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1.
Iran J Pharm Res ; 19(1): 282-291, 2020.
Article in English | MEDLINE | ID: mdl-32922487

ABSTRACT

In the present work, chemical investigation of the aerial parts of Phlomis bovei de Noé an endemic species from Algeria, led to the isolation and identification of seven known compounds including five flavones glycosides: Chrysoeriol 7-O-(3''-(E et Z)-p-coumaroyl)-ß-glucoside (1), terniflorin (apigenin-7-O-(6''-E-p-coumaroyl)glucoside) (3), apigenin-7-O-(6''-(5'''-methoxy-coumaryl) glucoside (4), apigenin 7-O-(3″-p-coumaryl)glucoside (5), hispidulin-7-O-glucuronide (6) and two cinnamic acid derivatives: p-coumaric acid methyl ester (E et Z) (2), chlorogenic acid (7). Compound 4 is described for the first time in the species bovei de Noé, the genus Phlomis and the Lamiaceae family. Structures elucidation was performed by comprehensive 1D and 2D NMR analyses, mass spectrometry and by comparison with literature data. Some pure compounds and extracts have been evaluated for their antioxidant activities through different methods: DPPH and ABTS assays as well as CUPRAC assay. Genotoxic and antigenotoxic activities of pure compounds were also evaluated in-vitro on Escherichia coli PQ37 cells by the SOS Chromotest.

2.
Medicines (Basel) ; 5(2)2018 Mar 22.
Article in English | MEDLINE | ID: mdl-29565294

ABSTRACT

Background:Capnophyllum peregrinum (L.) Lange (Apiaceae) is the unique taxon of capnophyllum genus in Algerian flora. It has never been investigated in regards to its total phenolic and flavonoid contents and antioxidant and photoprotective activities. Methods:C. peregrinum aerial parts extracted with absolute methanol. The total flavonoid and phenolic contents of the extract were evaluated to determine their correlation with the antioxidant and photoprotective activities of the extract. Results: The methanolic extract demonstrated a significant amount of phenolics and flavonoids (74.06 ± 1.23 mg GAE/g, 44.09 ± 2.13 mg QE/g, respectively) and exhibited good antioxidant activity in different systems, especially in 1,1-Diphenyl-2-picrylhydrazyl (DPPH), reducing power and total antioxidant capacity assays. Furthermore the extract showed high photoprotective activity with the sun protection factor (SPF) value = 35.21 ± 0.18. Conclusions: The results of the present study show, that the methanolic extract could be used as a natural sunscreen in pharmaceutics or cosmetic formulations and as a valuable source of natural antioxidants.

3.
Asian Pac J Trop Med ; 7S1: S481-4, 2014 Sep.
Article in English | MEDLINE | ID: mdl-25312171

ABSTRACT

OBJECTIVE: To investigate the phytochemical composition, the antioxidant and antibacterial activities of Bituminaria bituminosa L. (Fabaceae) (B. bituminosa). METHODS: The aerial parts of B. bituminosa yielded two compounds. The structures of these compounds were determinated using UV, (1)H-NMR and (13)C-NMR experiments and comparison of their spectroscopic properties with literature data. The antibacterial activity of the extracts (CH2Cl2, ethyl acetate and n-BuOH) was determinated using disk diffusion method against standard and clinical strains. Antioxidant potential of n-BuOH extract was evaluated through two methods: DPPH and cupric ion reducing antioxidant capacity assay. RESULTS: The n-BuOH extract from B. bituminosa yielded the isolation of isoflavone and flavone. The extracts CH2Cl2, ethyl acetate and n-BuOH demonstrated significant antibacterial activities. CH2Cl2 extract showed the maximum antibacterial activity with high concentration of 2 mg/mL against Staphylococcus aureus ATCC 29213, Klebsiella pneumonia and Escherichia coli ATCC 25922 (20.45 mm, 16.41 mm and 15.74 mm inhibition zone, respectively). The value IC50 was 0.26 µg/mL for n-BuOH extract using DPPH method. Whereas the E% value was 0.10 L/mg every centimeter for cupric ion reducing antioxidant capacity assay. CONCLUSIONS: The phytochemical study of B. bituminosa revealed the presence of isoflavone (daidzin) and flavone (isoorientin) and identified for the first time in this specie. The antibacterial activity of the plant B. bituminosa is certainly related to its chemical content. The n-BuOH extract showed a significant antioxidant activity.

4.
Food Chem Toxicol ; 49(12): 3328-35, 2011 Dec.
Article in English | MEDLINE | ID: mdl-21924316

ABSTRACT

In our continual course toward the valorization of traditionally used endemic flora through the analysis of its chemobiodiversity, the phytochemical analysis of aerial parts of Marrubium deserti de Noé was undertaken. Dichloromethane and methanol extracts led to the isolation of terpenoid derivatives among which two were new labdane diterpenes named marrulibacetal A and desertine, respectively. Six of them were known compounds (a mixture of the isomers cyllenin A and 15-epi-cyllenin A, marrubiin, marrulactone, marrulibacetal and ß-stigmasterol) and seven known phenolic compounds were also isolated: apigenin and several 7-O-substituted derivatives (apigenin-7-O-ß-neohesperidoside, apigenin-7-O-glucoside, terniflorin and apigenin-7-O-glucuronide) together with two phenylethanoid glucosides (acteoside and forsythoside B). The structures and relative configurations of the new compounds were elucidated by MS and a series of 1D and 2D NMR analyses. Some pure compounds have been evaluated for their antioxidant activities through different methods: DPPH and ABTS assays as well as CUPRAC assay. Genotoxic and antigenotoxic activities of extracts and pure compounds were also evaluated in vitro on Escherichia coli PQ37 cells by the SOS Chromotest. Some of the isolated compounds like phenylethanoid derivatives showed stronger antioxidant capacity than trolox and were also able to significantly inhibit ß-galactosidase induction caused by the mutagen agent nitrofurantoin.


Subject(s)
Antioxidants/pharmacology , DNA Damage/drug effects , Marrubium/chemistry , Plant Extracts/pharmacology , Apigenin/isolation & purification , Apigenin/pharmacology , Benzothiazoles/analysis , Biphenyl Compounds/analysis , Caffeic Acids/isolation & purification , Caffeic Acids/pharmacology , Diterpenes/isolation & purification , Diterpenes/pharmacology , Flavones/isolation & purification , Flavones/pharmacology , Glucosides/isolation & purification , Glucosides/pharmacology , Glycosides/isolation & purification , Glycosides/pharmacology , Magnetic Resonance Spectroscopy/methods , Methanol/metabolism , Methylene Chloride/metabolism , Phenols/isolation & purification , Phenols/pharmacology , Picrates/analysis , Sulfonic Acids/analysis
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