New Insights into the Phytochemical Profile and Biological Properties of Lycium intricatum Bois. (Solanaceae).

This work aimed to boost the valorisation of Lycium intricatum Boiss. L. as a source of high added value bioproducts. For that purpose, leaves and root ethanol extracts and fractions (chloroform, ethyl acetate, n-butanol, and water) were prepared and evaluated for radical scavenging activity (RSA) on 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2'-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radicals, ferric reducing antioxidant power (FRAP), and metal chelating potential against copper and iron ions. Extracts were also appraised for in vitro inhibition of enzymes implicated on the onset of neurological diseases (acetylcholinesterase: AChE and butyrylcholinesterase: BuChE), type-2 diabetes mellitus (T2DM, α-glucosidase), obesity/acne (lipase), and skin hyperpigmentation/food oxidation (tyrosinase). The total content of phenolics (TPC), flavonoids (TFC), and hydrolysable tannins (THTC) was evaluated by colorimetric methods, while the phenolic profile was determined by high-performance liquid chromatography, coupled to a diode-array ultraviolet detector (HPLC-UV-DAD). Extracts had significant RSA and FRAP, and moderate copper chelation, but no iron chelating capacity. Samples had a higher activity towards α-glucosidase and tyrosinase, especially those from roots, a low capacity to inhibit AChE, and no activity towards BuChE and lipase. The ethyl acetate fraction of roots had the highest TPC and THTC, whereas the ethyl acetate fraction of leaves had the highest flavonoid levels. Gallic, gentisic, ferulic, and trans-cinnamic acids were identified in both organs. The results suggest that L. intricatum is a promising source of bioactive compounds with food, pharmaceutical, and biomedical applications.

A new ionone derivative from Lycium intricatum Boiss. (Solanaceae).

Lycium intricatum Boiss also called 'Awsadj' is a subshrub belonging to the Solanaceae family and producing red berries. In the present work, we report the isolation of a new compound, ((1 R,3aR,7aS)-3a,7-dimethyl-1-((E)-prop-1-en-1-yl)-1,3a,4,7a-tetrahydroisobenzofuran-5(3H)-one (1)). Three known compounds were also isolated for the first time from L. intricatum, and identified as isoscopoletin (2), 3,4,5-trimethoxybenzyl alcohol (3), and (+)-isolariciresinol (4). Compounds 1-4 were isolated from the extract of leaves using chromatographic techniques, and the structure of compound 1 was fully elucidated by NMR, MS and ECD experiments.

Analysis and chemotaxonomic significance of pyrrolizidine alkaloids from two Boraginaceae species growing in Algeria.

In the current study the pyrrolizidine alkaloid profiles of the species Echium sabulicola ssp. decipiens (Pomel) Klotz and Solenanthus lanatus DC were studied in various extracts. In addition, a chemotaxonomic study within the genus and the family was carried out. The analysis was carried out by using gas chromatography coupled to mass spectrometry and by comparing the Kovats Indices and molecular and fragment ions with literature data. Twenty-three alkaloids were tentatively identified. The results showed the presence of already reported compounds as well as previously unreported ones leading both to a confirmation of the botanical classification of the two studied species and to a brand new path in the chemotaxonomy of Boraginaceae family. The presence of some pyrrolizidine alkaloids sets limits for the usage of these plants for medicinal purposes. The identified compounds confirm the botanical classification of the studied species as members of the Boraginaceae family and their presence advices against their use in the ethnopharmacological field.

First study on the pyrrolizidine alkaloids of Pardoglossum cheirifolium (L.) E.Barbier & Mathez.: GC-MS analysis of their volatile components in the whole plant.

In this work, the first study on the pyrrolizidine alkaloids content of Pardoglossum cheirifolium (L.) E.Barbier & Mathez. was reported. The studied exemplar was collected in Algeria and the analysis was carried out by means of GC-MS on the crude base extract deriving from the whole plant. Nine compounds were tentatively identified and they all represent new phytochemicals at the species level. Their presence confirms the botanical classification of the plant as a member of the Boraginaceae family. In addition, it points out some interesting chemosystematic relations within the family.

Alkaloids and sesquiterpenes from roots and leaves of Lycium europaeum L. (Solanaceae) with antioxidant and anti-acetylcholinesterase activities.

Lycium europaeum L. is a spiny shrub of the Solanaceae family, known in Algeria as 'Awsaj' and used as food and herbal remedy. The phytochemical investigation of the alkaloid extract of roots and leaves led to the isolation and characterisation of one alkaloid (harmine (3)) and four sesquiterpenes (C-1' epimer of (2 R,5S,10R)-2-(1',2'-dihydroxy-1'-methylethyl)-6,10-dimethylspiro[4,5]dec-6-en-8-one (1), C-1' epimer of 2-(1',2'-di-hydroxy-1'-methylethyl)-6,10-dimethylspiro[4,5]dec-6,9-dien-8-one (2), (+)-dehydrovomifoliol (4), vomifoliol (5)). Their structures were elucidated using NMR and MS spectroscopic data. The isolated compounds were characterised for the first time from the genus Lycium. All isolated compounds have shown antioxidant and acetylcholinesterase (AChE) inhibitory activities in the bioautography assays. The ethanolic and alkaloid extracts of roots and leaves were also tested, and, particularly, the alkaloid extracts were the most active ones as antioxidant and AChE inhibitors.

Phytochemical profiles, antioxidant and anti-acetylcholinesterasic activities of the leaf extracts of Rhamnus lycioides subsp. oleoides (L.) Jahand. & Maire in different solvents.

In this work, the extracts obtained with different solvents from the leaves of Rhamnus lycioides subsp. oleoides (L.) Jahand. & Maire were studied for their phytochemical profile and then for their antioxidant and acetylcholinesterase inhibitory activities. The phytochemical profiles of the extracts in n-hexane, dichloromethane, ethyl acetate, methanol, anthraquinone rich and water, showed the presence of different compounds belonging to several classes of natural products such as flavonoids, anthraquinones, saccharides and fatty acids. For what concerns the biological tests, the ethyl acetate, methanol and anthraquinone rich extracts showed the highest activities in both assays due to the high amount of compounds possessing those properties such as flavonoids and anthraquinones. By consequence, these specific extracts of the species may be considered to be potential sources of natural antioxidant and anti-acetylcholinesterasic compounds.

Acetylcholinesterase inhibitory activity of pyrrolizidine alkaloids from Echium confusum Coincy.

Four pyrrolizidine alkaloids, namely 7-O-angeloyllycopsamine N-oxide 1, echimidine N-oxide 2, echimidine 3 and 7-O-angeloylretronecine 4, were isolated for the first time from the whole plant ethanolic extract of Echium confusum Coincy, through bioassay-guided approach. Their structures were determined by spectroscopic means. All the isolates compounds showed moderate activities in inhibiting AChE, with IC50 0.276-0.769.

Pyrrolizidine alkaloids from Solenanthus lanatus DC. with acetylcholinesterase inhibitory activity.

The whole plant ethanolic extract of Solenanthus lanatus was used for the isolation of acetylcholinesterase inhibitors. A new pyrrolizidine alkaloid, 7-O-angeloylechinatine N-oxide, 1, was isolated together with three known compounds of the same class (3'-O-acetylheliosupine N-oxide, 2, heliosupine N-oxide, 3, and heliosupine, 4), by bioassay-guided approach. Their structures were elucidated by spectroscopic methods. All the isolated compounds showed inhibition activity against the AChE, with IC50 0.53-0.60 mM.