Name | 13,14-dimethoxy-6,7-dimethyl-5,6,7,8-tetrahydro[1,3]benzodioxolo[5',6':3,4]cycloocta[1,2-f][1,3]benzodioxole (non-preferred name) |
Synonyms | WUWEIZISU C ,8-dimethyl- Schizandrin C Schisandrin C SCHIZANDRIN C (S)-(-)-Schisandrin C Schisandrin C (Schizandrin-C Schisandrin C (S)-(-)-Schisandrin C |
CAS | 61301-33-5 |
InChI | InChI=1/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 |
Molecular Formula | C22H24O6 |
Molar Mass | 384.42 |
Density | 1.232 |
Melting Point | 122-123℃ |
Boling Point | 549.2±50.0 °C(Predicted) |
Specific Rotation(α) | -54.9°(c1.0,chloroform),-31.4°(c0.587,chloroform) |
Flash Point | 226.7°C |
Solubility | Soluble in ethyl acetate, acetone, chloroform, methanol, etc. |
Vapor Presure | 1.5E-11mmHg at 25°C |
Appearance | Colorless flake crystal |
Storage Condition | 2-8℃ |
Refractive Index | 1.572 |
MDL | MFCD00272170 |
Physical and Chemical Properties | Colorless crystal, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Schisandra chinensis. |
In vitro study | Schisandrin C (25-100 μM; 48 hours) down-regulates expression levels of Bcl-2, Bcl-xL and a concomitant degradation of poly(ADP-ribose) polymerase (PARP). It also activates caspase-3 and -9 in U937 cells.Schisandrin C (25-100 μM; 48 hours) induces apoptosis in a dose-dependent manner. And the fragmentation of genomic DNA is also increased in U937 cells.Schisandrin C (25-100 μM; 72 hours) induces G1 arrest, it down-regulates cyclin D1, cyclin E, cyclin-dependent kinase (Cdk) 4 and E2Fs expression, and also exhibits inhibition of pRB, and up-regulation of the Cdk inhibitor p21(WAF1/CIP1). Western Blot Analysis Cell Line: U937 cells Concentration: 25 μM,50 μM,100 μM Incubation Time: 48 hours Result: Decreased the expression of apoptosis related proteins. Apoptosis Analysis Cell Line: U937 cells Concentration: 25 μM,50 μM,100 μM Incubation Time: 48 hours Result: Induced cell apoptosis. Cell Cycle Analysis Cell Line: U937 cells Concentration: 25 μM,50 μM,100 μM Incubation Time: 48 hours Result: Induced growth inhibition and G1 arrest of U937 cells. |
In vivo study | 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. Animal Model: Aβ1-42-induced Alzheimer’s disease mice 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. |
Reference Show more | 1. Cheng Zhenyu, Yang Yingjie, Liu Zhigang, et al. Comprehensive extraction method of main effective components from schisandra chinensis [J]. Jiangsu Agricultural Sciences 2014 42(006):273-276. 2. Wu Hao, Shan-Zhang, lunar November, Yu Xiaojing et al. Simultaneous determination of five lignans in schisandra chinensis from different habitats by HPLC [J]. Chinese national and folk medicine 2018 v.27;No.322(05):13-17. 3. Zhu Jingbo, Li, Wenyu, Xiao, Wei et al. Preparation of lignans in schisandra chinensis by two-dimensional reversed-phase liquid chromatography [J]. Chromatogram 2018 036(005):464-473. 4. Dai Hui, Suhang, Cai Pengfei, et al. Changes of color and eight lignans of schisandra vinegar before and after steaming [J]. Chinese patent medicine 2019 41(05):1091-1096. 5. Soviet Union Lin, Li Min, Xu Min, etc. Predictive analysis of quality markers of schisandra chinensis before and after processing with vinegar based on multivariate statistical analysis and network pharmacology [J]. Chinese Herbal Medicine, 2015, Volume 50, Issue 19, pages 4643-4653, ISTIC PKU CSCD CA, 2019. 6. Wang Guoli wishes Hong, Yan, Lin, Hai, et al. Simultaneous determination of six lignans in schisandra chinensis by Reversed-phase high performance liquid chromatography [J]. Journal of Food Safety and quality testing 2014 000(008):2470-2475. 7. Jin Miao, Liu Jinna, Liu Hui, Black Yu Rong, Liu Yulan. Effects of different processing methods on lignans of introduced schisandra chinensis in Shaanxi [J]. Shaanxi Agricultural Sciences, 2020,66(11):17-20. 8. Jiao Meiyu, Yu-yue, Wu Haoxian, Kang Tingguo, Zhang Hui. Study on the mechanism and qualitative recognition model of "color discrimination and qualitative analysis" of schisandra chinensis [J]. China Pharmacy, 2020,31(24):3007-3012. 9. [IF = 6.079] Hongyan Zhu et al."Data and hypnotic effects of supercritical carbon reagent fluid extraction from Schisandra chinensis in mice." J Food Drug Anal. 2016 Oct;24:831 10. [IF = 3.935] Yunlong Guo et al."Rapid characterization of Schisandra species by using direct analysis in real time mass spectrometry."J Pharmaceut Biomed. 2021 Jan;192:113648 11. [IF=3.205] Xiaorong Hou et al."Development of an immobilized liposome chromatography method for screening and characterizing α-glucosidase-binding compounds."J Chromatogr B. 2020 Jul;1148:122097 12. [IF=3] Qu Lala et al."Phenotypic assessment and ligand screening of ETA/ETB receptors with label-free dynamic mass redistribution assay."N-S Arch Pharmacol. 2020 Jun;393(6):937-950 13. [IF=1.618] Song Haiyan et al."Matrix Solid-Phase Dispersion Coupled with HPLC-UV for Simultaneous Extraction, Purification and Determination of Six Lignans in Schisandra chinensis Fruits."J Chromatogr Sci. 2021 Jun;: 14. [IF=4.36] Zhenghua Wu et al."Schisandrol A the main active ingredient of Schisandrae Chinensis Fructus, inhibits pulmonary fibrosis through suppression of the TGF-β signaling pathway as revealed by UPLC-Q-TOF/MS, network pharmacology and experimental verification. |
biological activity | Schisandrin C (Schizandrin-C) is a phytochemical lignan isolated from schisandra chinensis. Schisandrin C has a variety of biological activities, including anticancer, anti-inflammatory and antioxidant effects. Schisandrin C can be used in the study of cancer, Alzheimer's disease, liver disease. Schisandrin C induces apoptosis. |
in vitro study | Schisandrin C (25-100 μm; 48 hours) down-regulations expression levels of Bcl-2, bcl-xL and a concomitant degradation of poly(ADP-ribose) polymer (PARP). It also activates caspase-3 and -9 in U937 cells.Schisandrin C (25-100 μm; 48 hours) induces apoptosis in a dose-dependent manner. And the fragmentation of genomic DNA is also increased in U937 cells.Schisandrin C (25-100 μM; 72 hours) induces G1 arrest, it down-regulates cyclin D1, cyclin E, cyclin-dependent kinase (Cdk) 4 and E2Fs expression, and also exhibits inhibition of pRB and up-regulation of the Cdk inhibitor p21(WAF1/CIP1). Western Blot Analysis Cell Line: U937 cells Concentration: 25 μM,50 μM,100 μM Incubation Time: 48 hours Result: Decreased the expression of apoptosis related proteins. Apoptosis Analysis Cell Line: U937 cells Concentration: 25 μM,50 μM,100 μM Incubation Time: 48 hours Result: Induced cell apoptosis. Cell Cycle Analysis Cell Line: U937 cells Concentration: 25 μM,50 μM,100 μM Incubation Time: 48 hours Result: Induced growth inhibition and G1 arrest of U937 cells. |
Cell Line: | U937 cells U937 cells U937 cells |
Concentration: | 25 μM,50 μM,100 μM 25 μM,50 μM,100 μM 25 μM,50 μM,100 μM |
Incubation Time: | 48 hours 48 hours 48 hours |
Result: | Decreased the expression of apoptosis related proteins. Induced cell apoptosis. Induced growth inhibition and G1 arrest of U937 cells. Exhibited potent neuroprotective effects linking to anti-ChEtotal activities and anti-oxidative mechanisms in Aβ1-42-induced amnestic mice. |
in vivo studies | Schisandrin C (lateral ventricle injection (I. c.v.); 15-150 μg/kg; 5 days) reduced Aβ1-42-induced memory failures 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 light neuroprotection effects a beta 1-42-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. Animal Model: Aβ1-42-induced Alzheimer's disease mice 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. |
Animal Model: | Aβ1-42-induced Alzheimer’s disease mice |
Dosage: | 15-150 μg/kg |
Administration: | Lateral ventricle injection (i.c.v.); 15-150 μg/kg; 5 days |
Chemical properties | colorless crystals, soluble in methanol, ethanol, DMSO and other organic solvents, derived from schisandra chinensis. |
Use | schisandrin C has antagonistic, anti-cancer, anti-ulcer, liver protection effect. |