title: Isolation and structure elucidation of bioactive compounds from the roots of the Tunisian Ononis angustissima L.
abstract: A phytochemical investigation of the roots of Ononis angustissima L. (Fabaceae) offered to the bio-guided isolation of new isoflavone 3-(4-(glucopyranosyloxy)-5-hydroxy-2-methoxyphenyl)-7-hydroxy-4H-chromen-4-one 1, together with nine known compounds, ononin 2, formononetin 3, (+)-puerol A-2'-O-β-D-glucose 4, (-)-puerol B-2'-O-β-D-glucopyranose ((-)-sophoraside A) 5, (+)-puerol A 6, (-)-trifolirhizin 7, (-)-trifolirhizin-6'-O-malonate 8, (-)-maackiain 9 and (-)-medicarpin 10. Compounds 2-10 were isolated and identified for the first time in Ononis angustissima. We investigated antioxidant capacities of isolated molecules and results showed that compound 6 exhibited the highest antioxidant activity with IC50 values of 19.53 μg/mL, 28.29 μg/mL and 38.53 μg/mL by DPPH radical, ABTS radical cation and reducing power assay, respectively, and an interesting IC50 (20.45 μg/mL) of 1 against DPPH. In addition, the neuroprotective activity of six isolated molecules (4-7, 9, 10) were evaluated. Following the exposure of PC12 cells to Aβ25-35, compounds 9 and 10 triggered a significant increase of cell viability and in a dose dependent manner.
authors.affiliation: Laboratory of Heterocyclic Chemistry, Natural Products and Reactivity, Team: Medicinal Chemistry and Natural Products, Faculty of Science of Monastir, University of Monastir, Avenue of Environment, 5019 Monastir, Tunisia.
authors.forename: Lotfi
authors.initials: L
authors.lastname: Ghribi
authors.affiliation: Univ. de Bordeaux, ISVV, EA 3675 GESVAB, 33140 Villenave d'Ornon, France.
authors.forename: Pierre
authors.initials: P
authors.lastname: Waffo-Téguo
authors.affiliation: Univ. de Bordeaux, ISVV, EA 3675 GESVAB, 33140 Villenave d'Ornon, France.
authors.forename: Stéphanie
authors.initials: S
authors.lastname: Cluzet
authors.affiliation: Univ. de Bordeaux, ISVV, EA 4577, Unité de recherche OENOLOGIE, F-33882 Villenave d'Ornon, France.
authors.forename: Axel
authors.initials: A
authors.lastname: Marchal
authors.affiliation: Univ. de Bordeaux, ISVV, EA 3675 GESVAB, 33140 Villenave d'Ornon, France.
authors.forename: Jessica
authors.initials: J
authors.lastname: Marques
authors.affiliation: Univ. de Bordeaux, ISVV, EA 3675 GESVAB, 33140 Villenave d'Ornon, France.
authors.forename: Jean-Michel
authors.initials: JM
authors.lastname: Mérillon
authors.affiliation: Laboratory of Heterocyclic Chemistry, Natural Products and Reactivity, Team: Medicinal Chemistry and Natural Products, Faculty of Science of Monastir, University of Monastir, Avenue of Environment, 5019 Monastir, Tunisia. Electronic address: hich.benjannet@yahoo.fr.
authors.forename: Hichem
authors.initials: H
authors.lastname: Ben Jannet
mesh_terms: D000818:Animals; D000975:Antioxidants / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D052160:Benzothiazoles / Q000037:antagonists & inhibitors; D001713:Biphenyl Compounds / Q000037:antagonists & inhibitors; D002470:Cell Survival / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D005609:Free Radicals / Q000037:antagonists & inhibitors; D015394:Molecular Structure; D000068757:Ononis / Q000737:chemistry*; D016716:PC12 Cells; D010851:Picrates / Q000037:antagonists & inhibitors; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D018517:Plant Roots / Q000737:chemistry*; D051381:Rats; D013329:Structure-Activity Relationship; D013451:Sulfonic Acids / Q000037:antagonists & inhibitors; D014416:Tunisia
chemical_list: D000975:Antioxidants; D052160:Benzothiazoles; D001713:Biphenyl Compounds; D005609:Free Radicals; D010851:Picrates; D010936:Plant Extracts; D013451:Sulfonic Acids; C002502:2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid; C004931:1,1-diphenyl-2-picrylhydrazyl
keywords: Antioxidant; Aromatic lactones; Fabaceae; Isoflavones; NMR; Neuroprotective; Ononis angustissima; Pterocarpans