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WUWEIZISU C

Product NameWUWEIZISU C
CAS61301-33-5
MFC22H24O6
MW384.42
EINECS
MOL File61301-33-5.mol

Chemical Properties

Melting point	122-123℃
Boiling point	549.2±50.0 °C(Predicted)
Density	1.232
storage temp.	2-8°C
solubility	DMSO : 8.33 mg/mL (21.67 mM; Need ultrasonic)H2O : < 0.1 mg/mL (insoluble)
form	powder
color	White
Major Application	metabolomics vitamins, nutraceuticals, and natural products
InChI	1S/C22H24O6/c1-11-5-13-7-15-19(27-9-25-15)21(23-3)17(13)18-14(6-12(11)2)8-16-20(22(18)24-4)28-10-26-16/h7-8,11-12H,5-6,9-10H2,1-4H3
InChIKey	HTBWBWWADZJXID-UHFFFAOYSA-N
SMILES	COC1=C2C(OCO2)=CC3=C1C(C(OC)=C(OCO4)C4=C5)=C5CC(C)C(C)C3
LogP	5.623 (est)

Safety Information

WGK Germany	WGK 3
Storage Class	11 - Combustible Solids

Usage And Synthesis

Description

Schisandrin C is a lignan originally isolated from Schizandrae that has diverse biological activities. It decreases viability of U937 cells in a concentration-dependent manner and induces cell cycle arrest at the G₁ phase when used at a concentration of 100 μM. Schisandrin C (5-20 μM) decreases hydrogen peroxide-induced cell death and production of reactive oxygen species (ROS) in C2C12 skeletal muscle cells. It also decreases levels of matrix metalloproteinase-2 (MMP-2), MMP-9, COX-2, VCAM-1, IL-1β, and TNF-α in hydrogen peroxide-stimulated C2C12 cells. Schisandrin C decreases lipoteichoic acid-induced production of nitric oxide (NO), prostaglandin E₂ (PGE₂; ), TNF-α, IL-1β, and IL-6 in mouse primary microglia. In vivo, schisandrin C (200 mg/kg) decreases serum alanine amino transferase (ALT) and aspartate amino transferase (AST) activity, increases hepatic mitochondrial and total glutathione (GSH) levels, and reduces liver injury in a mouse model of acetaminophen-induced liver injury partially via inhibition of the cytochrome P450 (CYP) isoforms CYP2E1, CYP1A2, and CYP3A11.

Chemical Properties

Colorless crystals, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Schisandra chinensis.

Uses

Schisandrin C potently inhibits proprotein convertase subtillsin-kexin type 9 (PCSK9) mRNA expression. Also, it displays strong protective effects in SH-SY5Y cells against serum and glucose deprivation (SGD) injury.

in vivo

Schisandrin C (lateral ventricle injection (i.c.v.); 15-150 μg/kg; 5 days) reduces Aβ1-42-induced memory deficits in the Y-maze test. Neurons in the hippocampus of SCH-C (15 μg/kg)-treated group returned to normal level, and and SCH-C group (150 μg/kg) has slight neuroprotective effects Aβ1-42-induced group. SCH-C (15 μg/kg) recoveres the activities of SOD and GSHPx and the ratios of GSH, decreases the levels of ChEtotal in the brain of the Aβ1–42-induced amnesic mice simultaneously^[3].

Animal Model:	Aβ1-42-induced Alzheimer’s disease mice^[3]
Dosage:	15-150 μg/kg
Administration:	Lateral ventricle injection (i.c.v.); 15-150 μg/kg; 5 days
Result:	Exhibited potent neuroprotective effects linking to anti-ChEtotal activities and anti-oxidative mechanisms in Aβ1-42-induced amnestic mice.

References

[1] LI X Y. Bioactivity of neolignans from fructus Schizandrae.[J]. Memorias do Instituto Oswaldo Cruz, 1991, 86 Suppl 2: 31-37. DOI: 10.1590/s0074-02761991000600010
[2] CHEOL PARK. Induction of G1 arrest and apoptosis by schisandrin C isolated from Schizandra chinensis Baill in human leukemia U937 cells.[J]. International journal of molecular medicine, 2009, 24 4: 495-502. DOI: 10.3892/ijmm_00000258
[3] JEONG-SEOK KIM Ho K Y. Schisandrin C enhances mitochondrial biogenesis and autophagy in C2C12 skeletal muscle cells: potential involvement of anti-oxidative mechanisms.[J]. Naunyn-Schmiedeberg’s archives of pharmacology, 2018, 391 2: 197-206. DOI: 10.1007/s00210-017-1449-1
[4] SUN YOUNG PARK . Schizandrin C exerts anti-neuroinflammatory effects by upregulating phase II detoxifying/antioxidant enzymes in microglia[J]. International immunopharmacology, 2013, 17 2: Pages 415-426. DOI: 10.1016/j.intimp.2013.06.032
[5] YIMING JIANG . Hepato-protective effects of six schisandra lignans on acetaminophen-induced liver injury are partially associated with the inhibition of CYP-mediated bioactivation[J]. Chemico-Biological Interactions, 2015, 231: Pages 83-89. DOI: 10.1016/j.cbi.2015.02.022

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