Retusin  (Synonyms: Quercetin-​3,​3',​4',​7-​tetramethylether)

Retusin (Quercetin-3,3',4',7-tetramethylether) is a tyrosinase inhibitor, with IC₅₀ values of 50.9 μM and 51.8 μM against mushroom and intracellular tyrosinase, respectively. Retusin also acts as a free radical scavenger, melanogenesis inhibitor, anti-apoptosis agent, neuroprotective agent, antiemetic, antifungal agent, and antiviral agent. Retusin scavenges ABTS•⁺ and DPPH• free radicals. Retusin can be used in studies related to hyperpigmentation, vomiting, Aspergillus niger infection, and COVID-19 infection^{[1][2][3][4][5]}.

Retusin (20-80 μM; 48 h) reduces the viability of B16F10 mouse melanoma cells to 35.7% (40 μM) and 3.2% (80 μM) of that in the control group, while decreasing the viability of HaCaT human keratinocytes to 99.2% (20 μM) and 40.4% (40 μM) of the control level^[1].
Retusin (10 μM; 48 h) reduces α-MSH-induced melanin production to 56.6% of that in the control group and decreases cellular tyrosinase activity to 49.9% of the control level in B16F10 mouse melanoma cells^[1].
Retusin (0.1-10 μM; 24 h) considerably increases the percentage of live Neuro-2a cells and decreases the number of early apoptotic cells^[2].
Retusin (24-48 h) potently inhibits Aspergillus niger with an MIC of 100 μg/mL; at a concentration of 100 μg/mL, this compound shows no activity against the tested bacteria, other fungi or yeasts^[4].
Retusin (0.01-10 μM; 24 h) potently inhibits SARS-CoV-2 replication in Vero E6 cells, with an EC₅₀ of 0.4 μM^[5].
Retusin (0.01-10 μM; 48 h) potently inhibits SARS-CoV-2 replication in Calu-3 cells, with an EC₅₀ of 0.6 μM^[5].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Retusin (10-50 mg/kg; i.p.; single dose) dose-dependently inhibits Copper sulfate (HY-Y1878)-induced emesis in young chicks, with a maximum 45.6% inhibition at 50 mg/kg^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

358.34

C₁₉H₁₈O₇

1245-15-4

Solid

Light yellow to yellow

O=C1C(OC)=C(C2=CC=C(OC)C(OC)=C2)OC3=CC(OC)=CC(O)=C13

Room temperature in continental US; may vary elsewhere.

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

• [1]. Lu TM, et al. Free-Radical-Scavenging, Antityrosinase, and Cellular Melanogenesis Inhibitory Activities of Synthetic Isoflavones. Chem Biodivers. 2015;12(6):963-979.  [Content Brief]

  [2]. Tarbeeva DV, et al. Polyphenols from Maackia amurensis Heartwood Protect Neuronal Cells from Oxidative Stress and Prevent Herpetic Infection. Int J Mol Sci. 2024 Apr 9;25(8):4142.
   [Content Brief]

  [3]. Yang Y, et al. Anti-emetic principles of Pogostemon cablin (Blanco) Benth. Phytomedicine. 1999;6(2):89-93.  [Content Brief]

  [4]. Tarbeeva DV, et al. Heartwood Protect Neuronal Cells from Oxidative Stress and Prevent Herpetic Infection. Int J Mol Sci. 2024 Apr 9;25(8):4142.
   [Content Brief]

  [5]. Leal CM, et al. Flavonoids from Siparuna cristata as Potential Inhibitors of SARS-CoV-2 Replication. Rev Bras Farmacogn. 2021;31(5):658-666.
   [Content Brief]