Oleanolic acid: A promising antidiabetic metabolite detected in Aglianico grape pomace

Grape pomace, a bulky component of winery waste, is a source of healthy compounds. So far, scientific research has mainly focused on its polyphenol content, but given the impressive number of bioactivities shown by grape pomace, it is not unlikely that, besides polyphenols, additional metabolites, so far undetected, may be involved. In order to verify such hypothesis, an in-depth chemical analysis of Aglianico (Vitis vinifera) grape pomace was conducted by NMR and LC-MS/MS. In addition to a number of polyphenols, a remarkable concentration of oleanolic acid (0.45 mg/g - fresh weight) was determined in the analyzed material. Oleanolic acid is a natural triterpenoid showing many bioactivities including antitumor, anti-inflammatory, antibiotic and antiviral properties. Also, it was proven a potential antidiabetic molecule in Type1 Diabetes rats. Hence, its influence on the mitochondrial and glucose uptake activities of C2C12 myoblast was here assessed, thus supporting oleanolic acid as a promising antidiabetic metabolite

The Impact of Geographical Location on the Chemical Compositions of Pimpinella lutea Desf. Growing in Tunisia

Essential oils are generally produced to confer the protection of medicinal plants against several natural enemies. Variations of chemical and physical environmental factors exert significant influences on plant development. They hence may affect the quality and quantity of volatile organic metabolites of interest and, therefore, the economic applications of essential oils. This research focused on the effects of the harvest region on the production and analytes present in Tunisian Pimpinella lutea Desf. Apiaceae that were collected in three different growing environments (North and South Bizerta and Tabarka). Essential oils extracted from a variety of genotypes were analyzed, for the first time, using gas chromatography and mass spectrometry (GC/FID and GC/MS). The determination of the percentage of essential oil components allowed the recognition of three chemotypes: α-trans-Bergamotene quantified at a percentage of 18.1% in North Bizerta (NBEO), muurola-4,10(14)-dien-1-β-ol identified in South Bizerta (10.1%, SBEO) and acora-3,7(14)-dien present in a high level of 29.1% in Tabarka population (TEO). The richness of different populations in sesquiterpenes (60.2–78.1%) suggests that Pimpinella lutea Desf. may be used in different industrial segments

Metabolite profiling, enzyme inhibitory activity and antioxidant potential of different extracts from Glycyrrhiza foetida Desf. (Fabaceae, Galegeae, Glycyrrhizinae)

Obesity, a risk factor for the development of type 2 diabetes, represents a socio-economic burden for healthcare systems. Consequently multiple studies aiming to facilitate early diagnostic and prevent complications have demonstrated the promising role of phenolic derivatives on diabetes management. In this frame, the present study aimed to establish for the first time the chemical ingredients and to appraise the antioxidant and the enzyme inhibitory properties of Glycyrrhiza foetida aerial parts and roots extracts using methanol, ethyl acetate and chloroform solvents. The phytochemicals were analyzed via (HPLC-MS/MS). In addition, the extracts were tested for inhibitory activities against α-amylase, α-glucosidase, acetylcholinesterase, butyrylcholinesterase, and tyrosinase. The antioxidant capabilities were evaluated using various methods (phospho‐molybdenum, DPPH, ABTS, FRAP, CUPRAC, and metal chelating assays). Notably, twenty-nine secondary metabolites, namely eleven phenolic acids, seventeen flavonoids and a non-phenolic acid have been identified. Delphinidin 3,5-diglucoside, rutin, isoquercitrin, hyperoside, catechin, phloridzin and hesperidin were the major compounds in the aerial parts extracts while trans-cinnamic acid was the dominant compound in roots. Among phenolic acids, vanillic acid was found to be the main constituent in all extracts. The tested extracts were found to yield TPC in amounts ranging from 34.08 to 49.36 mg GAE/g and TFC ranging from 7.01 to 45.74 mg RE/g. G. foetida extracts showed interesting in vitro antioxidant properties. Additionally, all extracts showed a significant anti-tyrosinase activity, with inhibition values ranging between 52.84 and 80.34 mg KAE/g. Thus, G. foetida remains an exceptional matrix for further investigations and application in cosmetics and food additives

Chemical composition, antifungal and antibiofilm activities of essential oils from Glycyrrhiza foetida (Desf.) growing in Tunisia

This study was designated to investigate the chemical composition, the antifungal activity and antibiofilm properties of Glycyrrhiza foetida (Desf.) growing in Tunisia and recognized for its pharmacological and therapeutic effects. The chemical analysis of essential oil samples prepared via hydrodistillation of the aerial parts was performed by gas chromatography-mass spectrometry (GC-MS). Moreover, the antifungal activity of G. foetida essential oil was developed against three dermatophyte strains, two molds and Candida spp. yeasts using the broth microdilution assay. According to the percentages, the main constituents are delta-cadinene (13.9%), (E)-caryophyllene (13.2%) and gamma-cadinene (8.3%). The efficiency of the essential oil in inhibiting Candida albicans biofilms formation was also evaluated in terms of inhibitory percentages. The results showed that C. albicans and Microsporum canis were the most sensitive to G. foetida essential oil with a complete inhibition at 0.4 and 0.2 mg ml(-1), respectively. Candida albicans biofilm development was reduced by 80% by the volatile oil at a concentration of 0.8 mg ml(-1). The essential oil of G. foetida has a promising role in the control of fungal agents with medical interest and in inhibition of Candida biofilm development

PPARα/γ-Targeting Amorfrutin Phytocannabinoids from Aerial Parts of Glycyrrhiza foetida

An LC-MS/MS-guided analysis of the aerial parts of Glycyrrhiza foetida afforded new phenethyl (amorfrutin)- and alkyl (cannabis)-type phytocannabinoids (six and four compounds, respectively). The structural diversity of the new amorfrutins was complemented by the isolation of six known members and the synthesis of analogues modified on the aralkyl moiety. All of the compounds so obtained were assayed for agonist activity on PPAR alpha and PPAR gamma nuclear receptors. Amorfrutin A (1) showed the highest agonist activity on PPAR gamma, amorfrutin H (7) selectively targeted PPAR alpha, and amorfrutin E (4) behaved as a dual agonist, with the pentyl analogue of amorfrutin A (11) being inactive. Decarboxyamorfrutin A (2) was cytotoxic, and modifying its phenethyl moiety to a styryl or a phenylethynyl group retained this trait, suggesting an alternative biological scenario for these compounds. The putative binding modes of amorfrutins toward PPAR alpha and PPAR gamma were obtained by a combined approach of molecular docking and molecular dynamics simulations, which provided insights on the structure-activity relationships of this class of compounds