Schisandrin B (γ-Schisandrin; Sch B)

Alias: Gamma-Schisandrin; Wuweizisu B; Wuweizisu-B; Schizandrin-B
Cat No.:V0232 Purity: ≥98%
Schisandrin B (γ-Schisandrin; Sch B) is a naturally occuring and the most abundant dibenzocyclooctadiene lignan isolated from traditional Chinese medicinal herb Schisandra chinensis (Turcz.) with antioxidant effect on rodent liver and heart. Baill.
Schisandrin B (γ-Schisandrin; Sch B) Chemical Structure CAS No.: 61281-37-6
Product category: ATM(ATR)
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Schisandrin B (γ-Schisandrin; Sch B) is a naturally occuring and the most abundant dibenzocyclooctadiene lignan isolated from traditional Chinese medicinal herb Schisandra chinensis (Turcz.) with antioxidant effect on rodent liver and heart. Baill. It has been discovered that schisandrin B inhibits the in vitro lipid peroxidation of isolated rat liver microsomes by the NADPH/ascorbate and cysteine/ferric systems. Sch B was also demonstrated to scavenge superoxide and hydroxyl radicals in vitro using electron spin resonance measurements. Sch B could only deter the peroxidation reaction, in contrast to α-tocopherol'sprooxidantand antioxidant effect on Fe3+-induced lipid peroxidation.

Biological Activity I Assay Protocols (From Reference)
Targets
P-gp; ATR ( IC50 = 7.25 μM )
ln Vitro

In vitro activity: Schisandrin B has the capacity to cause human leukemia cells and hepatic carcinoma cells to undergo a significant amount of apoptosis.[1] Following UV exposure, schisandrin B reduces the viability of adenocarcinoma cells. Anti-cancer therapy may benefit from schisandrin B's unique inhibitory effect on ATR protein kinase activity, an enzyme that repairs DNA damage in cells.[2] The only molecule that exhibits both cardioprotective properties and dual inhibition of P-glycoprotein and multidrug resistance-associated protein 1 is called schisandrin B. This means that it may be used to treat cancers, particularly those that exhibit multidrug resistance.[3][4]

ln Vivo
Schisandrin B has the ability to shield the liver from toxicant exposure. Mice that receive schisandrin B pretreatment are protected against liver damage caused by TNFα or carbon tetrachloride.[5][6][7] Additional research demonstrates that schisandrin B protects against damage caused by free radicals to a number of critical organs, such as the skin, liver, kidney, heart, and brain. [8] Furthermore, it has been discovered that schisandrin B inhibits the epithelial mesenchymal transition at the local invasion stage, thereby reducing cancer invasion and metastasis.[9]
Cell Assay
Schisandrin B demonstrates anti-inflammatory properties by modifying the redox-sensitive transcription factors Nrf2 and NF-κB. The growth and cytokine release of lymphocytes induced by mitogens were suppressed by SB. In order to maintain cellular redox homeostasis and mitoenergetic capacity in neuronal cells, Sch B is thought to act as a hormetic agent and shield neuronal cells from oxidative stress. In microglia-neurons co-cultures, Sch B demonstrated strong neuroprotective effects against inflammatory damage mediated by microglia. Nitrite oxide (NO), prostaglandin E(2) (PGE(2)), tumor necrosis factor (TNF)-α, interleukin (IL)-1β, and IL-6 are among the pro-inflammatory cytokines that Sch B markedly downregulated. Sch B has the ability to suppress TGF-β-induced epithelial-mesenchymal transition (EMT) in 4T1 cells and primary human breast cancer cells.
Animal Protocol
Mice endotoxic shock model
80 mg/kg
Intraperitoneally injected (i.p.), single dose
References

[1]. World J Gastroenterol . 2004 Oct 15;10(20):2944-8.

[2]. Nucleic Acids Res . 2009 Sep;37(17):5678-89.

[3]. Biochem Biophys Res Commun . 2005 Sep 23;335(2):406-11.

[4]. lanta Med . 1995 Oct;61(5):398-401.

[5]. Free Radic Biol Med . 1996;21(5):709-12.

[6]. Cell Stress Chaperones . 2001 Jan;6(1):44-8.

[7]. Biochem Pharmacol . 2006 Sep 28;72(7):824-37.

[8]. WFitoterapia . 2011 Apr;82(3):393-400.

[9]. PLoS One . 2012;7(7):e40480.

[10]. Biochem Biophys Res Commun . 2005 Sep 23;335(2):406-11.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C23H28O6
Molecular Weight
400.46
Exact Mass
400.19
CAS #
61281-37-6
Appearance
Powder
SMILES
CC1CC2=CC3=C(C(=C2C4=C(C(=C(C=C4CC1C)OC)OC)OC)OC)OCO3
InChi Key
RTZKSTLPRTWFEV-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H28O6/c1-12-7-14-9-16(24-3)20(25-4)22(26-5)18(14)19-15(8-13(12)2)10-17-21(23(19)27-6)29-11-28-17/h9-10,12-13H,7-8,11H2,1-6H3
Chemical Name
3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaene
Synonyms
Gamma-Schisandrin; Wuweizisu B; Wuweizisu-B; Schizandrin-B
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 80~100 mg/mL (199.8~249.7 mM)
Water: <1 mg/mL
Ethanol: ~10 mg/mL (~25.0 mM)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.4971 mL 12.4856 mL 24.9713 mL
5 mM 0.4994 mL 2.4971 mL 4.9943 mL
10 mM 0.2497 mL 1.2486 mL 2.4971 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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Biological Data
  • Sch B reduces 4T1 lung metastasis but does not affect the growth of primary tumor. PLoS One . 2012;7(7):e40480.
  • Sch B reduces lung metastasis and prolongs mice survival time. PLoS One . 2012;7(7):e40480.
  • Time course of Sch B pretreatment on TNFα-induced hepatic apoptosis and hepatocellular damage in mice: The effect of Sch B pretreatment. Cell Stress Chaperones . 2001 Jan;6(1):44-8.
  • Time course of hepatic Hsp70 expression in Sch B–pretreated mice. Cell Stress Chaperones . 2001 Jan;6(1):44-8.
  • Inhibition rate of Sch B on proliferation of SMMC-7721 cells. World J Gastroenterol . 2004 Oct 15;10(20):2944-8.
  • Cytocidal effect of Sch B on growth of human endot-helial ECV-304 cells, human hepatic HL-7702 cells, primary human fibroblast cells and human lymphocyte cells. World J Gastroenterol . 2004 Oct 15;10(20):2944-8.
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