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Author: search.filters.author.Benkhaled, MohammedSubject: search.filters.subject.NMR

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Now showing 1 - 5 of 5
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    Flavonoid glycosides and triterpenoids from Atractylis flava
    (ELSEVIER, 2012-10-24) Chabani, Sonia; Haba, Hamada; Lavaud, Catherine; Benkhaled, Mohammed; Harakat, Dominique
    Two new flavonoid glycosides, together with twelve known compounds including seven flavonoids and five triterpenoids were isolated from the whole plant Atractylis flava Desf. The structures of new compounds have been elucidated as 6-hydroxykaempferol 6-methyl ether 7-O-β-glucopyranuronoside (1) and isorhamnetin 3-O-[(6″′-O-E-feruloyl)-β-d-glucopyranosyl-(1 → 2)]-β-d-galactopyranoside (2) named Atraflavoside A and B successively, on the basis of physical and spectroscopic analysis, including 1D and 2D NMR (1H, 13C, COSY, TOCSY, HSQC, HMBC and NOESY) and mass spectrometry (HRESIMS) whereas those of the known compounds (3–14) were established by spectral comparison with those published in the literature.
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    Three new oleanane-type triterpene saponins from Atractylis flava
    (ELSEVIER, 2015-12-11) Chabani, Sonia; Lavaud, Catherine; Benkhaled, Mohammed; Harakat, Dominique; Long, Christophe; Haba, Hamada
    Three new bidesmosidic saponins (1–3), along with thirteen known metabolites consisting of two flavonoids and eleven triterpenoids were identified in dichloromethane and n-butanol extracts of the whole plant Atractylis flava Desf. The saponins were characterized as 3-O-[β-d-glucuronopyranosyl]-28-O-[β-d-xylopyranosyl-(1 → 4)-α-l-rhamnopyranosyl-(1 → 2)-β-d-xylopyranosyl]-16α-hydroxygypsogenic acid (1), 3-O-[β-d-glucuronopyranosyl]-28-O-[β-d-xylopyranosyl-(1 → 4)-α-l-rhamnopyranosyl-(1 → 2)-α-l-arabinopyranosyl]-16α-hydroxygypsogenic acid (2), and 3-O-[β-d-galactopyranosyl-(1 → 2)-β-d-glucuronopyranosyl]-28-O-[((3-O-acetyl)-β-d-xylopyranosyl)-(1 → 4)-((2-O-acetyl)-α-l-rhamnopyranosyl)-(1 → 2)-β-d-xylopyranosyl]-quillaic acid (3). Structures of all isolated compounds were elucidated by spectroscopic analysis, including 1D and 2D NMR (1H, 13C, COSY, HSQC, TOCSY, HSQC-TOCSY, HMBC, ROESY and NOESY), high-resolution electrospray ionization mass spectrometry (HRESIMS), acid hydrolysis, measurement of optical rotation and comparison with literature data.
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    Chemical composition of medicinal plant Atractylis serratuloides
    (ELSEVIER, 2016-03-05) Chabani, Sonia; Haba, Hamada; Long, Christophe; Benkhaled, Mohammed
    Phytochemical investigation of the roots of Atractylis serratuloides Sieber ex Cass. (Asteraceae) led to the isolation of nine compounds 1–9 including eight triterpenoids and one phenolic compound. Their structures were established on the basis of physical and spectroscopic analysis, including 1D and 2D NMR (1H, 13C, COSY, HSQC, and HMBC), mass spectrometry ESI, and by comparison with those published in the literature. Triterpenoids are typical compounds of Atractylis genus and could be useful as characteristic markers in chemotaxonomic research. In addition, isolated triterpenoids have previously showed many biological activities and might explain the use of A. serratuloides in traditional medicine.
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    A new flavonoid glycoside from the aerial parts of Diplotaxis erucoides (L.) DC. growing in Algeria
    (TAYLOR & FRANCIS LTD, 2022-05-24) Mokhtari, Mouna; Chabani, Sonia; Alabdul Magid, Alabdulmagid; Benkhaled, Mohammed; Voutquenne-Nazabadioko, Laurence; Haba, Hamada
    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.
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    A new 7,9′-monoepoxylignan glucoside and other phytochemicals from Centaurea granatensis and their chemotaxonomic significance
    (PERGAMON-ELSEVIER SCIENCE LTD, 2024-07-30) Belaid, Meriem; Mouffouk, Soumia; Chabani, Sonia; Mouffouk, Chaima; Benkhaled, Mohammed; Haba, Hamada
    The chemical study of Centaurea granatensis Boiss. ex DC. allowed the isolation and structural elucidation of eighteen secondary metabolites (1-18) from ethyl acetate (EtOAc) and n-butanol (n-BuOH) extracts. These compounds are divided into one new epoxylignan glucoside (1) and seventeen known phytochemicals including seven flavonoids (2-8), four triterpenes (9-12), and six phytosterols (13-18). Structures of the isolates were identified using various spectroscopic methods, namely 1D NMR (1H and 13C), 2D NMR (HSQC, 1H-1H COSY, HMBC, and NOESY), and mass spectrometry (HR-ESIMS), as well as by comparison with literature data. The obtained results showed the abundance of triterpenoids and flavonoids particularly flavones in C. granatensis. Apigenin (3) could be used as a chemotaxonomic marker of this genus due to its presence in approximately forty plant species. Furthermore, tiliroside (2) and stigmasteryl-3-O-β-D-glucoside-6′-palmitate (18) were first detected in Centaurea genus, but had previously been found in species of the Asteraceae family. Additionally, the chemotaxonomic significance of all isolated molecules was fully discussed.