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1

Engelmann, Mark D., Ryan Hutcheson, and I. Francis Cheng. "Stability of Ferric Complexes with 3-Hydroxyflavone (Flavonol), 5,7-Dihydroxyflavone (Chrysin), and 3‘,4‘-Dihydroxyflavone." Journal of Agricultural and Food Chemistry 53, no. 8 (2005): 2953–60. http://dx.doi.org/10.1021/jf048298q.

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2

Ramasamy, Kavitha. "3′, 4′-dihydroxyflavone ameliorates paclitaxel model of peripheral neuropathy in mice by modulating KATP channel, adenosine (A3) and GABAA (a2 subunit) receptors." Bioinformation 19, no. 6 (2023): 794–63. http://dx.doi.org/10.6026/97320630019754.

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Paclitaxel is a widely used cancer chemotherapeutic agent for many solid tumors; but peripheral neuropathy is a major limitation for its clinical use. Studies have demonstrated the usefulness of flavone derivatives in chemotherapy induced peripheral neuropathy. The present study evaluates the anti-neuropathic effect of 3′, 4′-dihydroxyflavone on paclitaxel-induced peripheral neuropathy and the underlying mechanisms. Paclitaxel was administered to mice in a single dose of 10 mg/kg, i.p.The neuropathic behavioural parameters such as mechanical allodynia, cold allodynia and thermal hyperalgesia w
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Labarrière, Luc, Aurélien Moncomble, and Jean-Paul Cornard. "pH dependency of the structural and photophysical properties of the atypical 2′,3-dihydroxyflavone." RSC Advances 10, no. 58 (2020): 35017–30. http://dx.doi.org/10.1039/d0ra06833k.

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Nassira GHEMBAZA, Nabila BELYAGOUBI-BENHAMMOU, Amel ZITOUNI, Fethi TOUL, Serge MICHALET, and Fawzia ATIK- BEKKARA. "Rapid identification analysis of chemical constituents of Sedum villosum L. (Orpin.) by UHPLC-DAD-HRSM." Journal of Natural Product Research and Applications 1, no. 01 (2021): 15–23. http://dx.doi.org/10.46325/jnpra.v1i01.2.

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In the present paper, we are interested, for the first time, to separate and identify two glycosyl the flavones from Sedum villosum L, family Crassulaceae collected in the flowering phase in Lakhdar Oued, village of Tlemcen (Algeria). The crude methanolic extract of the flowers part was fractionated on column chromatography, and eluted with dichloromethane/methanol each time with increasing polarity of methanol; 24 fractions were separated. One of these fractions named F16 showed more antioxidant activity to scavenge DPPH free radical with percentage inhibition of 94.849 %. F16 was separated b
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Tasdemir, Deniz, Marcel Kaiser, Reto Brun, et al. "Antitrypanosomal and Antileishmanial Activities of Flavonoids and Their Analogues: In Vitro, In Vivo, Structure-Activity Relationship, and Quantitative Structure-Activity Relationship Studies." Antimicrobial Agents and Chemotherapy 50, no. 4 (2006): 1352–64. http://dx.doi.org/10.1128/aac.50.4.1352-1364.2006.

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ABSTRACT Trypanosomiasis and leishmaniasis are important parasitic diseases affecting millions of people in Africa, Asia, and South America. In a previous study, we identified several flavonoid glycosides as antiprotozoal principles from a Turkish plant. Here we surveyed a large set of flavonoid aglycones and glycosides, as well as a panel of other related compounds of phenolic and phenylpropanoid nature, for their in vitro activities against Trypanosoma brucei rhodesiense, Trypanosoma cruzi, and Leishmania donovani. The cytotoxicities of more than 100 compounds for mammalian L6 cells were als
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Datta, Bidyut Kanti, Tahamina Iasmin, and Mohammad A. Rashid. "Further Flavonoids from Polygonum viscosum Buch-Ham. ex D. Don. (Polygonoceae)." Dhaka University Journal of Pharmaceutical Sciences 15, no. 1 (2016): 27–30. http://dx.doi.org/10.3329/dujps.v15i1.29189.

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Three additional flavonoids such as 5,7,4?-trihydroxy-3,8,3?-trimethoxy flavonol (1), 5,7-dihydroxyflavone (chrysin, 2) and 5,6,7-trihydroxyflavone (baicalein, 3) were obtained from the methanol extract of whole plant of Polygonum viscosum. The structure of the isolated compounds was established exclusively by ultraviolet (UV) spectroscopy, mass spectrometry (MS) and a series of Nuclear Magnetic Resonance (NMR) analysis.Dhaka Univ. J. Pharm. Sci. 15(1): 27-30, 2016 (June)
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Fatoki, Toluwase, Stanley Chukwuejim, Omodele Ibraheem, et al. "Harmine and 7,8-dihydroxyflavone synergistically suitable for amyotrophic lateral sclerosis management: An in silico study." Research Results in Pharmacology 8, no. 3 (2022): 49–61. http://dx.doi.org/10.3897/rrpharmacology.8.83332.

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Introduction: Amyotrophic lateral sclerosis (ALS) is a fatal neurological disease characterized by progressive degeneration of both upper and lower motor neurons, resulting in paralysis and eventually leads to death from respiratory failure typically within 3 to 5 years of symptom onset. The aim of this work was to predict the pharmacokinetics and identify unique protein targets that are associated with potential anti-ALS phytochemicals and FDA-approved drugs, by in silico approaches. Materials and methods: Standard computational tools (webserver and software) were used, and the methods used a
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Fatoki, Toluwase, Stanley Chukwuejim, Omodele Ibraheem, et al. "Harmine and 7,8-dihydroxyflavone synergistically suitable for amyotrophic lateral sclerosis management: An in silico study." Research Results in Pharmacology 8, no. (3) (2022): 49–61. https://doi.org/10.3897/rrpharmacology.8.83332.

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Introduction: Amyotrophic lateral sclerosis (ALS) is a fatal neurological disease characterized by progressive degeneration of both upper and lower motor neurons, resulting in paralysis and eventually leads to death from respiratory failure typically within 3 to 5 years of symptom onset. The aim of this work was to predict the pharmacokinetics and identify unique protein targets that are associated with potential anti-ALS phytochemicals and FDA-approved drugs, by in silico approaches. Materials and methods: Standard computational tools (webserver and software) were used, and the methods used a
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9

Espíndola, Cecilia. "Some Nanocarrier’s Properties and Chemical Interaction Mechanisms with Flavones." Molecules 28, no. 6 (2023): 2864. http://dx.doi.org/10.3390/molecules28062864.

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Flavones such as 7,8-dihydroxyflavone (tropoflavin), 5,6,7-trihydroxyflavone (baicalein), 3′,4′,5,6-tetrahydroxyflavone (luteolin), 3,3′,4′,5,5′,7-hexahydroxyflavone (myricetin), 4′,5,7-trihydroxyflavone (apigenin), and 5,7-dihydroxyflavone (chrysin) are important both for their presence in natural products and for their pharmacological applications. However, due to their chemical characteristics and their metabolic processes, they have low solubility and low bioavailability. Knowledge about the physicochemical properties of nanocarriers and the possible mechanisms of covalent and non-covalent
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Kim, Namkwon, Hyung-Seok Yoo, Yeon-Joo Ju, et al. "Synthetic 3',4'-Dihydroxyflavone Exerts Anti-Neuroinflammatory Effects in BV2 Microglia and a Mouse Model." Biomolecules & Therapeutics 26, no. 2 (2018): 210–17. http://dx.doi.org/10.4062/biomolther.2018.008.

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11

Šimunková, Miriama, and Michal Malček. "Dimethyl sulfoxide as a strongly coordinating solvent: 3′,4′-dihydroxyflavone-Cu(II)-DMSO system case study." Acta Chimica Slovaca 13, no. 2 (2020): 38–48. http://dx.doi.org/10.2478/acs-2020-0022.

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Abstract Dimethyl sulfoxide (DMSO) is an aprotic organic solvent widely used in laboratory practice due to its ability to dissolve both polar and nonpolar compounds. However, DMSO is also commonly known as a strongly coordinating solvent, especially towards transition metal containing complexes. In this study, estimation of the coordination ability of DMSO towards the Cu(II) ion was attempted, employing a model system composed of 3′,4′-dihydroxyflavone-Cu(II) complex in the presence of explicit DMSO molecules, using the density functional theory (DFT). Nature of the Cu-DMSO chemical interactio
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Sakalauskas, Andrius, Agne Janoniene, Gediminas Zvinys, Kamile Mikalauskaite, Mantas Ziaunys, and Vytautas Smirnovas. "Exploring the Formation of Polymers with Anti-Amyloid Properties within the 2′3′-Dihydroxyflavone Autoxidation Process." Antioxidants 11, no. 9 (2022): 1711. http://dx.doi.org/10.3390/antiox11091711.

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Amyloid-β and α-synuclein aggregation into amyloid fibrils is linked to the onset and progression of Alzheimer’s and Parkinson’s diseases. While there are only a few disease-modifying drugs, it is essential to search for new, more effective ways to encounter these neurodegenerative diseases. Multiple research articles have shown that the autoxidation of flavone is a critical factor for activating the inhibitory potential against the protein aggregation. Despite this, the structure of the newly-formed inhibitors is unknown. In this research, we examined the autoxidation products of 2′,3′-dihydr
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13

Egwuatu, Ifeanyi Anthony, Chiadikobi Lawrence Ozoemena, Emeka Williams Ugwuishi, Christian Chiemeka Ozor, Augustine Oviosun, and Favour Onwene. "Deciphering the Ameliorative Potential of 5, 7-dihydroxyflavone (Chrysin) on Doxorubicin-Induced Cardiotoxicity by Modulating Oxidative Stress in Rats." Scholars International Journal of Anatomy and Physiology 6, no. 11 (2023): 181–90. http://dx.doi.org/10.36348/sijap.2023.v06i11.005.

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Doxorubicin-induced cardiotoxicity is the leading cause of morbidity and mortality among cancer survivors. The present study aimed to investigate the ameliorative effect of 5, 7-dihydroxyflavone (chrysin) against doxorubicin-induced cardiotoxicity in Wistar rats. Thirty-five adult male Wistar albino rats were randomly allocated into seven groups (n = 5 each) which consisted of normal control (group 1) receiving phosphate buffer saline (0.4 ml), positive control (Group 2) received 2mg\kg of doxorubicin (DOX) through an intraperitoneal route once weekly for 21 days, chrysin low dose and chrysin
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14

Cody, Vivian, Joseph Luft, Mary Mc Court, and Klaus Irmscher. "Conformational analysis of flavonoids: Crystal and molecular structure of 3?,5?-dibromo-3-methyl-6,4?-dihydroxyflavone (1:2) triphenylphosphine oxide complex." Structural Chemistry 2, no. 6 (1991): 601–6. http://dx.doi.org/10.1007/bf00673444.

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15

Gu, Jian-Qiao, Yuehong Wang, Scott G. Franzblau, Gloria Montenegro, and Barbara N. Timmermann. "Constituents of Quinchamalium majus with Potential Antitubercular Activity." Zeitschrift für Naturforschung C 59, no. 11-12 (2004): 797–802. http://dx.doi.org/10.1515/znc-2004-11-1206.

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Antitubercular bioassay-guided fractionation of the dichloromethane extracts of the above-ground biomass and roots of Quinchamalium majus led to the identification of six known constituents, betulinic acid (1), daucosterol (2), 5,7-dihydroxyflavone (3), oleanolic acid (4), (D)-2S-pinocembrin (5), and ursolic acid (6), for the first time in this species. Their chemical structures were determined on the basis of spectroscopic evidence and chemical transformation methods. All of these compounds along with additional 11 analogues were evaluated for their antitubercular potential against Mycobacter
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16

Saraiva, Nuno M., Ana Alves, Ana Isabel Barbosa, et al. "Click on Click: Click-Flavone Glycosides Encapsulated in Click-Functionalised Polymersomes for Glioblastoma Therapy." Pharmaceutics 17, no. 6 (2025): 771. https://doi.org/10.3390/pharmaceutics17060771.

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In this study, three new 3,7-dihydroxyflavone (1) derivatives with different sugars were designed and synthesised by click chemistry. Click chemistry requires the previously modification of building blocks with azide and alkyne groups and therefore, the 3,7-dihydroxyflavone (1) was first converted in 3,7-(prop-2-yn-yloxy)flavone (2) and acetobromo-α-D-glucose (3) was converted into 2,3,4,6-tetra-O-acetyl-β-glucopyranosyl azide (4). Subsequently, a click reaction was performed via copper-catalysed cycloaddition (CuAAC) between 2 and 4, as well as between 2 and 2-acetamido-3,4,6-tetra-O-acetyl-2
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17

Jiang, Meng, Xing Su, Jianling Liu, Chunli Zheng, and Xiaogang Li. "Systems Pharmacology-Dissection of the Molecular Mechanisms of Dragon’s Blood in Improving Ischemic Stroke Prognosis." Evidence-Based Complementary and Alternative Medicine 2020 (May 18, 2020): 1–14. http://dx.doi.org/10.1155/2020/4858201.

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Ethnopharmacological Relevance. Dragon’s blood (DB) is a widely used traditional Chinese medicine that has many pharmacological effects, including antiplatelet aggregation, promoting epidermal growth, and anti-inflammatory and antioxidant activities. The main component of Longxuetongluo capsule and Dragon’s blood dropping pills is DB’s standard phenolic extract, which was used for ischemic stroke prognosis in China. Aim of Study. To dissect the molecular mechanisms of Dragon’s blood (DB) in improving ischemic stroke prognosis. Materials and Methods. (1) Based on system-pharmacology platform, t
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18

Stompor, Monika, Marta Świtalska, and Joanna Wietrzyk. "Synthesis and biological evaluation of acyl derivatives of hydroxyflavones as potent antiproliferative agents against drug resistance cell lines." Zeitschrift für Naturforschung C 73, no. 1-2 (2018): 87–93. http://dx.doi.org/10.1515/znc-2017-0093.

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AbstractThe synthesis of hydroxyflavone derivatives is described. The acyl derivatives of 3-, 6-, 7-hydroxyflavones (compounds2,4,6, respectively) and chrysin (5,7-dihydroxyflavone,7) were obtained in high yields and evaluated in vitro for their cytotoxic activity against several cancer cell lines of different origin: MCF-7 (breast cancer), A549 (nonsmall cell lung cancer), MES-SA (uterine sarcoma), LoVo (colon cancer), drug-resistant human cancer cells (MES-SA/DX5, LoVo/DX) and also towards non-cancer cell line MCF-10A (normal breast epithelial cells). The flavones modified with acyl group sh
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19

CODY, V., J. LUFT, M. MC COURT, and K. IRMSCHER. "ChemInform Abstract: Conformational Analysis of Flavonoids: Crystal and Molecular Structure of 3′,5′-Dibromo-3-methyl-6,4′-dihydroxyflavone (1:2) Triphenylphosphine Oxide Complex." ChemInform 23, no. 4 (2010): no. http://dx.doi.org/10.1002/chin.199204046.

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20

Jomová, Klaudia, Lenka Hudecova, Peter Lauro, et al. "A Switch between Antioxidant and Prooxidant Properties of the Phenolic Compounds Myricetin, Morin, 3′,4′-Dihydroxyflavone, Taxifolin and 4-Hydroxy-Coumarin in the Presence of Copper(II) Ions: A Spectroscopic, Absorption Titration and DNA Damage Study." Molecules 24, no. 23 (2019): 4335. http://dx.doi.org/10.3390/molecules24234335.

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The beneficial effects of polyphenols, predominantly in the context of oxidative stress-related diseases such as cancer, cardiovascular diseases and neurological conditions including Alzheimer’s and Parkinson’s diseases, have been documented by a number of papers and reviews. The antioxidant/prooxidant properties of phenolic compounds are related mainly to the number and positions of hydroxyl groups and to their redox metal (Cu, Fe) chelating capacity. In this work we studied structurally distinct phenolic molecules such as myricetin, morin, 3′,4′-dihydroxy-flavone, taxifolin and 4-hydroxycoum
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Šimunková, Miriama, Marián Valko, Lukáš Bučinský, and Michal Malček. "Structure functionality relationship of flavonoids (myricetin, morin, taxifolin and 3′,4′-dihydroxyflavone). A computational study via the cupric ion probe." Journal of Molecular Structure 1222 (December 2020): 128923. http://dx.doi.org/10.1016/j.molstruc.2020.128923.

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Cao, Yujia, Yee-Joo Tan, and Dejian Huang. "Molecular Mechanism of 5,6-Dihydroxyflavone in Suppressing LPS-Induced Inflammation and Oxidative Stress." International Journal of Molecular Sciences 25, no. 19 (2024): 10694. http://dx.doi.org/10.3390/ijms251910694.

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5,6-dihydroxyflavone (5,6-DHF), a flavonoid that possesses potential anti-inflammatory and antioxidant activities owing to its special catechol motif on the A ring. However, its function and mechanism of action against inflammation and cellular oxidative stress have not been elucidated. In the current study, 5,6-DHF was observed inhibiting lipopolysaccharide (LPS)-induced nitric oxide (NO) and cytoplasmic reactive oxygen species (ROS) production with the IC50 of 11.55 ± 0.64 μM and 0.8310 ± 0.633 μM in murine macrophages, respectively. Meanwhile, 5,6-DHF suppressed the overexpression of pro-in
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Gabriela, Nuño, Alberto María Rosa, Zampini Iris Catiana, et al. "The Effect of Zuccagnia punctata, an Argentine Medicinal Plant, on Virulence Factors from Candida Species." Natural Product Communications 9, no. 7 (2014): 1934578X1400900. http://dx.doi.org/10.1177/1934578x1400900712.

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Zuccagnia punctata Cav. has been used as a traditional medicine in Argentina for the treatment of bacterial and fungal infections. In this study, we evaluated the ability of Z. punctata extract (ZpE) and compounds isolated from it to inhibit the growth and virulence factors of Candida species. ZpE showed inhibitory activity against planktonic cells of all assayed Candida species with MIC values of 400 μg/mL and with MFC values between 400 and 1,200 μg/mL. The principal identified compounds by HPLC-MS/MS and UV-VIS were chalcones (2′,4′-dihydroxy-3′-methoxychalcone, 2′,4′- dihydroxychalcone), f
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Chagas, Maria do Socorro S., Maria D. Behrens, Carla J. Moragas-Tellis, Gabriela X. M. Penedo, Adriana R. Silva, and Cassiano F. Gonçalves-de-Albuquerque. "Flavonols and Flavones as Potential anti-Inflammatory, Antioxidant, and Antibacterial Compounds." Oxidative Medicine and Cellular Longevity 2022 (September 6, 2022): 1–21. http://dx.doi.org/10.1155/2022/9966750.

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Plant preparations have been used to treat various diseases and discussed for centuries. Research has advanced to discover and identify the plant components with beneficial effects and reveal their underlying mechanisms. Flavonoids are phytoconstituents with anti-inflammatory, antimutagenic, anticarcinogenic, and antimicrobial properties. Herein, we listed and contextualized various aspects of the protective effects of the flavonols quercetin, isoquercetin, kaempferol, and myricetin and the flavones luteolin, apigenin, 3 ′ ,4 ′ -dihydroxyflavone, baicalein, scutellarein, lucenin-2, vicenin-2,
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25

Egwuatu, Ifeanyi Anthony, Emeka Godson Anyanwu, Augustine Oviosun, et al. "Ameliorative Effects of 5-7, Dihydroxy Flavone (Chrysin) on Hippocampus of Wistar Rats with Doxorubicin-induced Cognitive Impairment." Journal of Complementary and Alternative Medical Research 22, no. 2 (2023): 49–61. http://dx.doi.org/10.9734/jocamr/2023/v22i2456.

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Concern is increasing regarding the effect of chemotherapy induced cognitive impairment on oncology patients. This sought to investigate the effect of 5-7, dihydroxyflavone on the hippocampus of wistar rats with Doxorubicin induced cognitive impairment. 30 male Wistar rats were procured and acclimatized for 14 days with feed and water, they were divided into six (6) experimental groups of five (5) animals each. Group 1 served as normal control. Group 2 was induced with 2mg/kg of DOX and was untreated. Group 3 received 150mg/kg of Chrysin. Groups 4, 5 and 6 were induced with 2mg/kg of doxorubic
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26

Mohos, Violetta, Eszter Fliszár-Nyúl, Gabriella Schilli, et al. "Interaction of Chrysin and Its Main Conjugated Metabolites Chrysin-7-Sulfate and Chrysin-7-Glucuronide with Serum Albumin." International Journal of Molecular Sciences 19, no. 12 (2018): 4073. http://dx.doi.org/10.3390/ijms19124073.

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Chrysin (5,7-dihydroxyflavone) is a flavonoid aglycone, which is found in nature and in several dietary supplements. During the biotransformation of chrysin, its conjugated metabolites chrysin-7-sulfate (C7S) and chrysin-7-glucuronide (C7G) are formed. Despite the fact that these conjugates appear in the circulation at much higher concentrations than chrysin, their interactions with serum albumin have not been reported. In this study, the complex formation of chrysin, C7S, and C7G with human (HSA) and bovine (BSA) serum albumins was investigated employing fluorescence spectroscopic, ultrafiltr
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Mehdi, Syed Hassan, Md Zafaryab, Sana Nafees, et al. "Chrysin Sensitizes Human Lung Cancer Cells to Tumour Necrosis Factor Related Apoptosis-Inducing Ligand (TRAIL) Mediated Apoptosis." Asian Pacific Journal of Cancer Biology 4, no. 2 (2019): 27–33. http://dx.doi.org/10.31557/apjcb.2019.4.2.27-33.

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Background: Lung cancer is the primary cause of cancer deaths worldwide. Thus, the requisite for more coherent methods to lung cancer therapy is needed. Purpose: Chrysin (5, 7-dihydroxyflavone) is a naturally occurring flavonoid having a wide range of pharmacological properties and is commonly found in fruits, vegetables, honey and propolis. In our study, we have hypothesized that chrysin would have anticancer activity on L132 lung cancer cell line.Methods: The cytotoxic effects were assessed by MTT and NRU assay. DAPI was used to evaluate the cell death. The pro- or anti-apoptotic proteins we
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Wang, Yi, Junsen Cheng, Wei Jiang, and Shu Chen. "Metabolomics study of flavonoids in Coreopsis tinctoria of different origins by UPLC–MS/MS." PeerJ 10 (December 19, 2022): e14580. http://dx.doi.org/10.7717/peerj.14580.

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To analyze the flavonoids in Coreopsis tinctoria and compare the differences in flavonoids among C. tinctoria of different origins, the chemical composition of C. tinctoria capitulum was analyzed by ultra-high-performance liquid chromatography-tandem quadrupole time-of-flight mass spectrometry (UPLC-QTOF-MS), and the flavonoid metabolites were analyzed and identified based on their retention time, mass-to-charge ratio and fragment ions in the UPLC-QTOF-MS matrix. Capitulum samples of C. tinctoria were collected from three locations in the Xinjiang region at different altitudes. A total of 204
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Ademuwagun, Ibitayo Abigail, Gbolahan Oladipupo Oduselu, Solomon Oladapo Rotimi, and Ezekiel Adebiyi. "Pharmacophore-Aided Virtual Screening and Molecular Dynamics Simulation Identifies TrkB Agonists for Treatment of CDKL5-Deficiency Disorders." Bioinformatics and Biology Insights 17 (January 2023): 117793222311582. http://dx.doi.org/10.1177/11779322231158254.

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Therapeutic intervention in cyclin-dependent kinase-like 5 (CDKL5) deficiency disorders (CDDs) has remained a concern over the years. Recent advances into the mechanistic interplay of signalling pathways has revealed the role of deficient tropomyosin receptor kinase B (TrkB)/phospholipase C γ1 signalling cascade in CDD. Novel findings showed that in vivo administration of a TrkB agonist, 7,8-dihydroxyflavone (7,8-DHF), resulted in a remarkable reversal in the molecular pathologic mechanisms underlying CDD. Owing to this discovery, this study aimed to identify more potent TrkB agonists than 7,8
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Mathesius, Ulrike, Cathy Bayliss, Jeremy J. Weinman, et al. "Flavonoids Synthesized in Cortical Cells During Nodule Initiation Are Early Developmental Markers in White Clover." Molecular Plant-Microbe Interactions® 11, no. 12 (1998): 1223–32. http://dx.doi.org/10.1094/mpmi.1998.11.12.1223.

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We examined the site-specific induction of the flavonoid pathway before and during nodule initiation in white clover with transgenic plants, fluorescence microscopy, and microspectrofluorometry to test if flavonoids play a role in nodule organogenesis. A chalcone synthase regulated β-glucuronidase (GUS) transgene (CHS3:gusA) was up-regulated from 3 h post inoculation (p.i.) until cell division (around 40 h p.i.) in inner cortex cells underlying the inoculation site. Intracellular fluorescence occurred in vacuoles of those inner cortex cells from 13 h p.i. until the fluorescent cells divided. F
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Klebe, Damon, Mahima Tibrewal, Deep R. Sharma, et al. "Reduced Hippocampal Dendrite Branching, Spine Density and Neurocognitive Function in Premature Rabbits, and Reversal with Estrogen or TrkB Agonist Treatment." Cerebral Cortex 29, no. 12 (2019): 4932–47. http://dx.doi.org/10.1093/cercor/bhz033.

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Abstract Preterm-born children suffer from neurological and behavioral disorders. Herein, we hypothesized that premature birth and non-maternal care of preterm newborns might disrupt neurobehavioral function, hippocampal dendritic arborization, and dendritic spine density. Additionally, we assessed whether 17β-estradiol (E2) replacement or the TrkB receptor agonist, 7,8-dihydroxyflavone (DHF), would reverse compromised dendritic development and cognitive function in preterm newborns. These hypotheses were tested by comparing preterm (E28.5) rabbit kits cared and gavage-fed by laboratory person
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Chen, Yufeng, Jingchong Peng, Yueqi Wang, et al. "Development, Characterization, Stability and Bioaccessibility Improvement of 7,8-Dihydroxyflavone Loaded Zein/Sophorolipid/Polysaccharide Ternary Nanoparticles: Comparison of Sodium Alginate and Sodium Carboxymethyl Cellulose." Foods 10, no. 11 (2021): 2629. http://dx.doi.org/10.3390/foods10112629.

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In this study, two polysaccharides [sodium alginate (ALG) and sodium carboxymethyl cellulose (CMC)] were selected to establish zein/sophorolipid/ALG (ALG/S/Z) and zein/sophorolipid/ALG (CMC/S/Z) nanoparticles to encapsulate 7,8-dihydroxyflavone (7,8-DHF), respectively. The results showed that polysaccharide types significantly affected performance of ternary nanoparticles, including CMC/S/Z possessed lower polydispersity index, particle size and turbidity, but higher zeta potential, encapsulation efficiency and loading capacity compared to ALG/S/Z. Compared to zein/sophorolipid nanoparticles (
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Balta, Cornel, Alina Ciceu, Hildegard Herman, Marcel Rosu, Oana Maria Boldura, and Anca Hermenean. "Dose-Dependent Antifibrotic Effect of Chrysin on Regression of Liver Fibrosis: The Role in Extracellular Matrix Remodeling." Dose-Response 16, no. 3 (2018): 155932581878983. http://dx.doi.org/10.1177/1559325818789835.

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Liver fibrosis represents an overaccumulation of extracellular matrix (ECM). This study was designed to investigate the effect of chrysin on established ECM overproduction in carbon tetrachloride (CCl4) mouse liver fibrosis. Experimental fibrosis was induced by intraperitoneal injection of 2 mL/kg CCl4 twice a week, for 7 weeks. Mice were orally treated with 3 doses of chrysin (5,7-dihydroxyflavone). For the assessment of the spontaneous reversion of fibrosis, CCl4-treated mice were investigated after 2 weeks of recovery time. Silymarin was used as a standard of liver protection. In fibrotic l
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Zheng, Hongling, Xin Yang, Qiuyu Zhang, Joanne Yi Hui Toy, and Dejian Huang. "Food Grade Synthesis of Hetero-Coupled Biflavones and 3D-Quantitative Structure–Activity Relationship (QSAR) Modeling of Antioxidant Activity." Antioxidants 14, no. 6 (2025): 742. https://doi.org/10.3390/antiox14060742.

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Biflavonoids are a unique subclass of dietary polyphenolic compounds known for their diverse bioactivities. Despite these benefits, these biflavonoids remain largely underexplored due to their limited natural availability and harsh conditions required for their synthesis, which restricts broader research and application in functional foods and nutraceuticals. To address this gap, we synthesized a library of rare biflavonoids using a radical–nucleophile coupling reaction previously reported by our group. The food grade coupling reaction under weakly alkaline water at room temperature led to iso
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Galindo-Romero, Caridad, Beatriz Vidal-Villegas, Javier Asís-Martínez, Fernando Lucas-Ruiz, Alejandro Gallego-Ortega, and Manuel Vidal-Sanz. "7,8-Dihydroxiflavone Protects Adult Rat Axotomized Retinal Ganglion Cells through MAPK/ERK and PI3K/AKT Activation." International Journal of Molecular Sciences 22, no. 19 (2021): 10896. http://dx.doi.org/10.3390/ijms221910896.

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We analyze the 7,8-dihydroxyflavone (DHF)/TrkB signaling activation of two main intracellular pathways, mitogen-activated protein kinase (MAPK)/ERK and phosphatidylinositol 3 kinase (PI3K)/AKT, in the neuroprotection of axotomized retinal ganglion cells (RGCs). Methods: Adult albino Sprague-Dawley rats received left intraorbital optic nerve transection (IONT) and were divided in two groups. One group received daily intraperitoneal DHF (5 mg/kg) and another vehicle (1%DMSO in 0.9%NaCl) from one day before IONT until processing. Additional intact rats were employed as control (n = 4). At 1, 3 or
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Lawson, CGR, BG Rolfe, and MA Djordjevic. "Rhizobium Inoculation Induces Condition-Dependent Changes in the Flavonoid Composition of Root Exudates From Trifolium subterraneum." Functional Plant Biology 23, no. 1 (1996): 93. http://dx.doi.org/10.1071/pp9960093.

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Rapid induction of chalcone synthase (predominantly CHSS) gene expression occurs within 6 h following the inoculation of Rhizobium leguminosarum bv. trifolii strain ANU843 on Trifolium subterraneum or wounding of plants (C. G. R. Lawson, M. A. Djordjevic, J. J. Weinman and B. G. Rolfe. 1994. Molecular Plant-Microbe Interactions 7, 498-507). Experiments were conducted under the same conditions to examine the time of onset of synthesis and excretion of flavonoids that might result from this early CHS expression. Flavonoids in root tissues and root exudates were examined by HPLC analysis and the
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Khan, Rehan, Abdul Quaiyoom Khan, Wajhul Qamar, et al. "Chrysin abrogates cisplatin-induced oxidative stress, p53 expression, goblet cell disintegration and apoptotic responses in the jejunum of Wistar rats." British Journal of Nutrition 108, no. 9 (2012): 1574–85. http://dx.doi.org/10.1017/s0007114511007239.

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Cisplatin (cis-diamminedichloroplatinum (II) (CDDP)) is a commonly used chemotherapeutic drug for the treatment of numerous forms of cancer, but it has pronounced adverse effects, namely nephrotoxicity, ototoxicity, neurotoxicity, hepatotoxicity, diarrhoea and nausea. CDDP-induced emesis and diarrhoea are also marked toxicities that may be due to intestinal injury. Chrysin (5,7-dihydroxyflavone), a natural flavone commonly found in many plants, possesses multiple biological activities, such as antioxidant and anti-inflammatory properties. In the present study, we investigated the protective ef
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Schlupper, Doreen, Sabine Giesa, and Rolf Gebhardt. "Influence of Biotransformation of Luteolin, Luteolin 7-O-Glucoside, 3′,4′-Dihydroxyflavone and Apigenin by Cultured Rat Hepatocytes on Antioxidative Capacity and Inhibition of EGF Receptor Tyrosine Kinase Activity." Planta Medica 72, no. 07 (2006): 596–603. http://dx.doi.org/10.1055/s-2006-931555.

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Zhang, Tianlu, Dong Zhou, Miaofen Chen, et al. "Effects of the Fibrous Root of Polygonatum cyrtonema Hua on Growth Performance, Meat Quality, Immunity, Antioxidant Capacity, and Intestinal Morphology of White-Feathered Broilers." Antibiotics 12, no. 11 (2023): 1627. http://dx.doi.org/10.3390/antibiotics12111627.

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This study was designed to evaluate the effects of different doses of the fibrous roots of Polygonatum cyrtonema Hua on the growth performance, slaughter parameters, meat quality, immune function, cytokines, antioxidant capacity, and intestinal morphology of white-feathered broilers. Also, the mechanism to improve immune functions of broilers was explored through network pharmacology and molecular docking technology. A total of 360 AA-white-feathered broilers were randomly divided into six groups (not separated by sex), with six repetitions per group (n = 10). The groups were as follows: basal
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Kamat, Siya, Madhuree Kumari, Kuttuvan Valappil Sajna, et al. "Improved Chrysin Production by a Combination of Fermentation Factors and Elicitation from Chaetomium globosum." Microorganisms 11, no. 4 (2023): 999. http://dx.doi.org/10.3390/microorganisms11040999.

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Flavonoids encompass a heterogeneous group of secondary metabolites with exceptional health benefits. Chrysin, a natural dihydroxyflavone, possesses numerous bioactive properties, such as anticancer, antioxidative, antidiabetic, anti-inflammatory, etc. However, using traditional sources of chrysin involves extracting honey from plants, which is non-scalable, unsustainable, and depends on several factors, including geography, climatic conditions, and the season, which limits its production at a larger scale. Recently, microbial production of desirable metabolites has garnered attention due to t
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Li, Chunhou, Xican Li, Jingyuan Zeng, et al. "Detection of Adulterated Naodesheng Tablet (Naodesheng Pian) via In-Depth Chemical Analysis and Subsequent Reconstruction of Its Pharmacopoeia Q-Markers." Molecules 29, no. 6 (2024): 1392. http://dx.doi.org/10.3390/molecules29061392.

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Naodesheng Tablet (Naodesheng Pian), a traditional Chinese medicine formula for stroke treatment, is made up of five herbal medicines, i.e., Sanqi, Gegen, Honghua, Shanzha, and Chuanxiong. However, the current Pharmacopoeia quality-marker (Q-marker) system cannot detect possible adulteration. Our study tried to use a new strategy, i.e., standards-library-dependent ultra-high-performance liquid chromatography-quadrupole-Orbitrap mass spectrometry (UHPLC-Q-Orbitrap MS/MS) putative identification, to reconstruct the Q-marker system. Through the strategy, 30 isomers were successfully differentiate
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Bhosale, Pritam Bhagwan, Abuyaseer Abusaliya, Hun Hwan Kim та ін. "Apigetrin Promotes TNFα-Induced Apoptosis, Necroptosis, G2/M Phase Cell Cycle Arrest, and ROS Generation through Inhibition of NF-κB Pathway in Hep3B Liver Cancer Cells". Cells 11, № 17 (2022): 2734. http://dx.doi.org/10.3390/cells11172734.

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Apigetrin (7-(β-D-glucopyranosyloxy)-4′,5-dihydroxyflavone), a glycoside bioactive dietary flavonoid derived from Taraxacum officinale and Teucrium gnaphalodes, is known to possess anticancer, antioxidant, and anti-inflammatory effects on numerous cancers. In the present study, we examined the effect of apigetrin in Hep3B hepatocellular cancer cell line (HCC). Apigetrin inhibited cell growth and proliferation of Hep3B cells, as confirmed by MTT and colony formation assay. We used apigetrin at concentrations of 0, 50, and 100 µM for later experiments. Of these concentrations, 100 µM of apigetri
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McKhann, Heather I., Nancy L. Paiva, Richard A. Dixon, and Ann M. Hirsch. "Chalcone Synthase Transcripts Are Detected in Alfalfa Root Hairs Following Inoculation with Wild-Type Rhizobium meliloti." Molecular Plant-Microbe Interactions® 10, no. 1 (1997): 50–58. http://dx.doi.org/10.1094/mpmi.1997.10.1.50.

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Flavonoids are involved in a number of critical events in the interaction between nitrogen-fixing bacteria and legumes. To get a better understanding of the importance of flavonoids in the earliest stages of the alfalfa-Rhizobium meliloti symbiosis, we followed the expression of two chal-cone synthase (CHS) gene family members as well as of chalcone isomerase (CHI) and isoflavone reductase (IFR) genes. CHS transcripts increased 2 to 4 dpi (days post-inoculation) with wild-type rhizobia, but not after inoculation with the heterologous R. leguminosarum bv. trifolii or with an exopolysaccharide (
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Nordeen, Steven K., Vijay Kumar, Betty J. Bona, Joshua D. Batson, Donald S. Backos, and Michael F. Wempe. "Endocrine-Disrupting Activities of Flavones on Steroid Receptors: Structural Requirements and Synthesis of Novel Flavone with Improved Estrogenic Activity." Biomedicines 13, no. 3 (2025): 748. https://doi.org/10.3390/biomedicines13030748.

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Background/Objectives: Flavonoids are common ubiquitous components of plants and are consumed by humans and livestock in their diets. Many different activities have been proposed for a variety of flavonoids that play a role in the benefits of a plant-rich diet. On the downside, excessive exposure to some flavonoids comes with a risk of endocrine disruption. Our objective was to define the structural elements of flavones and selected other flavonoids required for endocrine-disrupting activities on each of four steroid receptors, estrogen, androgen, progesterone, and glucocorticoid receptors. Me
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Kikuchi, Hidehiko, Kaori Harata, Sumiko Akiyoshi, Harishkumar Madhyastha, and Futoshi Kuribayashi. "3’, 4’-Dihydroxyflavone enhances all-trans retinoic acid-induced superoxide-generating activity through up-regulating transcription of gp91-phox in human monoblastic U937 cells, as opposed to flavone and other hydroxyflavone derivatives." Fundamental Toxicological Sciences 8, no. 2 (2021): 53–59. http://dx.doi.org/10.2131/fts.8.53.

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Bhusari, Sachin Shivling, Shreya Hiralal Waghmare, and Pravin Shridhar Wakte. "DEVELOPMENT AND VALIDATION OF Q-ABSORBANCE RATIO SPECTROPHOTOMETRIC METHOD FOR THE SIMULTANEOUS ESTIMATION OF RIFAMPICIN AND ITS BIOENHANCER; 3, 5'-DIHYDROXYFLAVONE-7-O-B-D-GALACTURONIDE-4'-O-B-D-GLUCOPYRANOSIDE; IN BULK AND FORMULATION." Journal of Pharmaceutical & Scientific Innovation 8, no. 5 (2019): 182–88. http://dx.doi.org/10.7897/2277-4572.085152.

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Kuo, Chen-Miao, Tania N. Hill, and Barend C. B. Bezuidenhoudt. "Crystal structure of 7-benzyloxy-5,6-dihydroxyflavone, C22H16O5." Zeitschrift für Kristallographie - New Crystal Structures 230, no. 3 (2015): 193–94. http://dx.doi.org/10.1515/ncrs-2014-0144.

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Wollenweber, Eckhard, Karin Mann, Munekazu Iinuma, Toshiyuki Tanaka, and Mizuo Mizuno. "2′,5′-Dihydroxyflavone and its 5′-Acetate — Novel Compounds from the Farinose Exudate of Primula." Zeitschrift für Naturforschung C 43, no. 3-4 (1988): 305–7. http://dx.doi.org/10.1515/znc-1988-3-424.

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2′,5′-Dihydroxyflavone and its 5′-acetate were isolated from the farinose exudate of Primula japonica and P. pulverulenta. Their structures were elucidated by spectroscopic methods and confirmed by synthesis. Both flavones are novel natural products.
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Añón, M. T., A. Ubeda, and M. J. Alcaraz. "Protective Effects of Phenolic Compounds on CCl4-Induced Toxicity in Isolated Rat Hepatocytes." Zeitschrift für Naturforschung C 47, no. 3-4 (1992): 275–79. http://dx.doi.org/10.1515/znc-1992-3-417.

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Abstract The protective effects of a series of phenolic compounds, phenolic acids and flavonoids on the cytotoxicity of CCl4 in rat hepatocytes were studied. A number of flavones, 7,8-dihydroxyflavone, luteolin and hypolaetin-8-glucoside, flavonols, morin, quercetin, robinetin and gossypin, phenolic acids, gallic, caffeic and chlorogenic acids, as well as the flavane ( + )-catechin significantly inhibited alanine amine transferase (ALT) release. Catechol groups are determinant for the protective activity of flavonoids and cinnamic acid derivatives, as well as the resorcinol or pyrogallol moiet
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Kang, Myung-Su, Tae-Yong Choi, Hye Guk Ryu, et al. "Autism-like behavior caused by deletion of vaccinia-related kinase 3 is improved by TrkB stimulation." Journal of Experimental Medicine 214, no. 10 (2017): 2947–66. http://dx.doi.org/10.1084/jem.20160974.

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Vaccinia-related kinases (VRKs) are multifaceted serine/threonine kinases that play essential roles in various aspects of cell signaling, cell cycle progression, apoptosis, and neuronal development and differentiation. However, the neuronal function of VRK3 is still unknown despite its etiological potential in human autism spectrum disorder (ASD). Here, we report that VRK3-deficient mice exhibit typical symptoms of autism-like behavior, including hyperactivity, stereotyped behaviors, reduced social interaction, and impaired context-dependent spatial memory. A significant decrease in dendritic
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