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1.
J Org Chem ; 89(7): 5029-5037, 2024 04 05.
Artigo em Inglês | MEDLINE | ID: mdl-38531374

RESUMO

Inubritantrimer A (1), a trace trimerized sesquiterpenoid [4 + 2] adduct featuring an unusual exo-exo type spiro-polycyclic scaffold, together with three new endo-exo [4 + 2] adducts, inubritantrimers B-D (2-4), were discovered from the flowers of Inula britannica. Their structures were elucidated using 1D/2D NMR, X-ray diffraction, and ECD approaches. 1 is characterized as a novel exo-exo trimer, synthesized biogenetically from three sesquiterpenoid monomers, featuring a unique linkage of C-11/C-1', C-13/C-3' and C-13'/C-3″, C-11'/C-1″ through a two-step exo [4 + 2] cycloaddition process. Compounds 1-4 exhibited modest cytotoxicity against breast cancer cells with IC50 values in the range of 5.84-12.01 µM.


Assuntos
Inula , Sesquiterpenos , Inula/química , Estrutura Molecular , Espectroscopia de Ressonância Magnética , Sesquiterpenos/farmacologia , Sesquiterpenos/química
2.
Nutrients ; 16(2)2024 Jan 22.
Artigo em Inglês | MEDLINE | ID: mdl-38276557

RESUMO

Panax ginseng Meyer and Inula japonica Thunb. are well established in traditional medicine and are known for their therapeutic properties in managing a range of ailments such as diabetes, asthma, and cancer. Although P. ginseng and I. japonica can alleviate pulmonary fibrosis (PF), the anti-fibrosis effect on PF by the combination of two herbal medicines remains unexplored. Therefore, this study explores this combined effect. In conditions that were not cytotoxic, MRC-5 cells underwent treatment using the formula combining P. ginseng and I. japonica (ISE081), followed by stimulation with transforming growth factor (TGF)-ß1, to explore the fibroblast-to-myofibroblast transition (FMT). After harvesting the cells, mRNA levels and protein expressions associated with inflammation and FMT-related markers were determined to evaluate the antiinflammation activities and antifibrosis effect of ISE081. Additionally, the anti-migratory effects of ISE081 were validated through a wound-healing assay. ISE081 remarkably reduced the mRNA levels of interleukin (IL)-6, IL-8, α-smooth muscle actin (SMA), and TGF-ß1 in MRC-5 cells and suppressed the α-SMA and fibronectin expressions, respectively. Furthermore, ISE081 inhibited Smad2/3 phosphorylation and wound migration of MRC-5 cells. Under the same conditions, comparing those of ISE081, P. ginseng did not affect the expression of α-SMA, fibronectin, and Smad2/3 phosphorylation, whereas I. japonica significantly inhibited them but with cytotoxicity. The results indicate that the synergistic application of P. ginseng and I. japonica enhances the anti-fibrotic properties in pulmonary fibroblasts and concurrently diminishes toxicity. Therefore, ISE081 has the potential as a prevention and treatment herbal medicine for PF.


Assuntos
Inula , Panax , Fibrose Pulmonar , Humanos , Inula/metabolismo , Fibronectinas/genética , Fibronectinas/metabolismo , Panax/metabolismo , Fibrose , Fibrose Pulmonar/metabolismo , Fibroblastos , Fator de Crescimento Transformador beta1/metabolismo , RNA Mensageiro/metabolismo
3.
Bioorg Chem ; 143: 107084, 2024 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-38176376

RESUMO

In the chemical investigation of Inula japonica, a total of 29 sesquiterpenoids (1-29) were obtained, including pseudoguaine-, xanthane-, eudesmane-, and 1,10-secoeudesmane-type compounds, as well as their dimers. Among them, six new dimeric sesquiterpenoids, bisinulains A-F (1-5, 7), characterized by a [4 + 2] biogenetic pathway between different sesquiterpenoid monomers were identified. Additionally, three new monomers named inulaterins A-C (13, 18 and 21) were discovered. The structures of these compounds were determined through analysis of spectroscopic data, X-ray crystallographic data, and ECD experiments. To assess their potential anti-inflammatory activities, the sesquiterpenoid dimers were tested for their ability to inhibit NO production in LPS-stimulated RAW 264.7 cells. Furthermore, the compounds that exhibited anti-inflammatory effects underwent evaluation for their anti-fibrotic potential using a TGF-ß-induced epithelial-mesenchymal transition model in A549 cells. As a result, bisinulain B (2) was screened out to significantly inhibit the production of cytokines involved in pulmonary fibrosis such as NO, α-SMA, collagen I and fibronectin.


Assuntos
Inula , Sesquiterpenos , Animais , Camundongos , Humanos , Inula/química , Estrutura Molecular , Células RAW 264.7 , Anti-Inflamatórios/farmacologia , Anti-Inflamatórios/química , Células A549 , Sesquiterpenos/farmacologia , Sesquiterpenos/química
4.
Int J Environ Health Res ; 34(2): 1076-1087, 2024 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-36998228

RESUMO

In this study, the antiproliferative and apoptotic effects of Inula viscosa L. water extract (IVE) on HCT 116 has been examined, and the change in the expression of miRNAs. Phenolic compounds of IVE were determined as µg/g extract using by HPLC-DAD. Quantitative determination of apoptosis, cell viability, IC50 values and miRNAs of the cells were determined during 24, and 48 hours. IVE contain coumarin, rosmarinic acid and chlorogenic acid. According to the findings of our study, the expression of miR-21 and miR-135a1 was upregulated, and miR-145 was downregulated in HCT 116 cells (Control). Additionally, IVE was found to have significant potential in regulating miRNAs, downregulating miR-21, miR-31 and miR-135a1, and upregulating miR-145 in HCT-116 cells. All these results show that the anticancer effect of IVE via regulating miRNAs' expression has been demonstrated for the first time, and may be candidate biomarkers in colorectal cancer.


Assuntos
Inula , MicroRNAs , Humanos , MicroRNAs/genética , Extratos Vegetais/farmacologia , Células HCT116 , Água
5.
Phytochemistry ; 218: 113951, 2024 Feb.
Artigo em Inglês | MEDLINE | ID: mdl-38096962

RESUMO

Inubritanolides C and D (1 and 2), two exo sesquiterpenoid [4 + 2] adducts with unprecedented interconverting conformations of twist-chair and chair, together with two previously undescribed endo [4 + 2] dimers (3 and 4) were discovered from Inula britannica flowers. Dimers 1 and 2 have an undescribed carbon skeleton comprising of eudesmanolide and guaianolide units with the linkage mode of C-11/C-1' and C-13/C-3' via a Diels-Alder cycloaddition reaction. Their structures were elucidated using 1D/2D NMR, X-ray diffraction, ECD, and variable-temperature NMR experiments. Dimer 2 displayed a strong inhibitory effect on breast cancer cells by promoting lipid ROS production, showing its potential as ferroptosis inducer.


Assuntos
Asteraceae , Ferroptose , Inula , Sesquiterpenos , Inula/química , Conformação Molecular , Sesquiterpenos/farmacologia , Sesquiterpenos/química , Estrutura Molecular
6.
Rocz Panstw Zakl Hig ; 74(4): 447-458, 2023.
Artigo em Inglês | MEDLINE | ID: mdl-38117160

RESUMO

Background: Pharmacological correction of a high-fat diet is of great interest to prevent the development of obesity and hypertension. More and more research is being done on the preventive use of medicinal herbs for excess caloric intake. Objective: The aim of this study was to determine the general physiological effect of I. helenium rhizomes and M. chamomilla inflorescences used in the diet of male rats consuming excess amounts of fat and calories in the daily diet. Material and methods: In a 30-day experiment, we determined the effect of I. helenium rhizome and M. chamomilla on the physiological activity and metabolic processes of laboratory rats consuming a high-fat diet. The physical activity was evaluated according to the mass gain of animals and change in the relative mass of the internal organs, and also the functional conditions of the central nervous system. The influence on the metabolic processes was revealed by biochemical and clinical blood analyses. Results: In a laboratory experiment on male rats, it was found that the addition of dry crushed rhizomes of Inula helenium L. and inflorescences of Matricaria chamomilla L. to the diet caused opposite changes in body weight. In the control group, the animals slightly increased their body weight (up to 111.5% of the initial weight by the end of the experiment); the rhizomes of I. helenium caused a decrease in body weight gain (up to 105.5% on the 30th day of the experiment compared to the initial weight); rats fed M. chamomilla inflorescences gained 123.2% of their initial body weight during the month of the experiment. The rhizomes of I. helenium caused an increase in the stomach relative mass. A decrease in the thymus relative weight was observed when animals were fed M. chamomilla inflorescences. The rhizomes of I. helenium stimulated an increase of blood protein concentration (mainly due to globulins), an increase in the alkaline phosphatase activity and cholesterol, and a decrease in the triglycerides concentration. M. chamomilla inflorescences reduced the blood urea concentration and increased the activity of alkaline phosphatase, causing strong changes in fat metabolism. Under the influence of the diet with the addition of M. chamomilla inflorescences, the atherogenic index increased in animals by 6.5 times relatively to the control group (due to a decrease in the concentration of high-density lipoprotein cholesterol and an increase in the concentration of low-density lipoprotein cholesterol, an increase in the total cholesterol concentration). When M. chamomilla was added to the diet, the blood triglycerides concentration in animals decreased sharply and the concentration of leukocytes increased. The concentration of monocytes exceeded the limits of the physiological norm both in the control group and in the group of animals fed on M. chamomilla inflorescences. Conclusions: The results of the studies show the promise for further research of I. helenium rhizomes in the prevention of hypertension and also indicate strong risks when using M. chamomilla inflorescences for preventive purposes during high-fat and hypercaloric diet.


Assuntos
Hipertensão , Inula , Matricaria , Masculino , Animais , Ratos , Dieta Hiperlipídica/efeitos adversos , Rizoma , Fosfatase Alcalina , Inflorescência , Obesidade/tratamento farmacológico , Obesidade/prevenção & controle , HDL-Colesterol , Triglicerídeos
7.
Nutrients ; 15(21)2023 Oct 29.
Artigo em Inglês | MEDLINE | ID: mdl-37960252

RESUMO

Air pollution causes various airway diseases. However, many commonly used treatments can have high risks of side effects or are costly. To examine the anti-inflammatory properties of Inula japonica Thunb. and Potentilla chinensis Ser., a mouse model was generated via inhalation of both particulate matter 10 and diesel particulate matter, and 30% ethanol extracts of either I. japonica (IJ) or P. chinensis (PC) and a mixture of both ethanol extracts (IP) were orally administered to BALB/c mice for 12 days. IJ, PC, and IP inhibited immune cell numbers and their regulation in both the bronchoalveolar lavage fluid (BALF) and lungs. These agents suppressed the levels of interleukin (IL)-1α, IL-17, tumor necrosis factor (TNF)-α, C-X-C motif chemokine ligand (CXCL)-1, and CXCL-2 in BALF, and also inhibited F4/80 and IL-1 receptor-associated kinase (IRAK)-1 in lungs. They reduced the gene expression of TNF-α, CXCL-1, inducible NOS, COX-2, Mucin 5AC, and transient receptor potential cation channel subfamily V member 1 in lungs. These extracts also reduced histopathological changes and inflammatory progression, manifested as decreased cell infiltration, collagen deposition, and respiratory epithelial cell thickness. I. japonica and P. chinensis show potential for development as pharmaceuticals that suppress inflammatory progression and alleviate airway inflammation diseases caused by air pollutants.


Assuntos
Inula , Potentilla , Camundongos , Animais , Material Particulado/toxicidade , Inula/metabolismo , Pulmão/patologia , Inflamação/patologia , Líquido da Lavagem Broncoalveolar , Fator de Necrose Tumoral alfa/farmacologia , Componentes Aéreos da Planta , Citocinas/metabolismo
8.
Nanoscale ; 15(43): 17464-17472, 2023 Nov 09.
Artigo em Inglês | MEDLINE | ID: mdl-37860933

RESUMO

Abnormal expression of acetylcholinesterase (AChE) causes Alzheimer's disease (AD). Inhibiting AChE is a common strategy for reducing the degradation of neurotransmitter acetylcholine, in order to treat early-stage AD. Therefore, it is crucial to screen and explore AChE inhibitors which are safer and cause fewer side effects. Our research is focused on establishing a platform of ruptured organosilica nanocapsules (RONs) immobilized AChE coupled with an MnO2-OPD colorimetric assay, which could monitor AChE activity and screen AChE inhibitors. The fabricated RONs immobilized AChE possessed excellent pH and thermal stability. Huperzine A was introduced into the established platform to evaluate the inhibition kinetics of the immobilized AChE, which promoted its application in the screening of AChE inhibitors. The satisfactory results of enzyme inhibition kinetics proved the feasibility and applicability of the established method. Thus, the proposed platform was applied to screen AChE inhibitors from 14 compounds isolated from Inula macrophylla, and ß-cyclocostunolide (compound 4) demonstrated the best AChE inhibitory activity among these compounds. This work confirms the existence of chemical components that inhibit AChE activity in Inula macrophylla, and provides a new idea for the application of immobilized enzyme-nanozyme in the field of enzyme inhibitor screening.


Assuntos
Doença de Alzheimer , Inula , Nanocápsulas , Acetilcolinesterase/química , Inula/metabolismo , Nanocápsulas/uso terapêutico , Compostos de Manganês , Óxidos , Inibidores da Colinesterase/farmacologia , Doença de Alzheimer/tratamento farmacológico
9.
Anticancer Agents Med Chem ; 23(19): 2102-2110, 2023.
Artigo em Inglês | MEDLINE | ID: mdl-37723632

RESUMO

BACKGROUND: Gastric cancer is one of the most common and deadliest malignancies in the world. Therefore, there is an urgent need to develop new and effective agents to reduce mortality. The plants of genus Inula have gained the attention of researchers worldwide as a rich source of potent medicinal compounds. OBJECTIVE: This study explores the anti-cancer activity of Britannin, a sesquiterpene lactone isolated from Inula aucheriana DC., and its molecular mechanism in gastric cancer cells, AGS and MKN45. METHODS: Cytotoxicity was evaluated through the MTT assay following 24 h, 48 h, and 72 h treatment with different concentrations of Britannin. Apoptosis rate and caspase-3 activity were measured 24 h after treatment by Britannin. . Western blotting was performed to determine the expression of the NF-κB, IκBα, and PPARγ proteins. Moreover, quantitative RT-PCR was applied to measure the expression of NF-κB target genes. RESULTS: We showed that Britannin induced cell growth inhibition and apoptosis in gastric cancer cells. Britannin caused an elevation in mRNA and protein levels of PPARγ. The involvement of PPARγ was more confirmed using GW9662, a PPARγ inhibitor. Suppression of NF-κB was demonstrated by western blot analysis. Down-regulation of MMP-9, TWIST-1, COX-2, and Bcl-2 and up-regulation of Bax were also observed in gastric cancer cells. CONCLUSION: These results imply that activation of the PPARγ signaling pathway through suppression of NF-κB underlies the anti-cancer properties of Britannin in gastric cancer. Therefore, Britannin could be considered as a promising anti-cancer candidate for further evaluation.


Assuntos
Inula , Sesquiterpenos , Neoplasias Gástricas , Humanos , NF-kappa B/metabolismo , PPAR gama/genética , Neoplasias Gástricas/tratamento farmacológico , Transdução de Sinais , Lactonas/farmacologia , Sesquiterpenos/farmacologia , Apoptose , Linhagem Celular Tumoral
10.
Adv Biol (Weinh) ; 7(12): e2300081, 2023 Dec.
Artigo em Inglês | MEDLINE | ID: mdl-37612795

RESUMO

The increasing importance of fungal infections has fueled the search for new beneficial alternatives substance from plant extracts. The current study investigates the antifungal and antibiofilm activity of Inula viscosa (L.) Aiton and Globularia alypum (L.) leaves extracts against Candida both in vitro and in vivo. The inhibition of planktonic and sessile Candida albicans and Candida glabrata growth using both leaf extracts are evaluated. Moreover; an in vivo infection model using Galleria mellonella larvae; infected and treated with the extracts are performed. All extracts show fungicidal activity; with a minimum fungicidal concentration (MFC) ranging from 128 to 512 µg mL-1 against the two selected strains of Candida. In particular, the best results are obtained with methanolic extract of I. viscosa and G. alypum with an MFC value of 128 µg mL-1 . The extracts are capable to prevent 90% of biofilm development at minor concentrations ranging from 100.71 ± 2.49 µg mL-1 to 380.4 ± 0.92 µg mL-1 . In vivo, tests on Galleria mellonella larvae show that the extracts increase the survival of the larvae infected with Candida. The attained results reveal that I. viscosa and G. alypum extracts may be considered as new antifungal agents and biofilm inhibiting agents for the pharmaceutical and agro-food field.


Assuntos
Candidíase , Inula , Mariposas , Animais , Candidíase/tratamento farmacológico , Candida albicans , Candida , Antifúngicos/farmacologia , Antifúngicos/uso terapêutico , Mariposas/microbiologia , Larva , Biofilmes
11.
Food Chem ; 429: 136844, 2023 Dec 15.
Artigo em Inglês | MEDLINE | ID: mdl-37454617

RESUMO

This study aimed to increase epigallocatechin gallate (EGCG) levels and attenuate the toxicity in Inulabritannica by fermentation using Lactobacillus plantarum SY12. The optimal medium was composed of 10 g of I. britannica, 4 g of xylose, 5 g of soytone, and 5 g of beef extract. The predicted value of EGCG was 237.327 µg/mL. To investigate damage in HepG2 cell lines by I. britannica extracts (IE) or fermented I. britannica extracts (FIE), cell viability, mitochondria membrane potential, the expression of apoptosis and autophagy genes, and chemical composition were measured. FIE increased cell viability, regulation of the gene expression (decreased p53, p62, p-ERK 1/2, and p-p38; increased CDK2 and CDK4) compared with IE. These results were explained by an increase in 1,3-dicaffeoylquinic acid and a decrease in 1-O-caffeoylquinic acid, 1-O-acetylbritannilactone, and ergolide in FIE. In conclusion, these results indicated that fermentation can mitigate the toxicity in I. britannica.


Assuntos
Inula , Lactobacillus plantarum , Animais , Bovinos , Inula/química , Inula/metabolismo , Extratos Vegetais/química , Lactobacillus plantarum/metabolismo , Fermentação
12.
Int J Biol Macromol ; 246: 125555, 2023 Aug 15.
Artigo em Inglês | MEDLINE | ID: mdl-37364807

RESUMO

Polysaccharides, an important class of carbohydrate polymers, are considered as one of the sources of drug molecules. To discover bioactive polysaccharides as potential agents against cancer, a homogeneous polysaccharide (IJP70-1) has been purified from the flowers of Inula japonica, which is a traditional medicinal plant used for various medical indications. IJP70-1 with a molecular weight of 1.019 × 105 Da was mainly composed of →5)-α-l-Araf-(1→, →2,5)-α-l-Araf-(1→, →3,5)-α-l-Araf-(1→, →2,3,5)-α-l-Araf-(1→, →6)-α-d-Glcp-(1→, →3,6)-α-d-Galp-(1→, and t-α-l-Araf. Apart from the characteristics and structure elucidated by various techniques, the in vivo antitumor activity of IJP70-1 was assayed using zebrafish models. In the subsequent mechanism investigation, it was found that the in vivo antitumor activity of IJP70-1 was not cytotoxic mechanism caused, but related to the activation of the immune system and inhibition of angiogenesis by interacting with the proteins toll-like receptor-4 (TLR-4), programmed death receptor-1 (PD-1), and vascular endothelial growth factor (VEGF). The chemical and biological studies have shown that the homogeneous polysaccharide IJP70-1 has the potential to be developed into an anticancer agent.


Assuntos
Antineoplásicos , Inula , Animais , Fator A de Crescimento do Endotélio Vascular , Receptor de Morte Celular Programada 1 , Receptor 4 Toll-Like , Peixe-Zebra , Antineoplásicos/farmacologia , Antineoplásicos/uso terapêutico , Antineoplásicos/química , Fatores de Crescimento do Endotélio Vascular , Polissacarídeos/farmacologia , Polissacarídeos/uso terapêutico , Polissacarídeos/química
13.
Molecules ; 28(11)2023 May 24.
Artigo em Inglês | MEDLINE | ID: mdl-37298794

RESUMO

During a search for natural inflammatory inhibitors, 1-O-acetylbritannilactone (ABL), a sesquiterpene lactone, was isolated from the flowers of Inula britannica. ABL significantly inhibited human neutrophil elastase (HNE) with a half-maximal inhibitory concentration (IC50) of 3.2 ± 0.3 µM, thus did so more effectively than the positive control material (epigallocatechin gallate) (IC50 7.2 ± 0.5 µM). An enzyme kinetic study was performed. ABL noncompetitively inhibited HNE with an inhibition constant Ki of 2.4 µM. ABL inhibited lipopolysaccharide-induced nitric oxide and prostaglandin E2 production by RAW 264.7 cells in a dose-dependent manner, as well as the protein-level expression of inducible nitric oxide synthase and cyclooxygenase-2. The anti-inflammatory effect of ABL was confirmed using a transgenic Tg(mpx:EGFP) zebrafish larval model. The exposure of the larvae to ABL inhibited neutrophil recruitment to the site of injury after tail fin amputation.


Assuntos
Inula , Animais , Camundongos , Humanos , Peixe-Zebra , Células RAW 264.7 , Elastase de Leucócito , Inflamação/tratamento farmacológico , Lactonas/farmacologia , Flores
14.
Biotech Histochem ; 98(4): 255-266, 2023 May.
Artigo em Inglês | MEDLINE | ID: mdl-37165766

RESUMO

Increased pro-inflammatory cytokines and oxidative stress contribute to the pathophysiology of ulcerative colitis (UC). Inula viscosa is a plant with antioxidant and anti-inflammatory properties. We investigated the effect of an ethanolic extract of I. viscosa on an experimental UC model created using acetic acid. Rats were divided into four groups of eight: group 1, control; group 2, 3% acetic acid group; group 3, 100 mg/kg sulfasalazine + 3% acetic acid group; group 4, 400 mg/kg I. viscosa + 3% acetic acid. I. viscosa and sulfasalazine were administered by oral gavage and 3% acetic acid was administered per rectum. We found that I. viscosa treatment decreased colon malondialdehyde, tumor necrosis factor-α, interleukin-1 beta and nuclear factor kappa B levels; it increased reduced glutathione, nuclear factor erythroid 2-related factor 2, heme oxygenase-1 and kelch-like ECH-associated protein 1 levels and glutathione peroxidase enzyme activity. Group 1 colon exhibited normal histological structure. Slight inflammatory cell infiltration and edema and insignificant slight erosion in crypts were detected in colon tissues of group 4. We found that I. viscosa reduced oxidative stress and inflammation, which was protective against UC by inducing the Nrf-2/Keap-1/HO-1 pathway in the colon.


Assuntos
Colite Ulcerativa , Inula , Ratos , Animais , Colite Ulcerativa/induzido quimicamente , Colite Ulcerativa/tratamento farmacológico , Colite Ulcerativa/metabolismo , Sulfassalazina/farmacologia , Inula/metabolismo , Ácido Acético , Antioxidantes/farmacologia , Antioxidantes/metabolismo
15.
Chem Biodivers ; 20(5): e202300220, 2023 May.
Artigo em Inglês | MEDLINE | ID: mdl-36999317

RESUMO

Two new 1,10-seco-eudesmanolides (1 and 2) were isolated from the flowers of Inula japonica together with two eudesmanolide analogs (3 and 4) and two monoterpene derivatives (5 and 6). Their structures were established on the basis of detailed spectroscopic analyses and electronic circular dichroism data. All isolates were evaluated for their antiproliferative activities against human hepatocarcinoma HepG2 and SMMC-7721 cells. Japonipene B (3) exhibited the most potent effect with the IC50 values of 14.60±1.62 and 22.06±1.34 µM against HepG2 and SMMC-7721 cells, respectively. Furthermore, japonipene B (3) showed significant efficacies of arresting the cell cycle at the S/G2-M stages, inducing mitochondria-mediated apoptosis, and inhibiting cell migration in HepG2 cells.


Assuntos
Antineoplásicos , Inula , Humanos , Inula/química , Terpenos/farmacologia , Terpenos/análise , Estrutura Molecular , Flores/química
16.
Chem Biodivers ; 20(3): e202200890, 2023 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-36786298

RESUMO

The present study shows the chemical profile and cytotoxic properties of the ethanolic extracts of Inula viscosa from Northeast Algeria. The extract was obtained by maceration using ethanol. Its phenolic profile was determined using ultra-high-performance liquid chromatography coupled with a diode array detector and an electrospray mass spectrometer (UHPLC-DAD-ESI/MS), which allowed the identification and quantification of 17 compounds, 1,5-O-caffeoylquinic acid being the most abundant. The cytotoxic activity was assessed against human gastric cancer (AGS) and human non-small-cell lung cancer (A549) cell lines, whereas ethanolic extract elicited nearly 60 % and 40 % viability loss toward AGS and A549 cancer cells, respectively. Results also showed that cell death is caspase-independent and confirmed the involvement of RIPK1 and the necroptosis pathway in the toxicity induced by the I. viscosa extract. In addition, the ethanolic extract would not provoke morphological traits in the cancer cells. These findings suggest that I. viscosa can be a source of new antiproliferative drugs or used in preparation plant-derived pharmaceuticals.


Assuntos
Asteraceae , Carcinoma Pulmonar de Células não Pequenas , Inula , Neoplasias Pulmonares , Humanos , Células A549 , Asteraceae/química , Etanol , Inula/química , Neoplasias Pulmonares/tratamento farmacológico , Extratos Vegetais/farmacologia , Extratos Vegetais/química
17.
Chem Biodivers ; 20(3): e202200978, 2023 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-36808818

RESUMO

In this work, essential oils extracted from roots and aerial parts of Inula graveolens by hydrodistillation and their fractions obtained by chromatographic simplification were first investigated for their chemical composition by GC/MS and then evaluated for the first time for their repellency and contact toxicity properties against Tribolium castaneumadults. Twenty-eight compounds were identified in roots essential oil (REO), which accounted for 97.9 % of the total oil composition, with modhephen-8-ß-ol (24.7 %), cis-arteannuic alcohol (14.8 %), neryl isovalerate (10.6 %) and thymol isobutyrate (8.5 %) as major constituents. Twenty-two compounds were found in the essential oil from aerial parts (APEO), which accounted for 93.9 % of the total oil, with borneol (28.8 %), caryophylla-4(14),8(15)-dien-6-ol (11.5 %), caryophyllene oxide (10.9 %), τ-cadinol (10.5 %) and bornyl acetate (9.4 %) as main compounds.REO and APEO displayed stronger repellency after 2 h of exposure (80.0 and 90.0 %, respectively) against T. castaneum at the concentration of 0.12 µL/cm2 . After fractionation, fractions R4 and R5 exhibited greater effects (83.3 % and 93.3 %, respectively) than the roots essential oil. Furthermore, the fractions AP2 and AP3 showed higher repellency (93.3 and 96.6 %, respectively) than the aerial parts oil. The LD50 values of oils from roots and aerial parts topically applied were 7.44 % and 4.88 %, respectively. Results from contact toxicity assay showed that fraction R4 was more effective than the roots oil with LD50 value of 6.65 %. These results suggests that essential oils of roots and aerial parts from I. graveolens may be explored as potential natural repellent and contact insecticides against T. castaneum in stored products.


Assuntos
Besouros , Repelentes de Insetos , Inseticidas , Inula , Óleos Voláteis , Tribolium , Animais , Repelentes de Insetos/farmacologia , Repelentes de Insetos/química , Inseticidas/química , Óleos Voláteis/química , Componentes Aéreos da Planta/química
18.
J Pharm Pharmacol ; 75(2): 287-299, 2023 Feb 08.
Artigo em Inglês | MEDLINE | ID: mdl-36617177

RESUMO

OBJECTIVES: To investigate the protective effect and underlying mechanism of Inula japonica (TEIJ) in the treatment of acute lung injury (ALI). METHODS: Protective effects of TEIJ in the inflammation and oxidative stress were studied in lipopolysaccharide (LPS)-induced ALI mice. Meanwhile, Western blot and real-time qPCR were carried out to investigate the underlying mechanism of TEIJ for ALI as well as immunohistochemistry. KEY FINDINGS: TEIJ significantly alleviated the course of ALI via suppressing the interstitial infiltrated inflammatory cells, the increase of inflammatory factors and the decrease of anti-oxidative factors. TEIJ inactivated the MAPK/NF-κB signalling pathway to suppress the transcription of its downstream target genes, such as TNF-α, IL-6, etc. Meanwhile, TEIJ activated the Keap1/Nrf2 signalling pathway to regulate expression levels of Nrf2 and its target proteins. The results of LC-QTOF-MS/MS indicated potential active constituents of I. japonica, terpenoids and flavonoids. Additionally, terpenoids and flavonoids synergistically alleviated LPS-induced ALI depending on MAPK/NF-κB and Keap1/Nrf2 signalling pathways. CONCLUSION: I. japonica could be considered a potential agent to treat ALI via regulating the MAPK/NF-κB and Keap1/Nrf2 signalling pathways.


Assuntos
Lesão Pulmonar Aguda , Inula , Animais , Camundongos , Lesão Pulmonar Aguda/metabolismo , Flavonoides/farmacologia , Inflamação/metabolismo , Inula/metabolismo , Proteína 1 Associada a ECH Semelhante a Kelch/metabolismo , Lipopolissacarídeos/farmacologia , Pulmão , Fator 2 Relacionado a NF-E2/metabolismo , NF-kappa B/metabolismo , Estresse Oxidativo , Espectrometria de Massas em Tandem , Terpenos/farmacologia
19.
J Environ Manage ; 326(Pt A): 116742, 2023 Jan 15.
Artigo em Inglês | MEDLINE | ID: mdl-36375437

RESUMO

The use of biosorption as a strategy for lowering the amount of pollution caused by heavy metals is particularly encouraging. In this investigation, a low-cost and efficient biosorbent, Inula Viscosa leaves were used to remove zinc ions (Zn2+) from synthetic wastewater. A Fourier transform infrared spectroscopy experiment, a scanning electron microscopy experiment, and an energy dispersive X-ray spectroscopy experiment were used to describe the support. Several different physicochemical factors, such as the beginning pH value, contact duration, initial zinc concentration, biosorbent dose, and temperature, were investigated in this study. When the Langmuir, Freundlich, Temkin, Toth, and Redlich-Peterson models were used to match the data from the Inula Viscosa leaves biosorption isotherms, it was found that the biosorption isotherms correspond most closely with the Langmuir isotherm. On the other hand, the kinetic biosorption process was investigated using pseudo-first-order, pseudo-second-order (PS2), and Elovich models. The PS2 model was the one that provided the most accurate description of the biosorption kinetics. The thermodynamics process shows the spontaneous and endothermic character of Zn2+ sorption on Inula Viscosa leaves, which also entails the participation of physical interactions. In addition, the atom-in-molecule analysis, density functional theory, and the conductor like screening model for real solvents, were used to investigate the relationship that exists between quantum calculations and experimental outcomes.


Assuntos
Inula , Poluentes Químicos da Água , Zinco/química , Águas Residuárias/análise , Adsorção , Poluentes Químicos da Água/química , Concentração de Íons de Hidrogênio , Cinética , Termodinâmica , Espectroscopia de Infravermelho com Transformada de Fourier
20.
Food Chem ; 404(Pt A): 134561, 2023 Mar 15.
Artigo em Inglês | MEDLINE | ID: mdl-36252379

RESUMO

Xiaoheiyao is the rhizome of Inula nervosa Wall., a traditional spice and medicinal herb in China. In this study, the creatinine inhibitor from Xiaoheiyao extract and also the effects and mechanism on the production of heterocyclic aromatic amines (HAAs) were investigated. Xiaoheiyao extract inhibited the total contents of seven detected HAAs in grilled beef patties, particularly aminoimidazole-azaarenes (AIAs) in a dose-dependent manner, reaching a maximum inhibition rate of 62% for total HAAs and 73% for AIAs. The most effective subfraction of Xiaoheiyao extract (IER80) contained abundant potential creatinine inhibitors, as revealed by immobilized creatinine probe, HPLC and UPLC-MS/MS analyses. Moreover, electrophilic p-coumaric acid derivatives were discovered from IER80 by feature based molecular networking. p-Coumaric acid was demonstrated to inhibit the contents of total HAAs and AIAs in grilled beef patties and model system. Quantitative analyses of the precursor and intermediates of AIAs in model system revealed that p-coumaric acid mainly affected the generation of AIAs by inhibiting creatinine.


Assuntos
Compostos Heterocíclicos , Inula , Bovinos , Animais , Creatinina , Compostos Heterocíclicos/análise , Cromatografia Líquida , Rizoma/química , Espectrometria de Massas em Tandem , Aminas/análise , Extratos Vegetais , Culinária , Carne/análise
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