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1.
Molecules ; 29(17)2024 Aug 30.
Article de Anglais | MEDLINE | ID: mdl-39274964

RÉSUMÉ

The present investigation was performed to figure out the chemical constituents and biological potential of polar extracts (AcOEt and BuOH) from Achillea ligustica, a medicinal species of the Asteraceae family. Liquid chromatography quadrupole time-of-flight mass spectrometry (LC-Q-TOF-MS) was utilized to conduct a preliminary analysis of the phytochemical profiles of the AcOEt and BuOH extracts. The analysis revealed the existence of twenty compounds in the AcOEt extract and twenty-two in the BuOH extract, classified into various types of secondary metabolites. Subsequently, the exudate from the plant yielded five flavonoids, including two 6-methoxyflavonols identified for the first time in this genus. The isolation of compounds from AcOEt and BuOH extracts was achieved through the combined use of column chromatography (silica gel and Sephadex LH-20) and preparative TLC chromatography. The structures have been elucidated using 1D and 2D NMR spectroscopy, alongside comparisons with research data. Our study measured the total phenolic and flavonoid contents and carried out a comprehensive range of antioxidant tests using DPPH, GOR, CUPRAC, reducing power, and O-phenanthroline assays. Both extracts exhibited considerable antioxidant potential and contained high levels of phenolic and flavonoid compounds. The photoprotective effect of the AcOEt and BuOH extracts was evaluated in vitro by measuring the sun protection factor. Both extracts exhibited a high capacity for UV radiation absorption. Consequently, this plant presents an intriguing prospect for future research focused on incorporating it into photoprotective cosmetic products and pharmaceutical formulations.


Sujet(s)
Achillea , Antioxydants , Flavonoïdes , Phénols , Extraits de plantes , Achillea/composition chimique , Antioxydants/composition chimique , Antioxydants/pharmacologie , Extraits de plantes/composition chimique , Extraits de plantes/pharmacologie , Phénols/composition chimique , Phénols/analyse , Phénols/pharmacologie , Flavonoïdes/composition chimique , Flavonoïdes/pharmacologie , Flavonoïdes/analyse , Composés phytochimiques/composition chimique , Composés phytochimiques/pharmacologie , Produits antisolaires/composition chimique , Produits antisolaires/pharmacologie
2.
Sci Rep ; 14(1): 22655, 2024 09 30.
Article de Anglais | MEDLINE | ID: mdl-39349567

RÉSUMÉ

Achillea wilhelmsii K.Koch (Asteraceae) is traditionally used in Kashan (Iran) to control diabetes, headaches, kidney stones and heartburn. Due to its beneficial properties, the aerial parts of the plant were collected from the area of Maragheh (Kashan, Isfahan, Iran), in June 2022, during its full flowering, and the essential oil was obtained by hydrodistillation (Clevenger). The yield, composition and antimicrobial activity of the extractive solution were measured. Qualitative evaluation was performed by means of gas chromatography-mass spectroscopy method, and antimicrobial activity was determined against 12 strains of microorganisms by measuring inhibition halo, minimum inhibitory concentration, and minimum bactericidal concentration (MBC). The yield of essential oil was ~ 0.1071% (w/w) and it mainly contained oxygenated monoterpenes (47.87%), being for the first time fragranol (33.22%), fragranyl acetate (16.18%) and oleic acid (6.33%) the most abundant. The highest inhibitory halo was found against Candida albicans and Gram-positive Staphylococcus aureus (~ 10 mm). The essential oil was also effective against gram-negative bacteria such as Acinetobacter baumannii and Shigella dysenteriae, as the inhibition halo was ~ 9 mm and similar to that of rifampin, used as a reference. Therefore, it seems that this essential oil from and endemic species has a unique chemotype with potential antimicrobial activity, which may be a possible option for fragranol isolation and the production of natural antibiotics effective against various microorganisms.


Sujet(s)
Achillea , Tests de sensibilité microbienne , Huile essentielle , Achillea/composition chimique , Iran , Huile essentielle/pharmacologie , Huile essentielle/composition chimique , Anti-infectieux/pharmacologie , Anti-infectieux/composition chimique , Antibactériens/pharmacologie , Antibactériens/composition chimique , Extraits de plantes/pharmacologie , Extraits de plantes/composition chimique , Candida albicans/effets des médicaments et des substances chimiques , Chromatographie gazeuse-spectrométrie de masse
3.
Drug Deliv ; 31(1): 2372285, 2024 Dec.
Article de Anglais | MEDLINE | ID: mdl-38952133

RÉSUMÉ

In this study, chitosan low molecular weight (LCH) and chitosan medium molecular weight (MCH) were employed to encapsulate a yarrow extract rich in chlorogenic acid and dicaffeoylquinic acids (DCQAs) that showed antiproliferative activity against colon adenocarcinoma cells. The design of CH micro/nanoparticles to increase the extract colon delivery was carried out by using two different techniques: ionic gelation and spray drying. Ionic gelation nanoparticles obtained were smaller and presented higher yields values than spray-drying microparticles, but spray-drying microparticles showed the best performance in terms of encapsulation efficiency (EE) (> 94%), also allowing the inclusion of a higher quantity of extract. Spray-drying microparticles designed using LCH with an LCH:extract ratio of 6:1 (1.25 mg/mL) showed a mean diameter of 1.31 ± 0.21 µm and EE values > 93%, for all phenolic compounds studied. The release profile of phenolic compounds included in this formulation, at gastrointestinal pHs (2 and 7.4), showed for most of them a small initial release, followed by an increase at 1 h, with a constant release up to 3 h. Chlorogenic acid presented the higher release values at 3 h (56.91% at pH 2; 44.45% at pH 7.4). DCQAs release at 3 h ranged between 9.01- 40.73%, being higher for 1,5- and 3,4-DCQAs. After gastrointestinal digestion, 67.65% of chlorogenic and most DCQAs remained encapsulated. Therefore, spray-drying microparticles can be proposed as a promising vehicle to increase the colon delivery of yarrow phenolics compounds (mainly chlorogenic acid and DCQAs) previously described as potential agents against colorectal cancer.


Sujet(s)
Achillea , Prolifération cellulaire , Chitosane , Acide chlorogénique , Tumeurs colorectales , Nanoparticules , Taille de particule , Extraits de plantes , Chitosane/composition chimique , Humains , Extraits de plantes/pharmacologie , Extraits de plantes/administration et posologie , Extraits de plantes/composition chimique , Achillea/composition chimique , Acide chlorogénique/pharmacologie , Acide chlorogénique/administration et posologie , Acide chlorogénique/composition chimique , Nanoparticules/composition chimique , Prolifération cellulaire/effets des médicaments et des substances chimiques , Tumeurs colorectales/traitement médicamenteux , Lignée cellulaire tumorale , Acide quinique/analogues et dérivés , Acide quinique/pharmacologie , Acide quinique/composition chimique , Acide quinique/administration et posologie , Libération de médicament , Systèmes de délivrance de médicaments/méthodes , Antinéoplasiques d'origine végétale/pharmacologie , Antinéoplasiques d'origine végétale/administration et posologie , Antinéoplasiques d'origine végétale/composition chimique , Côlon/effets des médicaments et des substances chimiques , Côlon/métabolisme , Vecteurs de médicaments/composition chimique , Masse moléculaire
4.
Chem Biodivers ; 21(8): e202400946, 2024 Aug.
Article de Anglais | MEDLINE | ID: mdl-38869958

RÉSUMÉ

A new monoterpene, (-)-10-hydroxydihydroactinidiolide (1), along with two known monoterpenes, loliolide (2) and (+)-isololiolide (3), three known megastigmanes, 3α-hydroxy-5ß,6ß-epoxy-ß-ionone (4), 3α-hydroxy-5α,6α-epoxy-ß-ionone (5), and (+)-dehydrovomifoliol (6), a eudesmane-type sesquiterpene, 4α-hydroxy-4ß-methyldihydrocostol (7), a monoterpene, 8-hydroxycarvotanacetone (8), two flavonoids, chrysoeriol (9) and apigenin (10), and a phenylpropanoid, 3-(4-hydroxyphenyl)-1-propanol (11), were isolated from the whole plant of Achillea millefolium. The structure of compound 1 was identified according to spectroscopic data of HRMS and NMR, and its absolute configuration was assigned by 13C NMR calculations with DP4+ probability analyses and ECD calculations. The absolute configuration of compound 6 was determined by ECD calculations. Compounds 3, 6, 9 and 10 could dose-dependently inhibit the NO release in LPS-induced RAW264.7 cells.


Sujet(s)
Achillea , Anti-inflammatoires , Achillea/composition chimique , Souris , Animaux , Cellules RAW 264.7 , Anti-inflammatoires/pharmacologie , Anti-inflammatoires/composition chimique , Anti-inflammatoires/isolement et purification , Monoxyde d'azote/antagonistes et inhibiteurs , Monoxyde d'azote/biosynthèse , Lipopolysaccharides/antagonistes et inhibiteurs , Lipopolysaccharides/pharmacologie , Structure moléculaire , Extraits de plantes/composition chimique , Extraits de plantes/pharmacologie , Extraits de plantes/isolement et purification , Relation structure-activité , Relation dose-effet des médicaments
5.
Molecules ; 29(11)2024 Jun 01.
Article de Anglais | MEDLINE | ID: mdl-38893479

RÉSUMÉ

Chamazulene (CA) is an intensely blue molecule with a wealth of biological properties. In cosmetics, chamazulene is exploited as a natural coloring and soothing agent. CA is unstable and tends to spontaneously degrade, accelerated by light. We studied the photodegradation of CA upon controlled exposure to UVB-UVA irradiation by multiple techniques, including GC-MS, UHPLC-PDA-ESI-MS/MS and by direct infusion in ESI-MSn, which were matched to in silico mass spectral simulations to identify degradation products. Seven byproducts formed upon UVA exposure for 3 h at 70 mW/cm2 (blue-to-green color change) were identified, including CA dimers and CA benzenoid, which were not found on extended 6 h irradiation (green-to-yellow fading). Photostability tests with reduced irradiance conducted in various solvents in the presence/absence of air indicated highest degradation in acetonitrile in the presence of oxygen, suggesting a photo-oxidative mechanism. Testing in the presence of antioxidants (tocopherol, ascorbyl palmitate, hydroxytyrosol, bakuchiol, γ-terpinene, TEMPO and their combinations) indicated the highest protection by tocopherol and TEMPO. Sunscreens ethylhexyl methoxycinnamate and particularly Tinosorb® S (but not octocrylene) showed good CA photoprotection. Thermal stability tests indicated no degradation of CA in acetonitrile at 50 °C in the dark for 50 days; however, accelerated degradation occurred in the presence of ascorbyl palmitate.


Sujet(s)
Azulènes , Huile essentielle , Oxydoréduction , Azulènes/composition chimique , Huile essentielle/composition chimique , Photolyse , Rayons ultraviolets , Antioxydants/composition chimique , Achillea/composition chimique , Artemisia/composition chimique , Spectrométrie de masse en tandem , Chromatographie gazeuse-spectrométrie de masse
6.
PLoS One ; 19(5): e0304072, 2024.
Article de Anglais | MEDLINE | ID: mdl-38820323

RÉSUMÉ

Achillea fragrantissima is a shrub plant that belongs to the Asteraceae family in Arabia and Egypt. It is used as folk medicine and is a good source of phenolic acids, flavonoids, and some active compounds. To investigate the anti-cancer effect of A.fragrantissima on breast cancer MCF-7 cells and find the critical mechanism involved in apoptosis. The toxicity and pharmacokinetic studies of ethanolic extract of A.fragrantissima was examined for anti-breast cancer properties. In turn, cytotoxicity and cell viability were achieved by the MTT method. Furthermore, the trypan blue exclusion and microscopy examination proved the presence of apoptotic cells. Again, fluorescent staining such as AO/EtBr, DCFH-DA, Rho-123, and Hoechst-33342 reveals the cellular cytoplasmic disciplines upon A. fragrantissima effect. Moreover, cellular functioning tests like wound healing, colony formation, and Transwell invasion assay were demonstrated. In addition, the qRT-PCR technique authenticates the A. fragrantissima -induced apoptotic network genes (Caspase-3, Caspase-8, Caspase-9, Cytochrome c, BCL-2, BID, BAX, PARP, PTEN, PI3K, and Akt) expression were evaluated. Mainly, the Immunoblot technique proved the expressed level of apoptotic proteins such as cleaved PARP, CYCS, and FADD. This study confirmed that the A. fragrantissima exerts cytotoxicity at 20 µg/mL for 24 hrs in MCF-7 cells. Also, decreases cellular viability, producing apoptotic cells and damaged cellular surfaces with dead matter. Consequently, it creates ROS species accumulation, loss of mitochondrial membrane potential, and fragmentation of DNA in MCF-7 cells. Furthermore, it arrests cell migration, induces colony-forming ability loss, and suppresses cell invasion. In addition, A. fragrantissima significantly upregulates genes such as caspase-3, 9, cytochrome c, BID, BAX, and PTEN while downregulating the Pi3K/ Akt signaling. Nonetheless, A.fragrantissima induced cleaved PARP, CYCS, and FADD proteins in MCF-7 cells to avail apoptosis.


Sujet(s)
Achillea , Apoptose , Tumeurs du sein , Protéine à domaine de mort associée à Fas , Extraits de plantes , Espèces réactives de l'oxygène , Humains , Apoptose/effets des médicaments et des substances chimiques , Cellules MCF-7 , Achillea/composition chimique , Tumeurs du sein/anatomopathologie , Tumeurs du sein/métabolisme , Tumeurs du sein/génétique , Tumeurs du sein/traitement médicamenteux , Femelle , Espèces réactives de l'oxygène/métabolisme , Extraits de plantes/pharmacologie , Protéine à domaine de mort associée à Fas/métabolisme , Protéine à domaine de mort associée à Fas/génétique , Poly(ADP-ribose) polymerases/métabolisme , Poly(ADP-ribose) polymerases/génétique , Survie cellulaire/effets des médicaments et des substances chimiques , Transduction du signal/effets des médicaments et des substances chimiques , Mouvement cellulaire/effets des médicaments et des substances chimiques , Régulation de l'expression des gènes tumoraux/effets des médicaments et des substances chimiques
7.
Sci Rep ; 14(1): 11843, 2024 05 23.
Article de Anglais | MEDLINE | ID: mdl-38783072

RÉSUMÉ

This study explored the chemical composition, antioxidant activity, and total phenol content of aerial parts from 25 accessions of three Achillea species (Achillea wilhelmsii C. Koch, Achillea vermicularis Trin., and Achillea tenuifolia Lam.). The plants were collected from various natural habitats across Iran, encompassing regions such as Central, Western, Southern, Northern, Western, and Northwestern parts of the country. Subsequently, they were grown together under field conditions. The study revealed significant variation in essential oil yields among accessions of A. wilhelmsii, ranging from 0.01 to 0.107%, A. vermicularis with a range of 0.075 to 1.5%, and A. tenuifolia showing a variation of 0.1 to 2%. The study utilized Gas Chromatography-Mass Spectrometry (GC-MS) analysis, revealing 75, 49, and 75 compounds in the essential oils of A. wilhelmsii, A. tenuifolia, and A. vermicularis, respectively. Major components included camphor, 1,8-cineole, anethole, α-pinene, and phytol in A. wilhelmsii, 1,8-cineole, camphor, levo-carvone, and δ-terpinene in A. vermicularis, and ß-cubebene, elixene, ß-sesquiphellandrene, 1,8-cineole, camphor, and δ-terpinene in A. tenuifolia. The essential oil compositions of A. wilhelmsii and A. vermicularis were predominantly characterized by oxygenated monoterpenes, whereas that of A. tenuifolia was characterized by sesquiterpenes. Cluster analysis grouped accessions into three clusters, with A. tenuifolia forming a distinct group. Principal Component Analysis (PCA) triplot (62.21% of total variance) confirmed these results and provided insights into compound contributions. Furthermore, total phenolic content and antioxidant activity of the accessions of three species were assessed over 2 years. A. tenuifolia exhibited the highest levels in both categories, with statistically significant linear regression between antioxidant activity and total phenol content for A. tenuifolia and A. wilhelmsii. These findings emphasize significant phytochemical diversity within Achillea species, positioning them as promising natural sources of antioxidants. Further exploration and selection of specific accessions within each species are crucial for unlocking their medicinal potential and supporting cultivation and conservation efforts.


Sujet(s)
Achillea , Antioxydants , Chromatographie gazeuse-spectrométrie de masse , Huile essentielle , Composés phytochimiques , Achillea/composition chimique , Achillea/classification , Antioxydants/analyse , Antioxydants/composition chimique , Huile essentielle/composition chimique , Composés phytochimiques/composition chimique , Composés phytochimiques/analyse , Analyse multifactorielle , Phénols/analyse , Phénols/composition chimique , Iran
8.
Carbohydr Polym ; 336: 122117, 2024 Jul 15.
Article de Anglais | MEDLINE | ID: mdl-38670768

RÉSUMÉ

Biopolymer-based electrospun mats, mimicking the extracellular matrix, have been extensively explored in biomedical applications. This study compares Achillea millefolium (AM) and Viola (V) extracts for developing a biocompatible wound dressing. The extracts were incorporated into a Chitosan/polyvinyl alcohol (CS/PVA) matrix via electrospinning. Crosslinking with Carbonyldiimidazole (CDI) improved chemical stability, water resistance, and biodegradability. The resulting mats exhibited flawless interconnected nanofibers, confirming the presence of AM and Viola extracts as analyzed via FTIR. Significant differences were observed between these two herbal extracts, particularly in mechanical properties, with tensile strengths of 6.9 MPa for AM and 17.2 MPa for Viola. Viola extract demonstrated robust antibacterial properties, producing an 8.2 mm inhibition zone against Staphylococcus aureus, compared to AM's 30 %. The release of therapeutic agents indicated an initial rapid phase, followed by a controlled 72 h release at a consistent rate. Notably, Viola extract led to 80.9 % wound closure on the 10th day, surpassing AM extract at 63.7 %. In contrast, the control group achieved only 32.1 % closure. This comparative study underscores the distinct advantages of AM and Viola extracts in wound dressing applications. While AM presents specific strengths, Viola extract exhibits superior mechanical properties, antibacterial efficacy, and accelerated wound closure, suggesting its potential with significant clinical implications.


Sujet(s)
Achillea , Antibactériens , Bandages , Chitosane , Nanofibres , Extraits de plantes , Poly(alcool vinylique) , Staphylococcus aureus , Cicatrisation de plaie , Chitosane/composition chimique , Chitosane/pharmacologie , Poly(alcool vinylique)/composition chimique , Nanofibres/composition chimique , Antibactériens/pharmacologie , Antibactériens/composition chimique , Staphylococcus aureus/effets des médicaments et des substances chimiques , Extraits de plantes/composition chimique , Extraits de plantes/pharmacologie , Achillea/composition chimique , Cicatrisation de plaie/effets des médicaments et des substances chimiques , Animaux , Résistance à la traction , Imidazoles/composition chimique , Imidazoles/pharmacologie , Réactifs réticulants/composition chimique , Tests de sensibilité microbienne
9.
BMC Complement Med Ther ; 24(1): 91, 2024 Feb 16.
Article de Anglais | MEDLINE | ID: mdl-38365652

RÉSUMÉ

BACKGROUND: Methanolic and chloroformic extract of Achillea millefolium and Chaerophyllum villosum were evaluated for HPLC analysis, genotoxic and antioxidant potential. MATERIALS AND METHODS: Genotoxic activity was carried out on human blood lymphocytes via comet assay and antioxidant activity was studied through DPPH method. RESULTS: The genotoxic potential of A. millefolium and C. villosum's methanolic and chloroformic extract was analysed using comet assay technique. Comet shaped human lymphocytes cells were observed when treated with different concentrations (50 mg/mL, 75 mg/mL, 100 mg/mL) of methanolic and chloroformic extract of both plants. Reading was taken on the basis of damaged DNA head and tail length. Greater the length of tail as compared to head, greater will be the damage and vice versa. Total comet score was obtained from A. millefolium subjected to different concentrations. After a time interval of 24 h both the extract showed dose dependant genoprotection with maximum genoprotectivity at 98.7 ± 12.7 and 116 ± 5.3 at 50 mg/100 mL for methanolic and chloroformic extract respectively. Similarly Total Comet score was obtained from C. villosum subjected to different concentrations of methanolic and chloroformic extract. After 24 h exhibited dose dependent genoprotection with maximum protectivity at 85.7 ± 22.0 and 101.7 ± 8.6 at 50 mg/100 mL for methanolic and chloroformic extract were determined. The antioxidant activity revealed that methanolic extract of A. millefolium showed highest antioxidant activity (84.21%) at 300 mg/ml after 90 min while the chloroformic extract of C. villosum exhibited highest (68.46%) antioxidant activity (59.69%) at 300 µg/ml after 90 min but less than the standard drug ascorbic acid (88.72%). Quantitative phytochemical screening revealed high percentage of alkaloids (27.4%), Phenols (34.5%), Flavonoids (32.4%) as compared to Tannins (12%) in methanolic extract of A.millefolium. While high percentage of alkaloids (31.4), Phenols (19.3%), Flavonoids (35.5%) as compared to Tannins (16.6%) in chloroformic extract of C. villosum. CONCLUSION: The present results showed that A. millefolium and C. villosum possess a number of important compounds and revealed genoprotective property which may be used to treat several genetic disorders such as alzeimer's disease in future (Grodzicki W, Dziendzikowska K, Antioxidants 9(3):229, 2020).


Sujet(s)
Achillea , Alcaloïdes , Humains , Antioxydants/composition chimique , Achillea/composition chimique , Tanins , Extraits de plantes/composition chimique , Chromatographie en phase liquide à haute performance , Flavonoïdes/analyse , Phénols/analyse , Altération de l'ADN
10.
BMC Complement Med Ther ; 24(1): 37, 2024 Jan 13.
Article de Anglais | MEDLINE | ID: mdl-38218845

RÉSUMÉ

BACKGROUND: Clostridioides difficile infection (CDI) is one of the most common health care-acquired infections. The dramatic increase in antimicrobial resistance of C. difficile isolates has led to growing demand to seek new alternative medicines against CDI. Achillea millefolium L. extracts exhibit strong biological activity to be considered as potential therapeutic agents. In this work, the inhibitory effects of A. millefolium, its decoction (DEC) and ethanol (ETOH) extracts, were investigated on the growth of C. difficile RT001 and its toxigenic cell-free supernatant (Tox-S) induced inflammation and apoptosis. METHODS: Phytochemical analysis of extracts was performed by HPLC and GC analysis. The antimicrobial properties of extracts were evaluated against C. difficile RT001. Cell viability and cytotoxicity of Caco-2 and Vero cells treated with various concentrations of extracts and Tox-S were examined by MTT assay and microscopy, respectively. Anti-inflammatory and anti-apoptotic effects of extracts were assessed in Tox-S stimulated Caco-2 cells by RT-qPCR. RESULTS: Analysis of the phytochemical profile of extracts revealed that the main component identified in both extracts was chlorogenic acid. Both extracts displayed significant antimicrobial activity against C. difficile RT001. Moreover, both extracts at concentration 50 µg/mL had no significant effect on cell viability compared to untreated cells. Pre-treatment of cells with extracts (50 µg/mL) significantly reduced the percentage of Vero cells rounding induced by Tox-S. Also, both pre-treatment and co-treatment of Tox-S stimulated Caco-2 cells with extracts significantly downregulated the gene expression level of IL-8, IL-1ß, TNF-α, TGF-ß, iNOS, Bax, caspase-9 and caspase-3 and upregulated the expression level of Bcl-2. CONCLUSION: The results of the present study for the first time demonstrate the antimicrobial activity and protective effects of A. millefolium extracts on inflammatory response and apoptosis induced by Tox-S from C. difficile RT001 clinical strain in vitro. Further research is needed to evaluate the potential application of A. millefolium extracts as supplementary medicine for CDI prevention and treatment in clinical setting.


Sujet(s)
Achillea , Anti-infectieux , Clostridioides difficile , Animaux , Chlorocebus aethiops , Humains , Clostridioides difficile/génétique , Cellules Caco-2 , Ribotypage , Cellules Vero , Achillea/composition chimique , Achillea/génétique , Cellules épithéliales , Anti-inflammatoires/pharmacologie , Composés phytochimiques
11.
Molecules ; 28(23)2023 Nov 27.
Article de Anglais | MEDLINE | ID: mdl-38067521

RÉSUMÉ

Achillea millefolium L. herb and flowers have high biological activity; hence, they are used in medicine and cosmetics. The aim of this study was to perform morpho-anatomical analyses of the raw material, including secretory tissues, histochemical assays of the location of lipophilic compounds, and quantitative and qualitative analysis of essential oil (EO). Light and scanning electron microscopy techniques were used to analyse plant structures. The qualitative analyses of EO were carried out using gas chromatography-mass spectrometry (GC/MS). The results of this study showed the presence of exogenous secretory structures in the raw material, i.e., conical cells (papillae) on the adaxial surface of petal teeth and biseriate glandular trichomes on the surface flowers, bracts, stems, and leaves. Canal-shaped endogenous secretory tissue was observed in the stems and leaves. The histochemical assays revealed the presence of total, acidic, and neutral lipids as well as EO in the glandular trichome cells. Additionally, papillae located at the petal teeth contained neutral lipids. Sesquiterpenes were detected in the glandular trichomes and petal epidermis cells. The secretory canals in the stems were found to contain total and neutral lipids. The phytochemical assays demonstrated that the A. millefolium subsp. millefolium flowers contained over 2.5-fold higher amounts of EO (6.1 mL/kg) than the herb (2.4 mL/kg). The EO extracted from the flowers and herb had a similar dominant compounds: ß-pinene, bornyl acetate, (E)-nerolidol, 1,8-cineole, borneol, sabinene, camphor, and α-pinene. Both EO samples had greater amounts of monoterpenes than sesquiterpenes. Higher amounts of oxygenated monoterpenes and oxygenated sesquiterpenoids were detected in the EO from the herb than from the flowers.


Sujet(s)
Achillea , Huile essentielle , Sesquiterpènes , Huile essentielle/composition chimique , Achillea/composition chimique , Fleurs/composition chimique , Feuilles de plante/composition chimique , Sesquiterpènes/analyse , Monoterpènes/analyse
12.
BMC Microbiol ; 23(1): 289, 2023 10 07.
Article de Anglais | MEDLINE | ID: mdl-37805450

RÉSUMÉ

BACKGROUND: Although the mechanism of action of nanoemulsion is still unclear, the modern use of nanoemulsions made from natural extracts as antimicrobial and anti-aflatoxigenic agents represents a potential food preservation and a safety target. METHODS: Two natural nanoemulsion extracts of Crocus sativus (the saffron flower) and Achillea millefolium (the yarrow flower) were produced in the current study using a low-energy method that included carboxymethylcellulose and Arabic gum. The synthesized nanoemulsion was fully identified by different analytical methods. Detection of the volatile content was completed using GC-MS analysis. The antioxidant potential, and phenolic compounds content were analyzed in the extractions. The synthesized nanoemulsions were screened for their antimicrobial potential in addition to their anti-aflatoxigenic activity. RESULTS: The droplet size of Saffron flowers was finer (121.64 ± 2.18 nm) than yarrow flowers (151.21 ± 1.12 nm). The Zeta potential measurements of the yarrow flower (-16.31 ± 2.54 mV) and the saffron flower (-18.55 ± 2.31 mV) both showed high stability, along with low PDI values (0.34-0.41). The nanoemulsion of yarrow flower revealed 51 compounds using gas chromatography-mass spectrometry (GCMS), with hexanal (16.25%), ß-Pinene (7.41%), ß-Myrcene (5.24%), D-Limonene (5.58%) and Caryophyllene (4.38%) being the most prevalent. Additionally, 31 compounds were detected in the saffron nanoemulsion, with D-limonene (4.89%), isophorone (12.29%), 4-oxy isophorone (8.19%), and safranal (44.84%) being the most abundant. Compared to the nanoemulsion of the yarrow flower, the saffron nanoemulsion had good antibacterial and antifungal activity. Saffron nanoemulsion inhibited total fungal growth by 69.64-71.90% in a simulated liquid medium and demonstrated the most significant decrease in aflatoxin production. Infected strawberry fruits coated with nanoemulsion extracts exhibited high antimicrobial activity in the form of saffron flower and yarrow flower extract nanoemulsions, which inhibited and/or controlled the growth of Aspergillus fungi. Due to this inhibition, the lag phase was noticeably prolonged, the cell load decreased, and the stability time increased. CONCLUSION: This study will contribute to expanding the theoretical research and utilization of nanoemulsions as green protective agents in agricultural and food industries for a promising protection from the invasion of some pathogenic bacteria and fungi.


Sujet(s)
Achillea , Crocus , Achillea/composition chimique , Crocus/composition chimique , Conservateurs alimentaires , Limonène/analyse , Fleurs , Antibactériens , Extraits de plantes/pharmacologie , Extraits de plantes/composition chimique
13.
Molecules ; 28(12)2023 Jun 15.
Article de Anglais | MEDLINE | ID: mdl-37375348

RÉSUMÉ

Achillea millefolium L. is one of the most known medicinal plants with a broad spectrum of applications in the treatment of inflammation, pain, microbial infections and gastrointestinal disorders. In recent years, the extracts from A. millefolium have also been applied in cosmetics with cleansing, moisturizing, shooting, conditioning and skin-lightening properties. The growing demand for naturally derived active substances, worsening environmental pollution and excessive use of natural resources are causing increased interest in the development of alternative methods for the production of plant-based ingredients. In vitro plant cultures are an eco-friendly tool for continuous production of desired plant metabolites, with increasing applicability in cosmetics and dietary supplements. The purpose of the study was to compare phytochemical composition and antioxidant and tyrosinase inhibitory properties of aqueous and hydroethanolic extracts from A. millefolium obtained from field conditions (AmL and AmH extracts) and in vitro cultures (AmIV extracts). In vitro microshoot cultures of A. millefolium were obtained directly from seeds and harvested following 3 weeks of culture. Extracts prepared in water, 50% ethanol and 96% ethanol were compared for the total polyphenolic content, phytochemical content using the ultra-high-performance liquid chromatography-quadrupole time-of-flight mass spectrometry (UHPLC-hr-qTOF/MS), antioxidant activity by DPPH scavenging assay and the influence on the activity of mushroom and murine tyrosinases. The phytochemical content of AmIV extracts was significantly different from AmL and AmH extracts. Most of the polyphenolic compounds identified in AmL and AmH extracts were present in AmIV extracts only in trace amounts and the major constituents presented in AmIV extracts were fatty acids. The total content of polyphenols in AmIV exceeded 0.25 mg GAE/g of dried extract, whereas AmL and AmH extracts contained from 0.46 ± 0.01 to 2.63 ± 0.11 mg GAE/g of dried extract, depending on the solvent used. The low content of polyphenols was most likely responsible for the low antioxidant activity of AmIV extracts (IC50 values in DPPH scavenging assay >400 µg/mL) and the lack of tyrosinase inhibitory properties. AmIV extracts increased the activity of mushroom tyrosinase and tyrosinase present in B16F10 murine melanoma cells, whereas AmL and AmH extracts showed significant inhibitory potential. The presented data indicated that microshoot cultures of A. millefolium require further experimental research before they can be implemented as a valuable raw material for the cosmetics industry.


Sujet(s)
Achillea , Cosmétiques , Leucémie aigüe myéloïde , Animaux , Souris , Achillea/composition chimique , Antioxydants/composition chimique , Monophenol monooxygenase , Polyphénols/composition chimique , Extraits de plantes/composition chimique , Composés phytochimiques/pharmacologie , Composés phytochimiques/analyse , Feuilles de plante/composition chimique , Cosmétiques/composition chimique , Éthanol/analyse
14.
Chem Biodivers ; 20(6): e202201258, 2023 Jun.
Article de Anglais | MEDLINE | ID: mdl-37203434

RÉSUMÉ

Achillea (Asteraceae) species have been traditionally used for their different therapeutical properties. In this study, phytochemical composition of aerial parts of A. sintenisii which is endemic in Turkey was determined with Liquid chromatography/mass spectrometry/mass spectrometry (LC/MS/MS). To evaluate the wound healing potential, the cream formulation prepared from A. sintenisii was tested on the linear incision wound model in mice. In vitro enzyme inhibitory activity tests were performed on elastase, hyaluronidase, and collagenase. In the histopathological examination, angiogenesis and granulation tissue formation were significantly increased in A. sintenisii treatment groups compared to the negative control group. As a result of this study, it is thought that the enzyme inhibition and antioxidant activity of the plant may contribute to the wound healing process. According to LC/MS/MS analysis result, quinic acid (24.261 µg/mg extract) and chlorogenic acid (14.97 µg/mg extract) were identified as main constituents of the extract.


Sujet(s)
Achillea , Extraits de plantes , Souris , Animaux , Extraits de plantes/composition chimique , Achillea/composition chimique , Spectrométrie de masse en tandem , Cicatrisation de plaie , Composés phytochimiques/pharmacologie , Composés phytochimiques/composition chimique , Antioxydants/pharmacologie , Antioxydants/composition chimique
15.
AAPS PharmSciTech ; 24(5): 112, 2023 Apr 28.
Article de Anglais | MEDLINE | ID: mdl-37118443

RÉSUMÉ

Achillea wilhelmsii (A. wilhelmsii) contains several therapeutic phytochemicals, proposing a protective effect on inflammatory responses in autoimmune diseases such as ulcerative colitis (UC). However, its activities against UC encounter multiple obstacles. The current study aimed to formulate a colon-specific delivery of A. wilhelmsii for treating UC using chitosan nanoparticles (NPs) and Eudragit S100 as a mucoadhesive and pH-sensitive polymer, respectively. Core chitosan NP was loaded with A. wilhelmsii extract, followed by coating with Eudragit S100. Then, physicochemical characterizations of prepared NPs were conducted, and the anti-UC activity in the rat model was evaluated. The relevant physicochemical characterizations indicated the spherical NPs with an average particle size of 305 ± 34 nm and high encapsulation efficiency (88.6 ± 7.3%). The FTIR (Fourier transform infrared) analysis revealed the Eudragit coating and the extract loading, as well as the high radical scavenging ability of A. wilhelmsii was confirmed. The loaded NPs prevented the extract release in an acidic pH-mimicking medium and presented a complete release thereafter at a colonic pH. The loaded NPs markedly mitigated the induced UC lesions in rats, reflected by reducing inflammation, ulcer severity, and UC-related symptoms. Further, histopathological analysis exhibited reducing the extent of the inflammation and damage to colon tissue, and the determination of the involved pro-inflammatory cytokines in serum showed a significant reduction relative to free extract. The present results show that chitosan NPs containing A. wilhelmsii extract coated with Eudragit having proper physicochemical properties and substantial anti-inflammatory activity can significantly improve colonic lesions caused by UC.


Sujet(s)
Achillea , Chitosane , Rectocolite hémorragique , Colite , Nanoparticules , Rats , Animaux , Rectocolite hémorragique/induit chimiquement , Rectocolite hémorragique/traitement médicamenteux , Achillea/composition chimique , Côlon , Nanoparticules/composition chimique , Inflammation/anatomopathologie , Colite/induit chimiquement , Colite/traitement médicamenteux
16.
Fitoterapia ; 166: 105472, 2023 Apr.
Article de Anglais | MEDLINE | ID: mdl-36914013

RÉSUMÉ

Three new monomeric (1-3) and two newdimeric guaianolides (4 and 5), along with three known analogues (6-8) were isolated from the aerial part of Achillea alpina L. Compounds 1-3 were three novel 1,10-seco-guaianolides, while 4 and 5 were two novel 1,10-seco-guaianolides involved heterodimeric [4 + 2] adducts. The new structures were elucidated by analysis of spectroscopic data and quantum chemical calculations. All isolates were evaluated for their hypoglycemic activity with a glucose consumption model in palmitic acid (PA)-induced HepG2-insulin resistance (IR) cells, and compound 1 showed the most promising activity. A mechanistic study revealed that compound 1 appeared to mediate hypoglycemic activity via inhibition of the ROS/TXNIP/NLRP3/caspase-1 pathway.


Sujet(s)
Achillea , Sesquiterpènes , Achillea/composition chimique , Structure moléculaire , Hypoglycémiants/pharmacologie , Extraits de plantes/composition chimique , Sesquiterpènes/pharmacologie , Sesquiterpènes/composition chimique
17.
Chem Biodivers ; 20(4): e202300079, 2023 Apr.
Article de Anglais | MEDLINE | ID: mdl-36914847

RÉSUMÉ

Six undescribed germacrane-type sesquiterpene lactones, millefoliumons A-F, and two known analogs were isolated from the ethyl acetate fraction of the whole plant of Achillea millefolium L. growing in Xinjiang, China. The structures of these compounds were fully elucidated by their 1D and 2D nuclear magnetic resonance (NMR), and high resolution mass (HR-ESI-MS) spectral data, and comparison with literatures. The absolute configurations of millefoliumons A-F were confirmed by experimental and calculated electronic circular dichroism data (ECD), and 13 C-NMR calculations and DP4+ probability analysis. All compounds displayed the approximate tendency to inhibit the nitric oxide (NO) release in lipopolysaccharide (LPS)-induced BV2 cells.


Sujet(s)
Achillea , Anti-inflammatoires , Sesquiterpènes de type germacrane , Achillea/composition chimique , Anti-inflammatoires/composition chimique , Anti-inflammatoires/pharmacologie , Lactones/pharmacologie , Lactones/composition chimique , Structure moléculaire , Sesquiterpènes/pharmacologie , Sesquiterpènes/composition chimique , Sesquiterpènes de type germacrane/pharmacologie , Sesquiterpènes de type germacrane/composition chimique
18.
J Biomol Struct Dyn ; 41(11): 5217-5229, 2023 07.
Article de Anglais | MEDLINE | ID: mdl-35639782

RÉSUMÉ

Achillea millefolium (Yarrow) is a herbaceous plant of Greek origin noted to treat pneumonia, common cold, cough, and other respiratory disorders. The flowers and leaves are the core part used to prepare herbal tea that gains the world's recognition as medicinal tea. Coronavirus disease is spreading across the globe, and numerous approaches are lodged to treat virus-induced lung inflammation. Here, we used the network pharmacology, metabolite analysis, docking and molecular simulation and MM-PBSA analysis to comprehend the biochemical basis of the health-boosting impact of Yarrow tea. Next, we performed the microscopic and dynamic light scattering (DLS) analysis of yarrow-treated ChAdOx1 nCoV-19 to evaluate the virucidal activity of the Yarrow. The present study investigates the druggability, metabolites and potential interaction of the title tea with genes associated with Covid-19-induced pathogenesis. Towards this, 1022 gene hits were obtained, 30 are mutually shared. Network Pharmacology and microarray gene expression analysis find the connection of PTGS2 in relieving the virus-induced inflammation. Yarrow constituents Luteolin may inhibit or down-regulate the Cyclooxygenase II (PTGS2), a plausible mechanism underlying the Yarrow's anti-inflammatory actions. Further, the Yarrow's virucidal activity was assessed towards Transmission Electron Microscopic (TEM). The Yarrow treated SARS-nCoV-2 cell exhibits the disintegration of the virus membrane. This work provides a scientific basis for further elucidating the mechanism underlying Achillea millefolium's antiviral and anti-inflammatory properties.


Sujet(s)
Achillea , COVID-19 , Humains , Achillea/composition chimique , Vaccin ChAdOx1 nCoV-19 , Cyclooxygenase 2 , Anti-inflammatoires , Thé
19.
Int J Mol Sci ; 23(23)2022 Nov 30.
Article de Anglais | MEDLINE | ID: mdl-36499374

RÉSUMÉ

This research work aimed to investigate the properties of freeze-dried extracts from Matricaria chamomilla L. and Achillea millefolium L. and to perform a characterization of their impact on the natural rubber-based vulcanizates. First, extracts were prepared in three different solvents at selected volume ratios: water (100), water-methanol (50/50), and water-ethanol (50/50). Next, the freeze-drying of extracts was established and then obtained bio-additives were introduced to the rubber mixtures. Freeze-dried extracts were investigated by UV-VIS diffuse reflectance spectroscopy, Fourier Transform Infrared Spectroscopy (FTIR), Near-Infrared spectroscopy (NIR) and thermogravimetric analysis (TGA). Antioxidant activity and total phenolic content (TPC) were also defined. Rubber mixtures were examined in a rheometer and after vulcanization they were subjected to accelerated simulated aging by UV radiation and thermo-oxidative aging. To determine the resistance of vulcanizates to the degradation processes, the study of cross-linking density (equilibrium swelling method), mechanical properties (tensile strength, elongation at break) and color change were conducted. Performed studies proved the antioxidant activity of freeze-dried extracts caused by the high content of polyphenols and their beneficial influence on the properties of elastomer vulcanizates.


Sujet(s)
Achillea , Matricaria , Huile essentielle , Achillea/composition chimique , Matricaria/composition chimique , Antioxydants/composition chimique , Eau , Élastomères , Extraits de plantes/composition chimique , Éthanol
20.
Molecules ; 27(23)2022 Nov 29.
Article de Anglais | MEDLINE | ID: mdl-36500411

RÉSUMÉ

A multidisciplinary investigation on Achillea moschata Wulfen (Asteraceae) is outlined herein. This work, part of the European Interreg Italy-Switzerland B-ICE project, originated from an ethnobotanical survey performed in Chiesa in Valmalenco (Sondrio, Lombardy, Northern Italy) in 2019-2021 which highlighted this species' relevance of use in folk medicine to treat gastrointestinal diseases. In addition, this contribution included analyses of the: (a) phytochemical profile of the aqueous and methanolic extracts of the dried flower heads using LC-MS/MS; (b) morpho-anatomy and histochemistry of the vegetative and reproductive organs through Light, Fluorescence, and Scanning Electron Microscopy; (c) biological activity of the aqueous extract concerning the antioxidant and anti-inflammatory potential through cell-based in vitro models. A total of 31 compounds (5 phenolic acids, 13 flavonols, and 13 flavones) were detected, 28 of which included in both extracts. Covering and secreting trichomes were observed: the biseriate 10-celled glandular trichomes prevailing on the inflorescences represented the main sites of synthesis of the polyphenols and flavonoids detected in the extracts, along with volatile terpenoids. Finally, significant antioxidant and anti-inflammatory activities of the aqueous extract were documented, even at very low concentrations; for the first time, the in vitro tests allowed us to formulate hypotheses about the mechanism of action. This work brings an element of novelty due to the faithful reproduction of the traditional aqueous preparation and the combination of phytochemical and micromorphological research approaches.


Sujet(s)
Achillea , Achillea/composition chimique , Chromatographie en phase liquide , Extraits de plantes/pharmacologie , Extraits de plantes/composition chimique , Spectrométrie de masse en tandem , Antioxydants/pharmacologie , Antioxydants/composition chimique , Anti-inflammatoires/pharmacologie , Composés phytochimiques/pharmacologie
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