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Keywords = luteolin-7-O-β-D-glucuronide

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18 pages, 4617 KB  
Article
Luteolin-7-O-β-d-Glucuronide Attenuated Cerebral Ischemia/Reperfusion Injury: Involvement of the Blood–Brain Barrier
by Xing Fan, Jintao Song, Shuting Zhang, Lihui Lu, Fang Lin, Yu Chen, Shichang Li, Xinxin Jin and Fang Wang
Biomedicines 2024, 12(6), 1366; https://doi.org/10.3390/biomedicines12061366 - 19 Jun 2024
Cited by 3 | Viewed by 2549
Abstract
Ischemic stroke is a common cerebrovascular disease with high mortality, high morbidity, and high disability. Cerebral ischemia/reperfusion injury seriously affects the quality of life of patients. Luteolin-7-O-β-d-glucuronide (LGU) is a major active flavonoid compound extracted from Ixeris sonchifolia (Bge.) Hance, a Chinese medicinal [...] Read more.
Ischemic stroke is a common cerebrovascular disease with high mortality, high morbidity, and high disability. Cerebral ischemia/reperfusion injury seriously affects the quality of life of patients. Luteolin-7-O-β-d-glucuronide (LGU) is a major active flavonoid compound extracted from Ixeris sonchifolia (Bge.) Hance, a Chinese medicinal herb mainly used for the treatment of coronary heart disease, angina pectoris, cerebral infarction, etc. In the present study, the protective effect of LGU on cerebral ischemia/reperfusion injury was investigated in an oxygen–glucose deprivation/reoxygenation (OGD/R) neuronal model and a transient middle cerebral artery occlusion (tMCAO) rat model. In in vitro experiments, LGU was found to improve the OGD/R-induced decrease in neuronal viability effectively by the MTT assay. In in vivo experiments, neurological deficit scores, infarction volume rates, and brain water content rates were improved after a single intravenous administration of LGU. These findings suggest that LGU has significant protective effects on cerebral ischemia/reperfusion injury in vitro and in vivo. To further explore the potential mechanism of LGU on cerebral ischemia/reperfusion injury, we performed a series of tests. The results showed that a single administration of LGU decreased the content of EB and S100B and ameliorated the abnormal expression of tight junction proteins ZO-1 and occludin and metalloproteinase MMP-9 in the ischemic cerebral cortex of the tMCAO 24-h injury model. In addition, LGU also improved the tight junction structure between endothelial cells and the degree of basement membrane degradation and reduced the content of TNF-α and IL-1β in the brain tissue. Thereby, LGU attenuated cerebral ischemia/reperfusion injury by improving the permeability of the blood–brain barrier. The present study provides new insights into the therapeutic potential of LGU in cerebral ischemia. Full article
(This article belongs to the Topic Animal Models of Human Disease 2.0)
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17 pages, 13351 KB  
Article
Luteolin-7-O-β-d-glucuronide Ameliorates Cerebral Ischemic Injury: Involvement of RIP3/MLKL Signaling Pathway
by Xing Fan, Fang Lin, Yu Chen, Yuling Dou, Ting Li, Xinxin Jin, Jintao Song and Fang Wang
Molecules 2024, 29(7), 1665; https://doi.org/10.3390/molecules29071665 - 7 Apr 2024
Cited by 8 | Viewed by 2704
Abstract
Luteolin-7-O-β-d-glucuronide (LGU) is a major active flavonoid glycoside compound that is extracted from Ixeris sonchifolia (Bge.) Hance, and it is a Chinese medicinal herb mainly used for the treatment of coronary heart disease, angina pectoris, cerebral infarction, etc. In the present [...] Read more.
Luteolin-7-O-β-d-glucuronide (LGU) is a major active flavonoid glycoside compound that is extracted from Ixeris sonchifolia (Bge.) Hance, and it is a Chinese medicinal herb mainly used for the treatment of coronary heart disease, angina pectoris, cerebral infarction, etc. In the present study, the neuroprotective effect of LGU was investigated in an oxygen glucose deprivation (OGD) model and a middle cerebral artery occlusion (MCAO) rat model. In vitro, LGU was found to effectively improve the OGD-induced decrease in neuronal viability and increase in neuronal death by a 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay and a lactate dehydrogenase (LDH) leakage rate assay, respectively. LGU was also found to inhibit OGD-induced intracellular Ca2+ overload, adenosine triphosphate (ATP) depletion, and mitochondrial membrane potential (MMP) decrease. By Western blotting analysis, LGU significantly inhibited the OGD-induced increase in expressions of receptor-interacting serine/threonine-protein kinase 3 (RIP3) and mixed lineage kinase domain-like protein (MLKL). Moreover, molecular docking analysis showed that LGU might bind to RIP3 more stably and firmly than the RIP3 inhibitor GSK872. Immunofluorescence combined with confocal laser analyses disclosed that LGU inhibited the aggregation of MLKL to the nucleus. Our results suggest that LGU ameliorates OGD-induced rat primary cortical neuronal injury via the regulation of the RIP3/MLKL signaling pathway in vitro. In vivo, LGU was proven, for the first time, to protect the cerebral ischemia in a rat middle cerebral artery occlusion (MCAO) model, as shown by improved neurological deficit scores, infarction volume rate, and brain water content rate. The present study provides new insights into the therapeutic potential of LGU in cerebral ischemia. Full article
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13 pages, 2592 KB  
Article
Biological Activities of Lamiaceae Species: Bio-Guided Isolation of Active Metabolites from Salvia officinalis L.
by Eleni Tsitsigianni, Ekaterina-Michaela Tomou, Chara Almpani, Michail Ch. Rallis and Helen Skaltsa
Agronomy 2023, 13(5), 1224; https://doi.org/10.3390/agronomy13051224 - 26 Apr 2023
Cited by 6 | Viewed by 2452
Abstract
Lamiaceae family includes various medicinal and aromatic plants used in cosmetics and pharmaceutical industries. The present study aimed to investigate in vitro the cytotoxic, photoprotective and antioxidant activities of ten Lamiaceae taxa; Melissa officinalis subsp. altissima (Sm.) Arcang., Rosmarinus officinalis L., Salvia officinalis [...] Read more.
Lamiaceae family includes various medicinal and aromatic plants used in cosmetics and pharmaceutical industries. The present study aimed to investigate in vitro the cytotoxic, photoprotective and antioxidant activities of ten Lamiaceae taxa; Melissa officinalis subsp. altissima (Sm.) Arcang., Rosmarinus officinalis L., Salvia officinalis L., Sideritis cypria Post, S. euboea Heldr., S. perfoliata L. subsp. perfoliata, S. scardica Griseb., S. sipylea Boiss., Stachys iva Griseb., and Thymus vulgaris L. The aqueous extract of Salvia officinalis was bio-guided fractionated to obtain the main bioactive metabolites, which were evaluated for the aforementioned effects and their wound-healing potential. In total, five compounds were isolated and identified through NMR spectra, namely salvianic acid A, rosmarinic acid, salvianolic acid K, luteolin-3′-O-β-D-glucuronide and hispidulin-7-O-β-D-glucuronide. All the compounds were photoprotective and non cytotoxic, while no statistically significant oxidative stress reduction was obtained. Regarding the wound-healing potential, salvianolic acid K was the most promising candidate. Overall, this study suggests photoprotective natural agents from various Lamiaceae species, widely found in Greece, and provides a better insight into Salvia officinalis and its bioactive constituents. Full article
(This article belongs to the Special Issue It Runs in the Family: The Importance of the Lamiaceae Family Species)
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20 pages, 791 KB  
Article
Agronomic Performance and Phytochemical Profile of Lettuce Grown in Anaerobic Dairy Digestate
by Muhammad Faran, Muhammad Nadeem, Charles F. Manful, Lakshman Galagedara, Raymond H. Thomas and Mumtaz Cheema
Agronomy 2023, 13(1), 182; https://doi.org/10.3390/agronomy13010182 - 6 Jan 2023
Cited by 10 | Viewed by 3195
Abstract
Anaerobic liquid dairy digestate is a by-product of dairy waste anaerobic digestion from dairy operations and is associated with environmental risks if not handled properly, particularly nutrient leaching losses, water contaminations, and greenhouse gas emissions. We tested the applications of anerobic digestate (AD) [...] Read more.
Anaerobic liquid dairy digestate is a by-product of dairy waste anaerobic digestion from dairy operations and is associated with environmental risks if not handled properly, particularly nutrient leaching losses, water contaminations, and greenhouse gas emissions. We tested the applications of anerobic digestate (AD) as a biofertilizer and water source in greenhouse vegetable production to integrate food production and industry waste management for sustainable environments. We used a deep water culture system to assess the effects of AD effluent alone, inorganic nutrient solution (NS), and a combination of AD and NS on the growth, yield, and phytonutrient profile and heavy metal contamination assessment of hydroponically produced lettuce. Lettuce produced in AD had a lower leaf area, total chlorophyll content, and fresh biomass; however, it displayed significantly higher chicoric acid (200%), chlorogenic acid (67%), luteolin (800%), quercetin-3-O-β-d-glucuronide (378%), quercetin-3-glucoside (200%), quercetin-3-O-(6″-O-malonyl)-β-D-glucoside (1077%), folate (248%), pantothenic acid (200%), total phenolics (111%), total antioxidants (44%), and soluble sugars (253%) compared to control (inorganic feed). The AD-produced lettuce also showed significantly lower heavy metal bioaccumulation risks associated with the human consumption. Based on various results, we may conclude that AD utilization in hydroponics can offer a sustainable solution to harvest a better lettuce yield, higher phytonutrients, and environmental benefits. Full article
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19 pages, 1591 KB  
Article
Assessment of Metabolic Profiles in Florets of Carthamus Species Using Ultra-Performance Liquid Chromatography-Mass Spectrometry
by Jiseon Kim, Awraris Derbie Assefa, Jaeeun Song, Vimalaj Mani, Soyoung Park, Seon-Kyeong Lee, Kijong Lee, Dong-Gwan Kim and Bum-Soo Hahn
Metabolites 2020, 10(11), 440; https://doi.org/10.3390/metabo10110440 - 30 Oct 2020
Cited by 12 | Viewed by 3469
Abstract
The genus Carthamus is a diverse group of plants belonging to the family Compositae. Florets of Carthamus species exhibit various colors, including white, yellow, orange, and red, which are related to their metabolite compositions. We aimed to investigate the metabolites accumulated in florets [...] Read more.
The genus Carthamus is a diverse group of plants belonging to the family Compositae. Florets of Carthamus species exhibit various colors, including white, yellow, orange, and red, which are related to their metabolite compositions. We aimed to investigate the metabolites accumulated in florets of three wild (C. lanatus, C. palaestinus, and C. turkestanicus) and one cultivated (C. tinctorius) species of safflower at three developmental stages. Metabolites were extracted from freeze-dried florets using 70% methanol; qualification and quantification were carried out using liquid chromatography quadrupole time-of-flight mass spectrometry in positive and negative ion modes followed by extraction of the peaks. Fifty-six metabolites, including phenylpropanoids, chalcones, isoflavonoids, flavanones, flavonols, flavones, and other primary metabolites, were identified for the first time in safflower wild species. The orange florets contained high abundances of safflomin A, anhydrosafflor yellow B, and baimaside, whereas white/cream and light-yellow pigmented florets had high abundances of 1,5-dicaffeoylquinic acid, luteolin 7-O-glucuronide, and apigenin 7-O-β-D-glucuronide. The principal component analysis clearly distinguished the samples based on their pigment types, indicating that color is a dominant factor dictating the identity and amount of the metabolites. Pearson correlation data based on levels of metabolites showed that orange and yellow florets were significantly correlated to each other. White and cream pigmented species were also highly correlated. Comparison between three developmental stages of safflower wild species based on their metabolite profile showed inconsistent. The findings of this study broaden the current knowledge of safflower metabolism. The wide diversity of metabolites in safflower materials also helps in efforts to improve crop quality and agronomic traits. Full article
(This article belongs to the Section Plant Metabolism)
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10 pages, 1268 KB  
Article
Antiproliferative Activity of (-)-Rabdosiin Isolated from Ocimum sanctum L.
by Alexandros Flegkas, Tanja Milosević Ifantis, Christina Barda, Pinelopi Samara, Ourania Tsitsilonis and Helen Skaltsa
Medicines 2019, 6(1), 37; https://doi.org/10.3390/medicines6010037 - 12 Mar 2019
Cited by 17 | Viewed by 7189
Abstract
Background: Ocimum sanctum L. (holy basil; Tulsi in Hindi) is an important medicinal plant, traditionally used in India. Methods: The phytochemical study of the nonpolar (dichloromethane 100%) and polar (methanol:water; 7:3) extracts yielded fourteen compounds. Compounds 6, 7, 9, 11 [...] Read more.
Background: Ocimum sanctum L. (holy basil; Tulsi in Hindi) is an important medicinal plant, traditionally used in India. Methods: The phytochemical study of the nonpolar (dichloromethane 100%) and polar (methanol:water; 7:3) extracts yielded fourteen compounds. Compounds 6, 7, 9, 11, 12, and 13, along with the methanol:water extract were evaluated for their cytotoxicity against the human cancer cell lines MCF-7, SKBR3, and HCT-116, and normal peripheral blood mononuclear cells (PBMCs). Results: Five terpenoids, namely, ursolic acid (1), oleanolic acid (2), betulinic acid (3), stigmasterol (4), and β-caryophyllene oxide (5); two lignans, i.e., (-)-rabdosiin (6) and shimobashiric acid C (7); three flavonoids, luteolin (8), its 7-O-β-D-glucuronide (9), apigenin 7-O-β-D-glucuronide (10); and four phenolics, (E)-p-coumaroyl 4-O-β-D-glucoside (11), 3-(3,4-dihydroxyphenyl) lactic acid (12), protocatechuic acid (13), and vanillic acid (14) were isolated. Compound 6 was the most cytotoxic against the human cancer lines assessed and showed very low cytotoxicity against PBMCs. Conclusions: Based on these results, the structure of compound 6 shows some promise as a selective anticancer drug scaffold. Full article
(This article belongs to the Special Issue Biological Potential and Medical Use of Secondary Metabolites)
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14 pages, 2524 KB  
Article
Simultaneous Determination of Five Phenolic Acids and Four Flavonoid Glycosides in Rat Plasma Using HPLC-MS/MS and Its Application to a Pharmacokinetic Study after a Single Intravenous Administration of Kudiezi Injection
by Peiying Shi, Chunlei Yang, Ya Su, Liying Huang, Xinhua Lin and Hong Yao
Molecules 2019, 24(1), 64; https://doi.org/10.3390/molecules24010064 - 25 Dec 2018
Cited by 11 | Viewed by 4086
Abstract
This study has developed a reliable and precise high performance liquid chromatography-tandem mass spectrometry method for the simultaneous determination of five phenolic acids and four flavonoid glycosides in rat plasma after a single intravenous administration of Kudiezi injection (KI). Chromatographic separation was carried [...] Read more.
This study has developed a reliable and precise high performance liquid chromatography-tandem mass spectrometry method for the simultaneous determination of five phenolic acids and four flavonoid glycosides in rat plasma after a single intravenous administration of Kudiezi injection (KI). Chromatographic separation was carried out on an Ultimate®XB-C18 column (4.6 × 100 mm, 3.5 μm) using a gradient elution program with a mobile phase consisting of water containing 0.5% acetic acid and acetonitrile at a flow rate of 0.6 mL/min. Detection was performed on a triple-quadrupole tandem mass spectrometry using multiple reaction monitoring in negative electrospray ionization mode. The calibration curves of all analytes showed good linearity (R2 > 0.990). The results of selectivity, intra-day and inter-day precisions, extraction recoveries, matrix effects and stability were satisfactory. Pharmacokinetic parameters showed that luteolin-7-O-β-d-gentiobioside, luteolin-7-O-β-d-glucuronide, luteolin-7-O-β-d-glucoside and apigenin-7-O-β-d-glucuronide were eliminated quickly (0.07 h < t1/2 < 0.66 h), whereas 5-caffeoylquinic acid, caftaric acid, chlorogenic acid, 4-caffeoylquinic acid and caffeic acid were eliminated relatively slowly (2.22 h < t1/2 < 6.09 h) in rat blood. The pharmacokinetic results would be valuable to identify bioactive constituents, elucidate mechanisms of pharmacological actions or adverse drug reactions and guide the rational clinical use of KI. Full article
(This article belongs to the Special Issue Biological Sample Analysis by Liquid Chromatography)
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7 pages, 245 KB  
Article
A New Sulfated α-Ionone Glycoside from Sonchus erzincanicus Matthews
by Ufuk Ozgen, Handan Sevindik, Cavit Kazaz, Demet Yigit, Ali Kandemir, Hasan Secen and Ihsan Calis
Molecules 2010, 15(4), 2593-2599; https://doi.org/10.3390/molecules15042593 - 12 Apr 2010
Cited by 34 | Viewed by 12170
Abstract
Sonchus erzincanicus (Asteraceae) is an endemic species in Turkey, where six Sonchus species grow. In this study, a phytochemical study was performed on the aerial parts of the plant. The study describes the isolation and structure elucidation of five flavonoids and two [...] Read more.
Sonchus erzincanicus (Asteraceae) is an endemic species in Turkey, where six Sonchus species grow. In this study, a phytochemical study was performed on the aerial parts of the plant. The study describes the isolation and structure elucidation of five flavonoids and two a-ionone glycosides from S. erzincanicus. The compounds were isolated using several and repeated chromatographic techniques from ethyl acetate and aqueous phases that were partitioned from a methanol extract obtained from the plant. 5,7,3',4'-Tetrahydroxy-3-methoxyflavone (1) and quercetin 3-O-β-D-glucoside (2) were isolated from the ethyl acetate phase, while corchoionoside C 6’-O-sulfate (3), corchoionoside C (4), luteolin 7-O-glucuronide (5) and luteolin 7-O-β-D-glucoside (6), apigenin 7-O-glucuronide (7) were isolated from the aqueous phase. Corchoionoside C 6’-O-sulfate (3), isolated for the first time from a natural source, was a new compound. The structures of the compounds were elucidated by means of 1H-NMR, 13C-NMR, 2D-NMR (COSY, HMQC, HMBC) and ESI-MS. Full article
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