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1.
Planta Med ; 85(11-12): 947-956, 2019 Aug.
Article in English | MEDLINE | ID: mdl-31163459

ABSTRACT

In this paper, the isolation of five new guaianolides (1:  - 5: ) and four (6:  - 9: ) known sesquiterpenes from Ormenis mixta aerial parts is reported. The structural determination of the guaianolides was obtained by NMR spectroscopic data, as well as MS experiments. Their relative configurations were assigned by a combined quantum mechanical/NMR approach, comparing the experimental 13C/1H NMR chemical shift data and 1 J H-H homonuclear coupling constants with the related predicted values. The isolates were assayed for their anti-inflammatory potential evaluating nitric oxide release and cyclooxygenase-2 expression in J774A.1 macrophages treated with lipopolysaccharide from Escherichia coli. Our results indicated that, among the tested compounds, 1:  - 3: , and 7: were able to inhibit nitric oxide release, while all were able to inhibit cyclooxygenase-2 expression with different potencies.


Subject(s)
Anti-Inflammatory Agents/pharmacology , Chamomile/chemistry , Sesquiterpenes, Guaiane/pharmacology , Animals , Anti-Inflammatory Agents/chemistry , Anti-Inflammatory Agents/isolation & purification , Cell Line , Cyclooxygenase 2/metabolism , Macrophages/drug effects , Macrophages/metabolism , Magnetic Resonance Spectroscopy , Mice , Nitric Oxide/metabolism , Plant Components, Aerial/chemistry , Sesquiterpenes, Guaiane/chemistry , Sesquiterpenes, Guaiane/isolation & purification
2.
Nat Prod Res ; 35(10): 1639-1643, 2021 May.
Article in English | MEDLINE | ID: mdl-31140314

ABSTRACT

In this study, phytochemical profiling of hydro-alcoholic extract of Ammoides atlantica aerial parts has been carried out using RP-UHPLC-ESI-QTOF-MS in negative ionization mode Chemical characterization was established according to the MS and MS/MS spectra. A total of 66 chemical compounds were detected. Among these, 45 compounds were identified: hydroxycinnamic acid and derivatives (26), hydroxybenzoic acids (4), flavones (11), flavonols (3), and a lignan. Total phenolics (371.57 mg/g) and total flavonoids (41.02 mg/g) contents were also determined. Moreover, the antioxidant activity of A. atlantica extract was also studied by six methods: DPPH (IC50: 23.31 µg/mL), ABTS+ (IC50: 11.31 µg/mL), O2- DMSO alkaline (IC50: 3.19 µg/mL), ferrous ions chelating assays (IC50: 102.35 µg/mL), reducing power (A0.50: 92.70 µg/mL) and CUPRAC (A0.50: 13.56 µg/mL) assays. These results suggest that the antioxidant activity of the hydroalcoholic extract was comparable to common antioxidant additives in most of the tests, representing a good alternative.


Subject(s)
Antioxidants/pharmacology , Apiaceae/chemistry , Flavonoids/pharmacology , Hydroxybenzoates/pharmacology , Spectrometry, Mass, Electrospray Ionization , Antioxidants/chemistry , Chromatography, High Pressure Liquid , Coumaric Acids/chemistry , Coumaric Acids/pharmacology , Flavonoids/chemistry , Hydroxybenzoates/chemistry , Phenols/analysis , Phytochemicals/chemistry , Phytochemicals/pharmacology , Plant Extracts/chemistry , Tandem Mass Spectrometry
3.
Nat Prod Res ; 31(24): 2828-2835, 2017 Dec.
Article in English | MEDLINE | ID: mdl-28281364

ABSTRACT

A previously undescribed phenolic sulphate ester, potassium 34-dihydroxy-3-methoxybenzoic acid methyl ester-5-sulphate (1), along with nine known flavonoids, kaempferol-3-O-potassium sulphate-4',7-dimethyl ether (2), kaempferol-4',7-dimethyl ether (3), rhamnocitrin-3-O-potassium sulphate (4), rhamnocitrin (5), kaempferol (6), quercetin (7), afzelin (8), quercetin-3-O-α-l-rhamnopyranoside (9) and luteolin-3'-O-potassium sulphate (10) were isolated from the aerial parts of Tamarix balansae. Structures elucidation was performed by comprehensive 1D and 2D NMR analyses, mass spectrometry and by comparison with literature data. The antibacterial assay against Enterococcus faecalis, Staphylococcus aureus, Staphylococcus epidermidis, Escherichia coli and Pseudomonas aeruginosa bacteria showed a good activity for 2, 3, 7 and 9, with MICs ranging from 62.5 to 250 µg/mL. The abilities of these compounds to scavenge the DPPH were evaluated. Compounds 1, 7, 9 and 10 exhibited a good antiradical activity potential with IC50 values ranging from 3.0 to 115.5 µg/mL, compared with ascorbic acid (IC50 7.4 µg/mL) which was used as positive control.


Subject(s)
Anti-Bacterial Agents/chemistry , Antioxidants/chemistry , Plant Components, Aerial/chemistry , Tamaricaceae/chemistry , Anti-Bacterial Agents/isolation & purification , Anti-Bacterial Agents/pharmacology , Antioxidants/isolation & purification , Antioxidants/pharmacology , Bacteria/drug effects , Flavonoids/chemistry , Flavonoids/isolation & purification , Flavonoids/pharmacology , Free Radical Scavengers/chemistry , Free Radical Scavengers/isolation & purification , Free Radical Scavengers/pharmacology , Microbial Sensitivity Tests , Molecular Structure , Phenols/chemistry , Phenols/isolation & purification , Phenols/pharmacology , Plant Extracts/chemistry
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