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Diosmin: Advances on Resources, Biosynthesis Pathway, Bioavailability, Bioactivity, and Pharmacology

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Handbook of Dietary Flavonoids

Abstract

This chapter will cover the advancement in the research on diosmin, based, mainly, in the last two decades. Diosmin, a flavone glycoside belonging to the class of flavonoids, secondary metabolites present in a huge number in plants and vegetables, has attracted researchers’ attention due to its potential involvement in human wellness. In particular, diosmin is the glycoside of the aglycon diosmetin (3′, 5, 7-trihydroxy-4′-methoxyflavone) that occurs naturally and abundant in citrus fruits and in several herbal preparations and it plays an important role in the treatment of various ailments. Numerous in vitro and in vivo studies have highlighted its biological roles with remarkable antioxidative, antihyperglycemic, anti-inflammatory, anticancer, and antimicrobial activity, just to mention a few, and its utilization as phlebotonic agent. We have provided, in this chapter, an overview of diosmin, focalizing on its chemistry, biochemistry, and pharmacology, based on its major biological properties on its therapeutic applications and, potential targets of action, following activation/block of the pathways associated with its utilization.

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References

  • Abdelmoneem MA, Mahmoud M, Zaky A, Helmy MW, Sallam M, Fang JY, Elkhodairy KA, Elzoghby AO (2018a) Decorating protein nanospheres with lactoferrin enhances oral COX-2 inhibitor/herbal therapy of hepatocellular carcinoma. Nanomedicine (Lond) 13(19):2377–2395

    Article  CAS  PubMed  Google Scholar 

  • Abdelmoneem MA, Mahmoud M, Zaky A, Helmy MW, Sallam M, Fang JY, Elzoghby AO (2018b) Dual-targeted casein micelles as green nanomedicine for synergistic phytotherapy of hepatocellular carcinoma. J Control Release 287:78–93

    Article  CAS  PubMed  Google Scholar 

  • Abdel-Reheim MA, Messiha BAS, Abo-Saif AA (2017) Hepatoprotective effect of diosmin on iron-induced liver damage. Int J Pharmacol 13:529–540

    Article  CAS  Google Scholar 

  • Adouani I, Qureshi AS, Hang T-J (2019) Preparation, evaluation and pharmacokinetics of diosmin herbosomein beagle dogs. Pak J Pharm Sci 33:033–040

    Google Scholar 

  • AlAjmi MF, Rehman MT, Hussain A, Rather GM (2018) Pharmacoinformatic approach for the identification of polo-like kinase-1 inhibitors from natural sources as anti-cancer agents. Int J Biol Macromol 116:173–181

    Article  CAS  PubMed  Google Scholar 

  • Angamuthu H, Ramachandran M (2020) Investigations on the structural, vibrational, computational, and molecular docking studies on potential antidiabetic chemical agent Diosmetin. J Mol Recognit 33

    Google Scholar 

  • Atia NM, Hazzah HA, Gaafar P, Abdallah OY (2019) Diosmin nanocrystal-loaded wafers for treatment of diabetic ulcer: in vitro and in vivo evaluation. J Pharm Sci 108(5):1857–1871

    Article  CAS  PubMed  Google Scholar 

  • Attia TM (2019) Efficacy and safety of Daflon® in the treatment of idiopathic epistaxis. Am J Rhinol Allergy 33(1):62–68

    Article  PubMed  Google Scholar 

  • Bae EA, Han MJ, Kim DH (1999) In vitro anti-helicobacter pylori activity of some flavonoids and their metabolites. Planta Med 65(5):442–443

    Article  CAS  PubMed  Google Scholar 

  • Bae EA, Han MJ, Lee M, Kim DH (2000) In vitro inhibitory effect of some flavonoids on rotavirus infectivity. Biol Pharm Bull 23(9):1122–1124

    Article  CAS  PubMed  Google Scholar 

  • Bai NS, Zhou Z, Zhu NQ, Zhang L, Quan Z, He K et al (2005) Antioxidative flavonoids from the flower of Inula britannica. J Food Lipids 12:141–149

    Article  CAS  Google Scholar 

  • Barberis A, Deiana M, Spissu Y, Azara E, Fadda A, Serra PA, D’hallewin G, Pisano M, Serreli G, Orrù G, Scano A, Steri D (2020) Antioxidant, antimicrobial, and other biological properties of pompia juice. Molecules 25:3186

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Barreca D, Bellocco E, Caristi C, Leuzzi U, Gattuso G (2010) Flavonoid composition and antioxidant activity of juices from Chinotto (citrus x myrtifolia Raf.) fruits at different ripening stages. J Agric Food Chem 58(5):3031–3036

    Article  CAS  PubMed  Google Scholar 

  • Barreca D, Bellocco E, Caristi C, Leuzzi U, Gattuso G (2011a) Distribution of C-and O-glycosyl flavonoids, (3-hydroxy-3-methylglutaryl) glycosyl flavanones and furocoumarins in Citrus aurantium L. juice. Food Chem 124(2):576–582

    Article  CAS  Google Scholar 

  • Barreca D, Bellocco E, Caristi C, Leuzzi U, Gattuso G (2011b) Flavonoid profile and radical-scavenging activity of Mediterranean sweet lemon (Citrus limetta Risso) juice. Food Chem 129(2):417–422

    Article  CAS  PubMed  Google Scholar 

  • Barreca D, Laganà G, Bruno G, Magazù S, Bellocco E (2013) Diosmin binding to human serum albumin and its preventive action against degradation due to oxidative injuries. Biochimie 95(11):2042–2049

    Article  CAS  PubMed  Google Scholar 

  • Barreca D, Mandalari G, Calderaro A, Smeriglio A, Trombetta D, Felice MR, Gattuso G (2020) Citrus flavones: an update on sources, biological functions, and health promoting properties. Plan Theory 9(3):288

    CAS  Google Scholar 

  • Bergan JJ, Schmid-Schönbein GW, Takase S (2001) Therapeutic approach to chronic venous insufficiency and its complications: place of Daflon® 500 mg. Angiology 52(1_suppl):S43–S47

    Article  PubMed  Google Scholar 

  • Boisnic S, Branchet MC, Gouhier-Kodas C, Verriere F, Jabbour V (2018) Anti-inflammatory and antiradical effects of a 2% diosmin cream in a human skin organ culture as model. J Cosmet Dermatol 17(5):848–854

    Article  PubMed  Google Scholar 

  • Bozdağ M, Eraslan G (2020) The effect of diosmin against lead exposure in rats. Naunyn Schmiedeberg’s Arch Pharmacol 393:639–649

    Article  Google Scholar 

  • Brozic P, Kocbek P, Sova M, Kristl J, Martens S, Adamski J et al (2009) Flavonoids and cinnamic acid derivatives as inhibitors of 17 beta -hydroxysteroid dehydrogenase type 1. Mol Cell Endocrinol 301:229–234

    Article  CAS  PubMed  Google Scholar 

  • Bush R, Comerota A, Meissner M, Raffetto JD, Hahn SR, Freeman K (2017) Recommendations for the medical management of chronic venous disease: the role of micronized purified flavanoid fraction (MPFF). Phlebology 32(1_suppl):3–19

    Article  PubMed  Google Scholar 

  • Cacchio A, Di Carlo G, Vincenza C, Elisabetta DB (2019a) Effectiveness and safety of a mixture of diosmin, coumarin and arbutin (Linfadren®) in addition to conventional treatment in the management of patients with post-trauma/surgery persistent hand edema: a randomized controlled trial. Clin Rehabil 33(5):904–912

    Article  PubMed  Google Scholar 

  • Cacchio A, Prencipe R, Bertone M, De Benedictis L, Taglieri L, D’Elia E, Centoletti C, Di Carlo G (2019b) Effectiveness and safety of a product containing diosmin, coumarin, and arbutin (Linfadren®) in addition to complex decongestive therapy on management of breast cancer-related lymphedema. Support Care Cancer 27(4):1471–1480

    Article  PubMed  Google Scholar 

  • Campanero MA, Escolar M, Perez G, Garcia-Quetglas E, Sadaba B, Azanza JR (2010) Simultaneous determination of diosmin and diosmetin in human plasma by ion trap liquid chromatography-atmospheric pressure chemical ionization tandem mass spectrometry: application to a clinical pharmacokinetic study. J Pharm Biomed Anal 51(4):875–881

    Article  CAS  PubMed  Google Scholar 

  • Camponogara C, Brum ES, Pegoraro NS, Brusco I, Brucker N, Oliveira SM (2021) Diosmetin, a novel transient receptor potential vanilloid 1 antagonist, alleviates the UVB radiation-induced skin inflammation in mice. Inflammopharmacology 29(3):879–895

    Article  CAS  PubMed  Google Scholar 

  • Cazaubon M, Benigni JP, Steinbruch M, Jabbour V, Gouhier-Kodas C (2021) Is there a difference in the clinical efficacy of diosmin and micronized purified flavonoid fraction for the treatment of chronic venous disorders? Review of available evidence. Vasc Health Risk Manag 17:591–600

    Article  PubMed  PubMed Central  Google Scholar 

  • Chan BC, Ip M, Gong H, Lui SL, See RH, Jolivalt C, Fung KP, Leung PC, Reiner NE, Lau CB (2013) Synergistic effects of diosmetin with erythromycin against ABC transporter over-expressed methicillin-resistant Staphylococcus aureus (MRSA) RN4220/pUL5054 and inhibition of MRSA pyruvate kinase. Phytomedicine 20(7):611–614

    Article  CAS  PubMed  Google Scholar 

  • Chandler D, Woldu A, Rahmadi A, Shanmugam K, Steiner N, Wright E et al (2010) Effects of plant-derived polyphenols on TNF-alpha and nitric oxide production induced by advanced glycation endproducts. Mol Nutr Food Res 54:S141–S150

    Article  CAS  PubMed  Google Scholar 

  • Chen X, Xu L, Guo S, Wang Z, Jiang L, Wang F, Zhang J, Liu B (2019) Profiling and comparison of the metabolites of diosmetin and diosmin in rat urine, plasma and feces using UHPLC-LTQ-Orbitrap MSn. J Chromatogr B 1124:58–71

    Google Scholar 

  • Chen Y, Wang Y, Liu M, Zhou B, Yang G (2020) Diosmetin exhibits antiproliferative and anti-inflammatory effects on TNF-α-stimulated human rheumatoid arthritis fibroblast-like synoviocytes through regulating the Akt and NF-κB signaling pathways. Phyther Res 34:1310–1319

    Article  CAS  Google Scholar 

  • Chinnam N, Dadi PK, Sabri SA, Ahmad M, Kabir MA, Ahmad Z (2010) Dietary bioflavonoids inhibit Escherichia coli ATP synthase in a differential manner. Int J Biol Macromol 46(5):478–486

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Choi J, Lee D-H, Park S.-.Y., Seol J.-.W. (2019) Diosmetin inhibits tumor development and block tumor angiogenesis in skin cancer. Biomed Pharmacother 117:109091

    Article  CAS  PubMed  Google Scholar 

  • Ciolino HP, Wang TTY, Yeh GC (1998) Diosmin and diosmetin are agonists of the aryl hydrocarbon receptor that differentially affect cytochrome P450 1A1 activity. Cancer Res 58:2754–2760

    CAS  PubMed  Google Scholar 

  • Comakli V, Adam S, Oztekin A, Demir Dag R (2020) Screening inhibitory effects of selected flavonoids on human recombinant aldose reductase enzyme: in vitro and in silico study. Arch Physiol Biochem:1–7

    Google Scholar 

  • Cospite M, Dominici A (1989) Double blind study of the pharmacodynamic and clinical activities of 5682 SE in venous insufficiency. Advantages of the new micronized form. Int Angiol 8(4 Suppl):61–65

    CAS  PubMed  Google Scholar 

  • Deseo MA, Elkins A, Rochefort S, Kitchen B (2020) Antioxidant activity and polyphenol composition of sugarcane molasses extract. Food Chem 314:126180

    Article  CAS  PubMed  Google Scholar 

  • Eichsteininger J, Kirisits K, Smooch C, Stadlbauer C, Nguyen CH, Jager W, Ozmen A, Ecker G, Krupitza G, Krenn L (2019) Structural insight into the in vitro anti-intravasate properties of flavonoids. Sci Pharm 87:23

    Article  CAS  Google Scholar 

  • Eraslan G, Sarıca ZS, Bayram LÇ, Tekeli MY, Kanbur M, Karabacak M (2017) The effects of diosmin on aflatoxin-induced liver and kidney damage. Environ Sci Pollut Res Int 24:27931–27941

    Article  CAS  PubMed  Google Scholar 

  • Eurosurveillance Editorial Team (2020) Note from the editors: World Health Organization declares novel coronavirus (2019-nCoV) sixth public health emergency of international concern. Eur Secur 25(5):200131e

    Google Scholar 

  • Fang X, Gao W, Yang Z, Gao Z, Li H (2020) Dual anti-/prooxidant behaviors of flavonoids pertaining to Cu (II)-catalyzed tyrosine nitration of the insulin receptor kinase domain in an antidiabetic study. J Agric Food Chem 68:6202–6211

    Article  CAS  PubMed  Google Scholar 

  • Ferrer JL, Jez JM, Bowman ME, Dixon RA, Noel JP (1999) Structure of chalcone synthase and the molecular basis of plant polyketide biosynthesis. Nat Struct Biol 6:775–784

    Article  CAS  PubMed  Google Scholar 

  • Ferrer JL, Austin MB, Stewart C Jr, Noel JP (2008) Structure and function of enzymes involved in the biosynthesis of phenylpropanoids. Plant Physiol Biochem 46:356–370

    Article  CAS  PubMed  Google Scholar 

  • Gattuso G, Barreca D, Gargiulli C, Leuzzi U, Caristi C (2007) Flavonoid composition of citrus juices. Molecules 12(8):1641–1673

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Gervasi T, Calderaro A, Barreca D, Tellone E, Trombetta D, Ficarra S, Smeriglio A, Mandalari G, Gattuso G (2022) Biotechnological applications and health-promoting properties of Flavonols: an updated view. Int J Mol Sci 23(3):1710

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Gomez-Chang E, Uribe-Estanislao GV, Martinez-Martinez M, Gálvez-Mariscal A, Romero I (2018) Anti-helicobacter pylori potential of three edible plants known as Quelites in Mexico. J Med Food 21(11):1150–1157

    Article  CAS  PubMed  Google Scholar 

  • Hasibuan PAZ, Harahap U, Sitorus P, Satria D (2020) The anticancer activities of Vernonia amygdalina Delile. Leaves on 4T1 breast cancer cells through phosphoinositide 3-kinase (PI3K) pathway. Helion 6:e04449

    Article  Google Scholar 

  • Havsteen BH (2002) The biochemistry and medical significance of the flavonoids. Pharmacol Ther 96(2–3):67–202

    Article  CAS  PubMed  Google Scholar 

  • Hostetler GL, Ralston RA, Schwartz SJ (2017) Flavones: food sources, bioavailability, metabolism, and bioactivity. Adv Nutr 8(3):423–435

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Jez JM, Noel JP (2000) Mechanism of chalcone synthase. pKa of the catalytic cysteine and the role of the conserved histidine in a plant polyketide synthase. J Biol Chem 275:39640–39646

    Article  CAS  PubMed  Google Scholar 

  • Jez JM, Bowman ME, Dixon RA, Noel JP (2000) Structure and mechanism of the evolutionarily unique plant enzyme chalcone isomerase. Nat Struct Biol 7:786–791

    Article  CAS  PubMed  Google Scholar 

  • Jiang N, Doseff AI, Grotewold E (2016) Flavones: from biosynthesis to health benefits. Plan Theory 5(2):27

    Google Scholar 

  • Jiang Y, Liu J, Zhou Z, Liu K, Liu C (2018) Diosmetin attenuates akt signaling pathway by modulating nuclear factor kappa-light-chain-enhancer of activated B cells (NF-κB)/inducible nitric oxide synthase (iNOS) in streptozotocin (STZ)-induced diabetic nephropathy mice. Med Sci Monit 24:7007–7014

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Kamel R, Abbas H, Fayez A (2017) Diosmin/essential oil combination for dermal photo-protection using a lipoid colloidal carrier. J Photochem Photobiol B, Biol 170:49–57

    Article  CAS  Google Scholar 

  • Khan J, Sakib SA, Mahmud S, Khan Z, Islam MN, Sakib MA, Emran TB, Simal-Gandara J (2021) Identification of potential phytochemicals from Citrus Limon against main protease of SARS-CoV-2: molecular docking, molecular dynamic simulations and quantum computations. J Biomol Struct:1–12

    Google Scholar 

  • Kobo PI, Ayo JO, Aluwong T, Zezi AU, Maikai V, Ambali SF (2014) Flavonoid mixture ameliorates increase in erythrocyte osmotic fragility and malondialdehyde concentration induced by Trypanosoma brucei brucei-infection in Wistar rats. Res Vet Sci 96(1):139–142

    Article  CAS  PubMed  Google Scholar 

  • Koosha S, Mohamed Z, Sinniah A, Alshawsh MA (2019a) Investigation into the molecular mechanisms underlying the anti-proliferative and anti-tumorigenesis activities of diosmetin against HCT-116 human colorectal cancer. Sci Rep 9:5148

    Article  PubMed  PubMed Central  Google Scholar 

  • Koosha S, Mohamed Z, Sinniah A, Alshawsh MA (2019b) Evaluation of antitumorigenic effects of diosmetin against human colon cancer xenografts in athymic nude mice. Molecules 24:2522

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Lee H, Sung J, Kim Y, Jeong LJ (2020) Inhibitory effect of diosmetin on inflammation and lipolysis in coculture of adipocytes and macrophages. J Food Biochem 44

    Google Scholar 

  • Liu S, Zhou X, Li W, Zhang H, Zhang B, Li G, Liu B, Deng X, Peng L (2015) Diosmetin inhibits the expression of alpha-hemolysin in Staphylococcus aureus. Antonie Van Leeuwenhoek 108(2):383–389

    Article  CAS  PubMed  Google Scholar 

  • Liu Y, Shao Z, Liao Y, Xia X, Huang C, He J, Hu T, Yu C, Jiang L, Liu J, Huang H (2020) Targeting SKP2/Bcr-Abl pathway with Diosmetin suppresses chronic myeloid leukemia proliferation. Eur J Pharmacol 883:173366

    Article  CAS  PubMed  Google Scholar 

  • Ma A, Zhang R (2020) Diosmetin inhibits cell proliferation, induces cell apoptosis and cell cycle arrest in liver cancer. Cancer Manag Res 12:3537–3546

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Martens S, Mithöfer A (2005) Flavones and flavone synthases. Phytochemistry 66(20):2399–2407

    Article  CAS  PubMed  Google Scholar 

  • Meng JC, Zhu QX, Tan RX (2000) New antimicrobial mono- and sesquiterpenes from Soroseris hookeriana subsp. erysimoides. Planta Med 66(6):541–544

    Article  CAS  PubMed  Google Scholar 

  • National Center for Biotechnology Information (2022) PubChem compound summary for CID 5281613, Diosmin. Retrieved June 27, 2022 from https://pubchem.ncbi.nlm.nih.gov/compound/Diosmin

  • Oak C, Khalifa A, Isali I, Bhaskaran N, Walker E, Shukla S (2018) Diosmetin suppresses human prostate cancer cell proliferation through the induction of apoptosis and cell cycle arrest. Int J Oncol 53(2):835–843

    CAS  PubMed  PubMed Central  Google Scholar 

  • Ononamadu C, Ihegboro G, Tajudeen O, Salawu K, Fadilu M, Eze IO, Oshogbo ML, Nwachukwu FC (2019) Identification of potential antioxidant and hypoglycemic compounds in aqueous- methanol fraction of methanolic extract of Ocimum canum leaves. Anal Bio Anal Chem Res 6:431–439

    CAS  Google Scholar 

  • Priya SE, Selvan PS, Arshad AS (2018) Analysis of in vitro and in silico anti-hyperglycemic action of bioflavonoids isolated from different citrus peels. Cur Sci 115:1928–1937

    Article  CAS  Google Scholar 

  • Pushkaran AC, Vinod V, Vanuopadath M, Nair SS, Nair SV, Vasudevan AK, Biswas R, Mohan CG (2019) Combination of repurposed drug Diosmin with amoxicillin-clavulanic acid causes synergistic inhibition of mycobacterial growth. Sci Rep 9:6800

    Article  PubMed  PubMed Central  Google Scholar 

  • Rabe E, Agus GB, Roztocil K (2015) Analysis of the effects of micronized purified flavonoid fraction versus placebo on symptoms and quality of life in patients suffering from chronic venous disease: from a prospective randomized trial. Int Angiol 34(5):428–436

    CAS  PubMed  Google Scholar 

  • Rashed K, Deloison G, Rouillà Y, Karin Sà (2014) In-vitro antiviral activity of Pistacia chinensis flavonoids against hepatitis c virus (HCV). J Appl Pharm 6:8–18

    Article  CAS  Google Scholar 

  • Roma A, Spagnuolo PA (2020) Estrogen receptors alpha and beta in acute myeloid leukemia. Cancers (Basel) 12:907

    Article  CAS  PubMed  Google Scholar 

  • Roma A, Rota SG, Spagnuolo PA (2018) Diosmetin induces apoptosis of acute myeloid leukemia cells. Mol Pharm 15:1353–1360

    Article  CAS  PubMed  Google Scholar 

  • Rovenský J, Svík K, Rovenská E, Stvrtinová V, Stancikova M (2008) Effects of purified micronized flavonoid fraction (Detralex) on prophylactic treatment of adjuvant arthritis with methotrexate in rats. Isr Med Assoc J 10(5):377–380

    PubMed  Google Scholar 

  • Rovenský J, Stančíková M, Rovenská E, Štvrtina S, Štvrtinová V, Švík K (2009) Treatment of rat adjuvant arthritis with flavonoid (detralex®), methotrexate, and their combination. Ann N Y Acad Sci 1173(1):798–804

    Article  PubMed  Google Scholar 

  • Russo R, Mancinelli A, Ciccone M, Terruzzi F, Pisano C, Severino L (2015) Pharmacokinetic profile of μSMIN plus™, a new micronized Diosmin formulation, after Oral Administration in Rats. Nat Prod Commun 10(9):1569–1572

    PubMed  Google Scholar 

  • Russo R, Chandradhara D, De Tommasi N (2018) Comparative bioavailability of two diosmin formulations after oral administration to healthy volunteers. Molecules 23(9):2174

    Article  PubMed  PubMed Central  Google Scholar 

  • Sammani MS, Clavijo S, Portugal L, Suárez R, Seddik H, Cerdà V (2017) Use of multiresponse statistical techniques to optimize the separation of diosmin, hesperidin, diosmetin and hesperitin in different pharmaceutical preparations by high performance liquid chromatography with UV-DAD. Talanta 167:695–702

    Article  CAS  PubMed  Google Scholar 

  • Šatínský D, Jägerová K, Havlíková L, Solich P (2013) A new and fast HPLC method for determination of rutin, troxerutin, diosmin and hesperidin in food supplements using fused-core column technology. Food Anal Methods 6(5):1353–1360

    Article  Google Scholar 

  • Senthamizhselvan O, Manivannan J, Silambarasan T, Raja B (2014) Diosmin pretreatment improves cardiac function and suppresses oxidative stress in rat heart after ischemia/reperfusion. Eur J Pharmacol 736:131–137

    Article  CAS  PubMed  Google Scholar 

  • Serra R, Ielapi N, Bitonti A, Candido S, Fregola S, Gallo A, Loria A, Muraca L, Raimondo L, Velcean L, Guadagna S, Gallelli L (2021) Efficacy of a low-dose Diosmin therapy on improving symptoms and quality of life in patients with chronic venous disease: randomized, double-blind, placebo-controlled trial. Nutrients 13(3):999

    Article  PubMed  PubMed Central  Google Scholar 

  • Sirlak M, Akar AR, Eryilmaz S, Cetinkanat EK, Ozcinar E, Kaya B, Elhan AH, Ozyurda U (2010) Micronized purified flavonoid fraction in pretreating CABG patients. Tex Heart Inst J 37(2):172

    PubMed  PubMed Central  Google Scholar 

  • Smeriglio A, Cornara L, Denaro M, Barreca D, Burlando B, Xiao J, Trombetta D (2019) Antioxidant and cytoprotective activities of an ancient Mediterranean citrus (citrus lumia Risso) albedo extract: microscopic observations and polyphenol characterization. Food Chem 279:347–355

    Article  CAS  PubMed  Google Scholar 

  • Smith PC (2005) Daflon 500 mg and venous leg ulcer: new results from a meta-analysis. Angiology 56(6_suppl):S33–S39

    Article  PubMed  Google Scholar 

  • Steinbruch M, Nunes C, Gama R, Kaufman R, Gama G, Neto MS, Nigri R, Cytrynbaum N, Oliveira LB, Bertaina I, Verrière F, Geller M (2020) Is nonmicronized diosmin 600 mg as effective as micronized diosmin 900 mg plus hesperidin 100 mg on chronic venous disease symptoms? Results of a noninferiority study. Int J Vasc Med 2020:4237204

    PubMed  PubMed Central  Google Scholar 

  • Theile D, Hohmann N, Kiemel D, Gattuso G, Barreca D, Mikus G, Haefeli WE, Schwenger V, Weiss J (2017) Clementine juice has the potential for drug interactions - in vitro comparison with grapefruit and mandarin juice. Eur J Pharm Sci 97:247–256

    Article  CAS  PubMed  Google Scholar 

  • Ting AC, Cheng SW, Wu LL, Cheung GC (2001) Clinical and hemodynamic outcomes in patients with chronic venous insufficiency after oral micronized flavonoid therapy. Vas Surg 35(6):443–447

    Article  CAS  Google Scholar 

  • Utomo RY, Putri DDP, Salsabila IA, Meiyanto E (2020) The chemopreventive potential of diosmin and hesperidin for COVID-19 and its comorbid diseases. Indones J Cancer Chemoprevention 11(3):154–167

    Article  Google Scholar 

  • Vrbata P, Berka P, Stránská D, Doležal P, Lázníček M (2014) Electrospinning of diosmin from aqueous solutions for improved dissolution and oral absorption. Int J Pharm 473(1–2):407–413

    Article  CAS  PubMed  Google Scholar 

  • Wang SY, Sun ZL, Liu T, Gibbons S, Zhang WJ, Qing M (2014) Flavonoids from Sophora moorcroftiana and their synergistic antibacterial effects on MRSA. Phytother Res 28(7):1071–1076

    Article  CAS  PubMed  Google Scholar 

  • Wang C, Li S, Ren H, Sheng Y, Wang T, Li M, Zhou Q, He H, Liu C (2019) Anti-proliferation and pro-apoptotic effects of diosmetin via modulating cell cycle arrest and mitochondria-mediated intrinsic apoptotic pathway in MDA-MB-231 cells. Med Sci Monit Int Med J Exp Clin Res 25:4639

    CAS  Google Scholar 

  • Yan Y, Liu X, Gao J, Wu Y, Li Y (2020) Inhibition of TGF-β signaling in gliomas by the flavonoid diosmetin isolated from Dracocephalum peregrinum L. Molecules 25:192

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Yarmolinsky L, Budovsky A, Ben-Shabat S, Khalfin B, Gorelick J, Bishitz Y, Miloslavski R, Yarmolinsky L (2019) Recent updates on the Phytochemistry and pharmacological properties of Phlomis viscosa Poiret. Rejuvenation Res 22:282–288

    Article  CAS  PubMed  Google Scholar 

  • Yin Y, Xu Y, Ou Z, Yang X, Liu H (2019) An antiviral drug screening system for enterovirus 71 based on an improved plaque assay: a potential high-throughput method. J Med Virol 91(8):1440–1447

    Article  CAS  PubMed  Google Scholar 

  • Youssef AMM, El-Swaify ZAS (2018) Anti-tumor effect of two persicaria species seeds on colon and prostate cancers. Biomed Pharmacol J 11:635–644

    Article  CAS  Google Scholar 

  • Zaragoza C, Villaescusa L, Monserrat J, Zaragoza F, Alvarez-Mon M (2020) Potential therapeutic anti-inflammatory and immunomodulatory effects of dihydroflavones, flavones, and flavanols. Molecules 25:1017

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Zhang Y, Jiang Y, Lu D (2019) Diosmetin suppresses neuronal apoptosis and inflammation by modulating the phosphoinositide 3-kinase (PI3K)/AKT/nuclear factor-κB (NF-κB) signaling pathway in a rat model of pneumococcal meningitis. Med Sci Monit 25:2238–2245

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Zhang Z, Liu Q, Yang J, Yao H, Fan R, Cao C, Liu C, Zhang S, Lei X, Xu S (2020) The proteomic profiling of multiple tissue damage in chickens for a selenium deficiency biomarker discovery. Food Funct 11:1312–1321

    Article  CAS  PubMed  Google Scholar 

  • Zhao S, Liu Z, Wang M, He Liu D, L., Shu Y., Song Z., Li H, Liu Y., Lu A. (2018) Anti-inflammatory effects of Zhishi and Zhiqiao revealed by network pharmacology integrated with molecular mechanism and metabolomics studies. Phytomedicine 50:61–72

    Article  CAS  PubMed  Google Scholar 

  • Zheng Y, Zhang R, Shi W, Li L, Liu H, Chen Z, Wu L (2020) Metabolism and pharmacological activities of the natural health-benefiting compound diosmin. Food Funct 11(10):8472–8492

    Article  CAS  PubMed  Google Scholar 

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Gervasi, T., Patanè, G.T., Calderaro, A., Mandalari, G., Barreca, D. (2023). Diosmin: Advances on Resources, Biosynthesis Pathway, Bioavailability, Bioactivity, and Pharmacology. In: Xiao, J. (eds) Handbook of Dietary Flavonoids. Springer, Cham. https://doi.org/10.1007/978-3-030-94753-8_7-1

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  • DOI: https://doi.org/10.1007/978-3-030-94753-8_7-1

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  • Print ISBN: 978-3-030-94753-8

  • Online ISBN: 978-3-030-94753-8

  • eBook Packages: Springer Reference Biomedicine and Life SciencesReference Module Biomedical and Life Sciences

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