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Chemical Structure| 522-12-3 Chemical Structure| 522-12-3

Structure of Quercitrin
CAS No.: 522-12-3

Chemical Structure| 522-12-3

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Quercitrin, a natural product isolated and purified from the herb of Apocynum venetum L.It can be found in a wide range of medicinal plants and has been reported to have antioxidant, antiviral, and anti-inflammatory properties.

Synonyms: Quercetin 3-rhamnoside; C.I. 75720; Thujin

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Product Citations

Product Citations

Krueger, Nadine ; Kronenberger, Thales ; Xie, Hang ; Rocha, Cheila ; Poehlmann, Stefan ; Su, Haixia , et al.

Abstract: The severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) has forced the development of direct-acting antiviral drugs due to the coronavirus disease 2019 (COVID-19) pandemic. The main protease of SARS-CoV-2 is a crucial enzyme that breaks down polyproteins synthesized from the viral RNA, making it a validated target for the development of SARS-CoV-2 therapeutics. New chem. phenotypes are frequently discovered in natural goods. In the current study, we used a fluorogenic assay to test a variety of natural products for their ability to inhibit SARS-CoV-2 Mpro. Several compounds were discovered to inhibit Mpro at low micromolar concentrations It was possible to crystallize robinetin together with SARS-CoV-2 Mpro, and the X-ray structure revealed covalent interaction with the protease's catalytic Cys145 site. Selected potent mols. also exhibited antiviral properties without cytotoxicity. Some of these powerful inhibitors might be utilized as lead compounds for future COVID-19 research.

Keywords: COVID-19 ; antivirals ; coronavirus ; covalent drugs ; dynamic light scattering ; inhibitors ; main protease ; natural products

Alternative Products

Product Details of Quercitrin

CAS No. :522-12-3
Formula : C21H20O11
M.W : 448.38
SMILES Code : OC1=CC(O)=C(C(C(O[C@H]2[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O2)=C(C3=CC(O)=C(O)C=C3)O4)=O)C4=C1
Synonyms :
Quercetin 3-rhamnoside; C.I. 75720; Thujin
MDL No. :MFCD00016932
InChI Key :OXGUCUVFOIWWQJ-HQBVPOQASA-N
Pubchem ID :5280459

Safety of Quercitrin

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

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Human chondrosarcoma (SW1353) cells 12.5, 25, 50 μM 48 h Quercitrin significantly inhibited MMP13 gene expression and increased collagen II gene expression, delaying ECM degradation by activating the p110α/AKT/mTOR signaling pathway. PMC7753236
primary rat chondrocytes 12.5, 25, 50 μM 48 h Quercitrin significantly inhibited MMP13 gene expression and increased collagen II gene expression, delaying ECM degradation by activating the p110α/AKT/mTOR signaling pathway. PMC7753236
3D4/2 cells 25 μM 24 h To investigate the effect of Quercitrin on PRV-induced ROS secretion, results showed Quercitrin significantly reduced ROS secretion induced by PRV infection PMC9031018
HaCaT keratinocytes 100 μM 24 h Quercitrin protected HaCaT cells from UVB-induced cell death, reduced apoptosis to 18.2%, and decreased UVB-induced caspase-3 and caspase-9 activation. PMC8868276
3D4/2 cells 25, 50, 100 μM 8, 12, 24, 36 h QUE treatment attenuated the production of ROS in PCV2-infected 3D4/2 cells, regulated oxidative stress, decreased HAT enzyme activity and HAT1 mRNA expression levels, while increasing HDAC enzyme activity and HDAC1 mRNA expression levels, and downregulated histone H3 and H4 acetylation modification levels. Additionally, QUE downregulated the mRNA expression levels of IL-6, IL-8, IκB, AKT, and p38, and upregulated the mRNA expression levels of IL-10, SOD, GPx1, p65, Keap1, Nrf2, HO-1, and NQO1. PMC9137775
MDA-MB-231 cells 20 μM 7 days To study the effect of Quercitrin on DNA methylation and upregulation of gene expression in breast cancer cells PMC3239205
MCF7 cells 20 μM 7 days To study the effect of Quercitrin on DNA methylation and upregulation of gene expression in breast cancer cells PMC3239205

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
SD rats ACLT-induced osteoarthritis model Intra-articular injection 2 mg/kg and 4 mg/kg Twice a week for 4 and 8 weeks Quercitrin significantly increased the bone volume/tissue volume (BV/TV) of tibial subchondral bone and cartilage thickness, reduced OARSI scores, and delayed ECM degradation by inhibiting MMP13 expression and increasing collagen II deposition. PMC7753236
Female Wistar rats DSS-induced colitis model Oral 1 or 5 mg/kg Once daily for 8 days (preventative treatment) or 10 days (treatment of established colitis) To evaluate the preventative and therapeutic effects of Quercitrin on DSS-induced colitis. Results showed that Quercitrin ameliorated the inflammatory process, reduced colonic oxidative stress, decreased iNOS expression, and alleviated inflammation via downregulation of nuclear factor-κB activity. PMC1575937
C57BL/6J male mice High-fat diet-induced hyperlipidemic mice model Intragastric administration 3 mg/kg Once daily for 6 weeks Quercitrin significantly reduced serum levels of total cholesterol, triglycerides, low-density lipoprotein cholesterol, and total bile acids, while increasing high-density lipoprotein cholesterol levels in high-fat diet-fed mice. The optimal lipid-lowering effect was observed in the 3:1 combination group with capsaicin. PMC11640311

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.23mL

0.45mL

0.22mL

11.15mL

2.23mL

1.12mL

22.30mL

4.46mL

2.23mL

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