis ; petroleum ; phenolic compounds ; solvents ; spectroscopy ; triterpenoids
Language	English
Dates of publication	2021-0703
Size	p. 253-266.
Publishing place	Taylor & Francis
Document type	Article
Note	NAL-AP-2-clean
ZDB-ID	1122804-0
ISSN	1540-3580 ; 1049-6475
ISSN (online)	1540-3580
ISSN	1049-6475
DOI	10.1080/10496475.2021.1891174
Database	NAL-Catalogue (AGRICOLA)

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Article: Pyrroloquinolone A, a new alkaloid and other phytochemicals from Atractylis cancellata L. with antioxidant and anticholinesterase activities

Badaoui, Mohamed Ibrahim / Alabdul Magid, Abdulmagid / Benkhaled, Mohammed / Bensouici, Chawki / Harakat, Dominique / Voutquenne-Nazabadioko, Laurence / Haba, Hamada

Natural product research. 2021 Sept. 17, v. 35, no. 18

2021

Abstract: A new alkaloid pyrroloquinolone A (1), along with fifteen known compounds 2–16 were isolated from the petroleum ether, EtOAc and n-BuOH extracts of the whole plant Atractylis cancellata L. Their structures were elucidated on the basis of extensive ... ...

Abstract	A new alkaloid pyrroloquinolone A (1), along with fifteen known compounds 2–16 were isolated from the petroleum ether, EtOAc and n-BuOH extracts of the whole plant Atractylis cancellata L. Their structures were elucidated on the basis of extensive spectroscopic analysis including 1D- and 2D-NMR and HR-ESI-MS techniques. This is the first report of alkaloids in the genus Atractylis. Some of the isolated compounds and extracts were evaluated for their antioxidant potential (scavenging activity of DPPH and ABTS radicals, and reducing Fe⁺³ and Cu⁺² power assays) and acetylcholinesterase and butyrylcholinesterase inhibitory activities. Compounds 8 and 11 showed good antioxidant capacity compared to ascorbic acid, BHA, and BHT used as standards, whereas compounds 1 and 2 exhibited good anticholinesterase activities compared to galantamine used as standard.
Keywords	acetylcholinesterase ; alkaloids ; antioxidant activity ; antioxidants ; ascorbic acid ; cholinesterase ; ethyl acetate ; petroleum ; phytochemicals ; research ; spectral analysis
Language	English
Dates of publication	2021-0917
Size	p. 2997-3003.
Publishing place	Taylor & Francis
Document type	Article
ZDB-ID	2185747-7
ISSN	1478-6427 ; 1478-6419
ISSN (online)	1478-6427
ISSN	1478-6419
DOI	10.1080/14786419.2019.1682575
Database	NAL-Catalogue (AGRICOLA)

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Article: Antioxidant activity-guided isolation of constituents from Euphorbia gaditana Coss. and their antioxidant and tyrosinase inhibitory activities

Badaoui, Mohamed Ibrahim / Magid, Abdulmagid Alabdul / Voutquenne-Nazabadioko, Laurence / Benkhaled, Mohammed / Harakat, Dominique / Robert, Anthony / Haba, Hamada

Phytochemical Society of Europe Phytochemistry letters. 2020 Oct., v. 39

2020

Abstract: Two previously unreported compounds, 4-O-(2′′-O-galloyl-β-d-glucopyranosyl)-3,5-dihydroxyacetophenone (1) and 5-isopropyl-2-oxo-3,6-dihydropyran-4-carboxylic acid (2), along with twenty-nine known compounds (3−31) were isolated from the aerial parts of ... ...

Abstract	Two previously unreported compounds, 4-O-(2′′-O-galloyl-β-d-glucopyranosyl)-3,5-dihydroxyacetophenone (1) and 5-isopropyl-2-oxo-3,6-dihydropyran-4-carboxylic acid (2), along with twenty-nine known compounds (3−31) were isolated from the aerial parts of Euphorbia gaditana Coss. Their structures were elucidated based on extensive spectroscopic analysis 1D and 2D-NMR, mass spectrometry HR-ESI-MS, optical rotation [α]D, acid hydrolysis and the comparison of NMR data with those described in literature. The antioxidant activity-guided study was conducted using DPPH and CUPRAC methods started from the extracts to bioactive isolated molecules. Most of the isolates (1-31) showed a good to excellent antioxidant activity compared to the standards BHT and ascorbic acid. Furthermore, 1 and 2 exhibited a moderate tyrosinase inhibitory activity (IC₅₀ 89.78 ± 0.93 and 52.39 ± 0.69 μg/mL, respectively) compared to the standard kojic acid (IC₅₀ 25.23 ± 0.78 μg/mL).
Keywords	2,2-diphenyl-1-picrylhydrazyl ; Euphorbia ; acetophenones ; acid hydrolysis ; aerial parts ; antioxidant activity ; bioactive compounds ; carboxylic acids ; chemical structure ; copper ; electrospray ionization mass spectrometry ; enzyme inhibition ; isolation techniques ; monophenol monooxygenase ; nuclear magnetic resonance spectroscopy
Language	English
Dates of publication	2020-10
Size	p. 99-104.
Publishing place	Elsevier Ltd
Document type	Article
Note	golden set
ISSN	1874-3900
DOI	10.1016/j.phytol.2020.07.012
Database	NAL-Catalogue (AGRICOLA)

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