Changes of Peel Essential Oil Composition of Four Tunisian Citrus during Fruit Maturation

The present work investigates the effect of ripening stage on the chemical composition of essential oil extracted from peel of four citrus: bitter orange (Citrus aurantium), lemon (Citrus limon), orange maltaise (Citrus sinensis), and mandarin (Citrus reticulate) and on their antibacterial activity. Essential oils yields varied during ripening from 0.46 to 2.70%, where mandarin was found to be the richest. Forty volatile compounds were identified. Limonene (67.90–90.95%) and 1,8-cineole (tr-14.72%) were the most represented compounds in bitter orange oil while limonene (37.63–69.71%), β-pinene (0.63–31.49%), γ-terpinene (0.04–9.96%), and p-cymene (0.23–9.84%) were the highest ones in lemon. In the case of mandarin, the predominant compounds were limonene (51.81–69.00%), 1,8-cineole (0.01–26.43%), and γ-terpinene (2.53–14.06%). However, results showed that orange peel oil was dominated mainly by limonene (81.52–86.43%) during ripening. The results showed that ripening stage influenced significantly the antibacterial activity of the oils against Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa. This knowledge could help establish the optimum harvest date ensuring the maximum essential oil, limonene, as well as antibacterial compounds yields of citrus

Phenolic Compounds and Skin Permeability: An In Silico Investigation

Background: The skin is the largest organ of the body and provides the main barrier between the internal and external environment. Assessment of skin permeability is of critical importance for understanding and predicting in vivo efficacy and bioavailability of bioactive phenolic compounds. Objectives: This study investigated the relationship between skin permeability and phenolic compounds using in silico methods. Methods: Screening of skin permeability was performed on 475 randomly selected phenolic compounds. Molecules were expressed in SMILE format downloaded from Phenol-Explorer Database (version 3.6, 2016). Then, their skin permeability was determined by the linear model of the quantitative structure-activity relationship (QSAR). The obtained results were investigated for normal distribution and correlation with pharmacological properties. Results: Our investigation showed that ferulate hydroxycinnamic acid derivatives were the most important phenolic subclass with a permeability of -1.65 cm/s. The relationship between permeability and lipophilicity, water solubility, synthetic accessibility, and bioavailability was evaluated. The statistical analysis revealed that the highest skin permeability was associated with three parameters: the topological polar surface area (TPSA), molecular weight, and lipophilicity (iLog P). Conclusion: The cutaneous permeability depended on several chemical parameters of the molecule used. The classification of phenolic compounds according to their structures proved a wide variability in this permeability

Pistacia lentiscus L. edible oil: green extraction with bio-based solvents, metabolite profiling and in vitro anti-inflammatory activity☆

This study assesses, qualitatively and quantitatively, the performance of ten bio-based solvents to replace hexane for the extraction of oil from Pistacia lentiscus edible fruits. Solvent screening was achieved through theoretical approach using the COnductor-like Screening MOdel for Realistic Solvation (COSMO-RS) predictions and an experimental protocol based on GC-FID and HPTLC analysis. Unsupervised multivariate analyses were performed on GC-FID and HPTLC data. Experiments corroborated theoretical predictions indicating that MeTHF was the best alternative solvent to replace hexane. Moreover, the obtained extract exhibited a good anti-inflammatory activity, inhibiting by 91.9% NO release in RAW 264.7 macrophages. These findings highlighted the potential of green solvents especially MeTHF in lipid extraction and exhibited that P. lentiscus oil presents a potential anti-inflammatory property and great nutritional value, notably high amount of oleic and linoleic acid, thus encouraging its valorization in food, cosmetic or pharmaceutical industry

Antioxidant and antimicrobial phenolic compounds from extracts of cultivated and wild-grown Tunisian Ruta chalepensis

Abstract The antioxidant and antibacterial activities of phenolic compounds from cultivated and wild Tunisian Ruta chalepensis L. leaves, stems, and flowers were assessed. The leaves and the flowers exhibited high but similar total polyphenol, flavonoid, and tannin content. Moreover, two organs showed strong, although not significantly different, total antioxidant activity, 2,2-diphenyl-1-picrylhydrazyl scavenging ability, and reducing power. Investigation of the phenolic composition showed that vanillic acid and coumarin were the major compounds in the two organs, with higher percentages in the cultivated organs than in the spontaneous organs. Furthermore, R. chalepensis extracts showed marked antibacterial properties against human pathogen strains, and the activity was organ- and origin-dependent. Spontaneous stems had the strongest activity against Pseudomonas aeruginosa . From these results, it was concluded that domestication of Ruta did not significantly affect its chemical composition and consequently the possibility of using R. chalpensis organs as a potential source of natural antioxidants and as an antimicrobial agent in the food industry

Green Extraction of Fennel and Anise Edible Oils Using Bio-based Solvent and Supercritical Fluid: Assessment of Chemical Composition, Antioxidant Property and Oxidative Stability

The aim of this study was to evaluate the replacement aspects of conventional methods (petroleum-based solvent and Folch assay) by alternative methods (bio-based and biodegradable solvent 2-methyltetrahydrofuran (MeTHF) and supercritical CO2 (SC-CO2)) for seed oil extraction from anise (Pimpinella anisum L.) and fennel (Foeniculum vulgare Mill.). Results showed that the highest oil yield of aniseeds was obtained by using Folch (24.07%) and MeTHF (23.65%) extraction methods whereas fennel seeds had 20.02% and 18.72%, respectively. Fatty acid composition of both seed oils obtained by the two green extraction methods was similar to the conventional ones with the predominance of petroselinic acid (54.22–61.25% in fennel and 42.39– 48.97% in anise). Besides, SC-CO2 method allowed to obtain the maximum of sterol content in anise (3.85 mg/g of oil) and fennel (4.64 mg/g of oil) seed oils. Furthermore, anise and fennel seed oils extracted with MeTHF method significantly showed higher total phenolic content (2.43 and 1.32 mg GA/g oil, respectively), stronger antioxidant activity (9.23 and 5.04 μmol TEAC/g oil, respectively), and oxidative stability (8.23 and 10.15 h, respectively) than the other methods (p < 0.05). In conclusion, MeTHF appeared to be a good substitute to petroleum solvents for recovery of high oil quality from Pimpinella anisum and Foeniculum vulgare seeds.MESRS LR15CBBC0

Green Solvent to Substitute Hexane for Bioactive Lipids Extraction from Black Cumin and Basil Seeds

A comparative study of bioactive lipids extraction from black cumin (Nigella sativa L.) and basil (Ocimum basilicum L.) seeds using conventional petroleum-based solvent and green solvent 2-methyltetrahydrofuran (MeTHF) was performed. MeTHF extraction allowed obtaining the highest oil yield in black cumin (34%). Regarding fatty acids composition, linoleic acid (61%) and α-linolenic (78%) were relevant in black cumin and basil green and conventionally extracted oils, respectively. Besides, MeTHF allowed obtaining higher tocopherols and total phenolics contents in black cumin (400 mg/kg of oil and 12 mg EGA/g oil) and basil (317 mg/kg oil and 5 mg EGA/g oil) compared to hexane-extracted ones. The content of major phenolic compounds in the two seed oils, trans-hydroxycinnamic acid, rosmarinic acid, and thymol was enhanced by MeTHF extraction. Furthermore, MeTHF-extracted oils possess stronger antioxidant activities (radical scavenging, total antioxidant, and β-carotene bleaching activities) and high and similar anti-inflammatory capacity to hexane-extracted oils. In conclusion, the results revealed that MeTHF is efficient to replace hazardous solvents to extract oil from black cumin and basil seeds rich in compounds relevant to the human diet, including essential polyunsaturated fatty acids (n-6 and n-3), tocopherols, and phenolic compounds with improved biological activities.Peer reviewe

Eco-extraction of aniseed oil: Use of green solvent as alternative solvent to n-hexane

Pimpinella anisum L. (anise) seeds have been widely used as a culinary ingredient as well as traditional remedies for the treatment of different disorders in the folk medicine systems of different civilizations. Its essential oil show many properties and is already well studied and used. The lipid fraction of the seeds has also already been investigated. Petroselinic acid was the most prevalent fatty acid in anis oil seeds. This one also presents several properties. Nowadays, fixed oils are extracted with the help of petrosolvents. This raise issues regarding environment and security, but also public health. Regulations are more and more strict and alternative more and more searched. In general, those ones consist in the use of substitution solvents. Thus, the purpose of this work was designed to evaluate the performances of a green solvent compared to n-hexane in aniseed oil extraction

Antioxidant and selective anticancer activities of two Euphorbia species in human acute myeloid leukemia

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