5-demethylnobiletin and nobiletin

5-demethylnobiletin has been researched along with nobiletin* in 11 studies

Other Studies

11 other study(ies) available for 5-demethylnobiletin and nobiletin

ArticleYear
Regulation of Xenobiotic-Metabolizing Enzymes by 5-Demethylnobiletin and Nobiletin to Mitigate Benzo[a]pyrene-Induced DNA Damage
    Journal of agricultural and food chemistry, 2023, Oct-11, Volume: 71, Issue:40

    Topics: Animals; Benzo(a)pyrene; Colorectal Neoplasms; DNA Adducts; DNA Damage; Mice; Xenobiotics

2023
Inhibitory mechanisms and interaction of tangeretin, 5-demethyltangeretin, nobiletin, and 5-demethylnobiletin from citrus peels on pancreatic lipase: Kinetics, spectroscopies, and molecular dynamics simulation.
    International journal of biological macromolecules, 2020, Dec-01, Volume: 164

    This study aimed to reveal the interaction and inhibitory mechanisms of tangeretin (TAN), nobiletin (NBT), and their acidic hydroxylated forms, 5-demethyltangeretin (5-DT) and 5-demethylnobiletin (5-DN) on porcine pancreatic lipase (PPL) using spectroscopic techniques and molecular dynamics (MD) simulation. PPL inhibition assay showed that the inhibitory activity of NBT (IC

    Topics: Animals; Citrus; Flavones; Fruit; Kinetics; Lipase; Molecular Docking Simulation; Molecular Dynamics Simulation; Pancreas; Plant Extracts; Swine

2020
Three Polymethoxyflavones Purified from Ougan (
    Nutrients, 2019, Apr-05, Volume: 11, Issue:4

    In order to establish an efficient method for separation of polymethoxyflavones (PMFs) and explore the anti-inflammatory mechanism of PMF monomers, a citrus variety rich in PMFs, Ougan (

    Topics: Animals; Cell Line; Cell Survival; Citrus; Flavones; Lipopolysaccharides; Mice; Microglia; Molecular Structure; Nitric Oxide

2019
Identifying potential quality markers of Xin-Su-Ning capsules acting on arrhythmia by integrating UHPLC-LTQ-Orbitrap, ADME prediction and network target analysis.
    Phytomedicine : international journal of phytotherapy and phytopharmacology, 2018, May-15, Volume: 44

    Quality marker (Q-markers) has been proposed as a novel concept for quality evaluation and standard elaboration of traditional Chinese medicine (TCM). Xin-Su-Ning capsule (XSNC) has been extensively used for the treatment of arrhythmia with the satisfactory therapeutic effects in clinics. However, it is lack of reliable and effective Q-markers of this prescription.. To identify potential Q-markers of XSNC against arrhythmia.. An integrative pharmacology-based investigation was performed.. Ultra-high-pressure liquid chromatography coupled with linear ion trap-Orbitrap tandem mass spectrometry (UHPLC-LTQ-Orbitrap) was performed to identify the preliminary chemical profile of XSNC in a rapid and high-throughput manner. Then, in silico Absorption-Distribution-Metabolism-Excretion (ADME) models were utilized to screen candidate active chemical compounds characterized by drug-likeness features. In addition, drug target-disease gene interaction network was constructed, and network features were calculated to identify key candidate targets and the potential Q-markers of XSNC against arrhythmia.. A total of 41 chemical compounds with good drug-likeness and more chances to be absorbed into body were identified as the candidate bioactive chemical compounds which might offer contributions to the therapeutic effects of XSNC against arrhythmia in vivo. Following the prediction of 921 XSNC putative targets and the construction of XSNC putative target-known therapeutic target of arrhythmia interaction network, 315 hub nodes with high connectivity were selected. Functionally, the hub nodes were involved into modulation of cardiac sympatho-vagal balance, regulation of energy production and metabolism, as well as angiogenesis and vascular circulation during the development and progression of arrhythmia. Moreover, 63 major hubs with network topological importance were chosen as XSNC candidate targets against arrhythmia. Furthermore, berberine, palmatine, scopoletin, liquiritigenin, naringenin, formononetin, nobiletin, tangeretin, 5-demethylnobiletin, kushenol E and kurarinone hitting the corresponding XSNC candidate targets were screened out to be the potential Q-markers of XSNC against arrhythmia.. Our integrative pharmacology-based approach combining UHPLC-LTQ-Orbitrap, in silico ADME prediction and network target analysis may be efficient to identify potential Q-markers of TCM prescriptions. Our data showed that berberine, palmatine, scopoletin, liquiritigenin, naringenin, formononetin, nobiletin, tangeretin, 5-demethylnobiletin, kushenol E and kurarinone might function as candidate markers for qualitative evaluation of XSNC.

    Topics: Alkaloids; Arrhythmias, Cardiac; Biological Availability; Capsules; Chromatography, High Pressure Liquid; Drugs, Chinese Herbal; Flavanones; Flavones; Flavonoids; Humans; Medicine, Chinese Traditional; Quality Control; Spectrometry, Mass, Electrospray Ionization

2018
Nobiletin and 5-Hydroxy-6,7,8,3',4'-pentamethoxyflavone Ameliorate 12- O-Tetradecanoylphorbol-13-acetate-Induced Psoriasis-Like Mouse Skin Lesions by Regulating the Expression of Ki-67 and Proliferating Cell Nuclear Antigen and the Differentiation of CD4
    Journal of agricultural and food chemistry, 2018, Aug-08, Volume: 66, Issue:31

    Psoriasis is a chronic and benign proliferative skin disease. Flavonoids in chenpi (aged tangerine peel) from tangerine ( Citrus reticulate Blanco), such as nobiletin (Nob), tangeretin, and 5-hydroxy-6,7,8,3',4'-pentamethoxyflavone (5-HPMF), possess anti-inflammation and regulation of immune activity among others. In this study, psoriasis-like skin lesions were induced by 12- O-tetradecanoylphorbol-13-acetate (TPA), and the preventive effect of Nob and 5-HPMF on psoriasis-like skin lesions was evaluated. Results showed that skin lesions were dramatically reduced by Nob and 5-HPMF. Levels of cytokines, including interleukin (IL)-1β, IL-17, IL-4, IL-6, tumor necrosis factor-α, and interferon-γ, were also reduced after Nob and 5-HPMF treatment. The expression levels of p-ERK1/2 and p-p38 mitogen-activated protein kinase (MAPK) in the TPA group were 5.3, 4.8, and 5.7 but downregulated to 2.7, 2.9, and 2.3 in the Nob group and 2.4, 2.7, and 1.2 in the 5-HPMF group, respectively ( p ≤ 0.05). The expression of transcription factors Ki-67 and proliferating cell nuclear antigen (PCNA) and the differentiation of CD4

    Topics: Animals; CD4-Positive T-Lymphocytes; Citrus; Female; Flavones; Fruit; Gene Expression; Ki-67 Antigen; MAP Kinase Signaling System; Mice; Mice, Inbred BALB C; Proliferating Cell Nuclear Antigen; Psoriasis; Signal Transduction; Tetradecanoylphorbol Acetate

2018
Antiviral activity of nobiletin against chikungunya virus in vitro.
    Antiviral therapy, 2017, Volume: 22, Issue:8

    Chikungunya virus (CHIKV), a highly contagious re-emerging virus, is transmitted by infected mosquitoes. CHIKV is prevalent in tropical countries and is continuing to creep farther north into temperate areas. CHIKV is responsible for induction of chikungunya fever (CF) and severe joint stiffness with the capability of developing into bilateral and systemic arthralgia or even encephalitis. Despite the high morbidity rate, no approved antiviral drug is available. Therefore, an anti-CHIKV therapy is necessary to control this disease. In this study, we screened four flavonoids for anti-CHIKV activities: nobiletin, phlorizin, resveratrol and oxyresveratrol.. We performed MTT, Viral ToxGlo. We first confirmed that nobiletin can maintain the cellular survival of infected cells without inducing significant toxicity to host cells. Nobiletin suppressed virus-induced cell death and viral production. Also, the antiviral efficacy of nobiletin can last for at least 48 h during infection. More importantly, nobiletin inhibited CHIKV infection during the translation/replication stages and viral entry, making nobiletin a potential clinical antiviral agent in prophylaxis and post-exposure treatment.. In this study, our results provided a strategy to develop anti-chikungunya agents by utilizing natural compounds. Also, we believe that nobiletin can be a potential antiviral agent against CHIKV infection worthy of being further investigated as a remedial candidate in vivo.

    Topics: Animals; Antiviral Agents; Biomarkers; Cell Line; Cells, Cultured; Chikungunya Fever; Chikungunya virus; Chlorocebus aethiops; Flavones; Flavonoids; Vero Cells; Virus Internalization; Virus Replication

2017
Label-free Imaging and Characterization of Cancer Cell Responses to Polymethoxyflavones Using Raman Microscopy.
    Journal of agricultural and food chemistry, 2016, Dec-28, Volume: 64, Issue:51

    We determined the cellular responses of human colon cancer HT29 and HCT116 cells to the treatments of nobiletin (NBT) and 5-demethylnobiletin (5DN) using Raman microscopy. Evaluation at both single cell and cell population levels revealed found that NBT induced more changes in the peak intensity of nucleic acid than 5DN, whereas 5DN induced more changes in the peak intensity of localized lipid than NBT. This result indicates the different modes of inhibitory action of these two PMFs against colon cancer cells. Between the two colon cancer cells tested, HCT116 cells were more sensitive to both PMFs than HT29 cells. The Raman data were generally in a good agreement with the flow cytometry data. Our results demonstrate that Raman microscopy is able to provide macromolecular information on cellular responses to anticancer treatments.

    Topics: Antineoplastic Agents; Cell Line, Tumor; Cells; Flavones; Humans; Spectrum Analysis, Raman

2016
[Simultaneous determination of 11 constituents in Citrus reticulate 'Chachi' by high performance liquid chromatography].
    Se pu = Chinese journal of chromatography, 2015, Volume: 33, Issue:4

    An HPLC method was developed for the simultaneous determination of 11 constituents, 5-hydroxymethyl furfural (5-HMF), vicenin-2, hesperidin, hesperetin, isosinensetin, sinensetin, tetramethyl-O-isoscutellarein (TEOS), nobiletin, 3, 5, 6, 7, 8, 3', 4'-heptamethoxy- flavone (HEPTA), tangeretin, 5-demethylnobiletin in Citrus reticulate 'Chachi'. The separation was conducted on a Hanbon Benatach C18 column (250 mm x 4.6 mm, 5 µm) with acetonitrile and 0.2% formic acid as mobile phases with gradient elution. The flow rate was 1.0 mL/min. The detection wavelength was 280 nm. The column temperature was 25 °C. The results showed that the correlation coefficients (r) between concentration and chromatographic peak area of the 11 constituents were over 0.998 in the selected linear ranges. The limits of detection (LODs, S/N = 3) and limits of quantification (LOQs, S/N = 10) of the 11 constituents were in the range of 0.0125-1.25 mg/L and 0.0502-4.99 mg/L, respectively. The average recoveries (n = 3) of the 11 constituents were in the range of 96.4%-102.4% and the RSDs were 0.25%-4.01%. The developed method has been successfully applied for the analysis of eight samples from different cultivation regions in Guangdong Province. This method is simple, accurate and effective for the simultaneous determination of the 11 components, and suitable for the quality control of Citrus reticulate 'Chachi'.

    Topics: Apigenin; Chromatography, High Pressure Liquid; Citrus; Flavones; Flavonoids; Furaldehyde; Glucosides; Hesperidin

2015
Polymethoxyflavones as agents that prevent formation of cataract: nobiletin congeners show potent growth inhibitory effects in human lens epithelial cells.
    Bioorganic & medicinal chemistry letters, 2013, Jan-01, Volume: 23, Issue:1

    Posterior capsular opacification (PCO) is the most frequent complication and the primary reason for visual decrease after extracapsular cataract surgery. The proliferation and migration of leftover lens epithelial cells (LECs) after surgery may contribute to the development of PCO. To prevent PCO, a rational approach would be to inhibit both the proliferation and the migration of LECs using nontoxic xenobiotics. Nobiletin, one of the most abundant polymethoxyflavones (PMFs) in citrus peel, and its synthetic congeners displayed a potent inhibition of LEC proliferation. Structural features which enhance anti-proliferative activity have also been discussed.

    Topics: Cataract; Cell Line; Cell Movement; Cell Proliferation; Citrus; Epithelial Cells; Flavones; Humans; Lens, Crystalline; Matrix Metalloproteinase 9; Structure-Activity Relationship

2013
B-Ring-modified and/or 5-demethylated nobiletin congeners: inhibitory activity against pro-MMP-9 production.
    Bioorganic & medicinal chemistry, 2011, Dec-01, Volume: 19, Issue:23

    Three metabolites and 12 analogues of nobiletin (1) were synthesized. Whereas nobiletin derivatives 2-4 inhibited pro-MMP-9 production similarly in both PMA- and TNF-α-stimulated human lens epithelial cells, the 2'-hydroxylated analogue 5a exerted marked inhibitory effects (IC(50): 0.4 μM) on PMA-treated cells, which were 170-fold more potent than those on TNF-α-treated cells. This activity may be closely related to PKC-mediated transcriptional regulation of pro-MMP-9.

    Topics: Cell Line; Enzyme Precursors; Epithelial Cells; Flavones; Humans; Lens, Crystalline; Matrix Metalloproteinase 9; Matrix Metalloproteinase Inhibitors; Protease Inhibitors; Tetradecanoylphorbol Acetate; Tumor Necrosis Factor-alpha

2011
[Isolation and purification of flavones from Murraya exotica L. by high-speed counter-current chromatography].
    Se pu = Chinese journal of chromatography, 2010, Volume: 28, Issue:4

    High-speed counter-current chromatography (HSCCC) was used to isolate and purify flavones from Murraya exotica L. The optimum separation conditions were as follows: A two-phase solvent system was petroleum ether-ethyl acetate-methanol-water (5:5:4.8:5, v/v/ v/v). The lower phase as the mobile phase was operated at a flow rate of 2.0 mL/min, while the apparatus rotated at 800 r/min. Each time 200 mg of the sample was loaded. Under these conditions, 54.31 mg of recrystallized 5,7,3',4',5'-pentamethoxyflavone, 107.68 mg of 5-hydroxy-6,7,3',4'-tetramethoxyflavone, 215.54 mg of 5-hydroxy-6,7, 8,3', 4'-pentamethoxyflavone, and 84.36 mg of 5-hydroxy-6,7,8,3',4',5 '-hexamethoxyflavone with their purities over 95% were successfully obtained from 4.0 g of the crude extract of Murraya exotica L. The four compounds were analyzed by high performance liquid chromatography (HPLC), and identified by mass spectrometry (MS), ' H-nuclear magnetic resonance (NMR) and 13C-NMR. The compound 5-hydroxy-6,7,3',4'-tetramethoxyflavone was for the first time isolated and purified from Murraya exotica L.

    Topics: Countercurrent Distribution; Flavones; Flavonoids; Murraya

2010