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Chemical Structure| 520-27-4 Chemical Structure| 520-27-4

Structure of Diosmin
CAS No.: 520-27-4

Chemical Structure| 520-27-4

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Diosimin is a semisynthetic drug indicated for the treatment of venous disease.

Synonyms: 3’,5,7-Trihydroxy-4’-methoxyflavone 7-rutinoside

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Product Details of Diosmin

CAS No. :520-27-4
Formula : C28H32O15
M.W : 608.54
SMILES Code : O=C1C=C(C2=CC=C(OC)C(O)=C2)OC3=CC(O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](CO[C@H]5[C@@H]([C@@H]([C@H]([C@H](C)O5)O)O)O)O4)O)O)O)=CC(O)=C13
Synonyms :
3’,5,7-Trihydroxy-4’-methoxyflavone 7-rutinoside
MDL No. :MFCD00009772
InChI Key :GZSOSUNBTXMUFQ-YFAPSIMESA-N
Pubchem ID :5281613

Safety of Diosmin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
C2C12 mouse myoblasts 0, 5, 10, 50, 100 μM 24 h To investigate the effect of diosmin on the proliferation of C2C12 myoblasts. Results showed that 10, 50, and 100 μM diosmin significantly promoted the viability of C2C12 myoblasts, and 50 μM diosmin markedly increased the protein expression of proliferating cell nuclear antigen (Pcna), accelerated the G1/S phase transition, thereby enhancing the proliferation ability of C2C12 myoblasts. J Agric Food Chem. 2023 Dec 13;71(49):19705-19716.
N2a cells 80 µM 12 h Diosmin significantly increased NEP expression and enzyme activity Theranostics. 2021 Aug 11;11(18):8797-8812.
CHO-K1 cells 0.01–1 μM 24 h Diosmin effectively activated the I-R gene via inducing opioid secretion, showing utility as an antidiabetic drug. Nutrients. 2020 Sep 23;12(10):2907.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
ICR mice Muscle injury model Intraperitoneal injection 0, 10, 30 mg/kg Two consecutive days, once daily To explore the effect of diosmin on muscle injury repair. Results showed that diosmin promoted myoblast proliferation by activating the Akt/FOXO1 pathway, increased the number of central nuclei of newly formed muscle fibers and the proportion of muscle fibers with large cross-sectional area (CSA), and had a positive effect on muscle repair injury. J Agric Food Chem. 2023 Dec 13;71(49):19705-19716.
APP/PS1 transgenic mice Alzheimer's disease model Oral 40 mg/kg Once daily for 4 weeks Diosmin ameliorated cognitive deficits by activating AhR and increasing NEP expression Theranostics. 2021 Aug 11;11(18):8797-8812.
Wistar rats Complete Freund’s adjuvant-induced arthritis model Oral 20 mg/kg Once daily for 2 weeks To evaluate the anti-arthritic, anti-inflammatory, and antioxidant effects of diosmin and/or trolox in CFA-induced arthritic rats. Results showed that diosmin and/or trolox significantly reduced serum levels of RF, ACPA, TNF-α, and IL-17, increased IL-13 levels, improved markers of oxidative stress and the antioxidant defense system, and exerted anti-arthritic effects by suppressing NF-κB signaling, activating Nrf2, and inhibiting matrix metalloproteinases (MMPs). Antioxidants (Basel). 2022 Aug 30;11(9):1721
Male Wistar rats Doxorubicin-induced liver injury model Oral gavage 100 and 200 mg/kg Administered daily for the first 18 days and then exposed to DOX on day 17 Diosmin pretreatment significantly restored the DOX-induced increase in serum ALT, AST, and ALP levels, reduced the oxidative stress marker MDA, and restored GSH levels and CAT activity. Additionally, diosmin mitigated inflammation and apoptosis-related protein expression by modulating the NF-κB and MAPK pathways. Antioxidants (Basel). 2021 Dec 15;10(12):1998
Sprague-Dawley rats L-NAME-induced hypertensive model Mixed with powdered food 7.16 mg/kg Daily administration for 6 weeks To evaluate the antihypertensive effect of Diosmin and its impact on vascular and renal function in L-NAME-induced hypertensive rats. Results showed that Diosmin partially improved vasodilation, reduced oxidative stress markers, and decreased aortic wall thickness. Nutrients. 2018 Apr 13;10(4):484

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT05670457 Non-bleeding Peptic Ulcer PHASE3 RECRUITING 2025-06-25 Tanta University, Tanta, El Gh... More >>arbia, Egypt Less <<

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

1.64mL

0.33mL

0.16mL

8.22mL

1.64mL

0.82mL

16.43mL

3.29mL

1.64mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

[1]Wang Y, Fang X, et al. A Randomized Controlled Trial Evaluating the Effects of Diosmin in the Treatment of Radicular Pain. Biomed Res Int. 2017;2017:6875968.

[2]Eraslan G, Sarıca ZS, et al. The effects of diosmin on aflatoxin-induced liver and kidney damage. Environ Sci Pollut Res Int. 2017 Oct 8.

[3]Islam J, Shree A, Afzal SM, Vafa A, Sultana S. Protective effect of Diosmin against benzo(a)pyrene-induced lung injury in Swiss Albino Mice. Environ Toxicol. 2020 Jul;35(7):747-757

[4]Ciolino HP, Wang TT, Yeh GC. Diosmin and diosmetin are agonists of the aryl hydrocarbon receptor that differentially affect cytochrome P450 1A1 activity. Cancer Res. 1998 Jul 1;58(13):2754-60

[5]Tong N, Zhang Z, Gong Y, Yin L, Wu X. Diosmin protects rat retina from ischemia/reperfusion injury. J Ocul Pharmacol Ther. 2012 Oct;28(5):459-66

[6]Soares JM, Faria BM, Ascari LM, Souza JM, Soares AG, Cordeiro Y, Romão LF. Diosmin induces caspase-dependent apoptosis in human glioblastoma cells. An Acad Bras Cienc. 2019 Dec 2;91(4):e20191031

[7]Gören MZ, Onat F. Ethosuximide: from bench to bedside. CNS Drug Rev. 2007 Summer;13(2):224-39

[8]Glauser TA, Cnaan A, Shinnar S, Hirtz DG, Dlugos D, Masur D, Clark PO, Capparelli EV, Adamson PC; Childhood Absence Epilepsy Study Group. Ethosuximide, valproic acid, and lamotrigine in childhood absence epilepsy. N Engl J Med. 2010 Mar 4;362(9):790-9

[9]Sondossi K, Majdzadeh M, Ghaeli P, Ghahremani MH, Shafaroodi H, Paknejad B, Ostad SN. Analysis of the antiepileptic, ethosuximide impacts on neurogenesis of rat forebrain stem cells. Fundam Clin Pharmacol. 2014 Oct;28(5):512-8

[10]Fedotova IB, Perepelkina OV, Nikolaev GM, Surina NM, Poletaeva II. Effect of Ethosuximide on Audiogenic Epilepsy in Krushinsky-Molodkina Rats. Bull Exp Biol Med. 2019 Aug;167(4):464-466

 

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