Structure of Sauchinone
CAS No.: 177931-17-8
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Sauchinone, one of the active lignan isolated from the roots of Saururus chinensis. Sauchinone has anti-inflammatory and antioxidant activity and anti-tumor effects.Sauchinone inhibits LPS-inducible iNOS, TNF-α and COX-2 expression through suppression of I-κBα phosphorylation and p65 nuclear translocation.
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CAS No. : | 177931-17-8 |
Formula : | C20H20O6 |
M.W : | 356.37 |
SMILES Code : | O=C1C=C(OCO2)[C@]32OC4=C(C=C5C(OCO5)=C4)[C@@]6([H])[C@]3([H])[C@@]1([H])C[C@@H](C)[C@@H]6C |
MDL No. : | MFCD08702698 |
InChI Key : | GMTJIWUFFXGFHH-WPAOEJHSSA-N |
Pubchem ID : | 11725801 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319 |
Precautionary Statements: | P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330 |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
Human dermal fibroblasts | 4 µM | 12 days | Reduced mitochondrial ROS levels | Antioxidants (Basel). 2025 Feb 24;14(3):259 |
Raw264.7 cells | 1–30 µM | 1–18 hours | Inhibited LPS-induced iNOS, TNF-α, and COX-2 expression by suppressing I-κBα phosphorylation, p65 nuclear translocation, and C/EBP and/or AP-1 activation | Br J Pharmacol. 2003 May;139(1):11-20 |
Raw264.7 cells | 1–30 µM | 1–18 hours | Sauchinone inhibited LPS-inducible iNOS, TNF-α, and COX-2 expression through suppression of I-κBα phosphorylation and p65 nuclear translocation and of C/EBP and/or AP-1 activation. | Br J Pharmacol. 2003 May;139(1):11-20 |
Human dermal fibroblasts | 1 µM | 12 days | Restored mitochondrial function and reduced ROS levels | Antioxidants (Basel). 2025 Feb 24;14(3):259 |
Human dermal fibroblasts | 1 µM | 12 days | To evaluate the effect of Sauchinone on cell proliferation, results showed 1 µM Sauchinone significantly increased cell proliferation | Antioxidants (Basel). 2025 Feb 24;14(3):259 |
Human dermal fibroblasts | 4 µM | 12 days | To evaluate the effect of Sauchinone on mitochondrial ROS levels, results showed Sauchinone significantly reduced mitochondrial ROS levels | Antioxidants (Basel). 2025 Feb 24;14(3):259 |
HepG2 cells | 30 µM | 12-24 hours | Sauchinone significantly increased the mRNA and protein levels of GCL and NQO1, indicating its ability to induce antioxidant and cytoprotective enzymes. | Br J Pharmacol. 2011 Aug;163(8):1653-65 |
HepG2 cells | 30 µM | 12-24 hours | Sauchinone significantly increased the mRNA and protein levels of GCL and NQO1, indicating its induction of antioxidant enzymes via activation of the Nrf2 pathway. | Br J Pharmacol. 2011 Aug;163(8):1653-65 |
Human liver microsomes (HLMs) | 0-200 µM | 15 or 60 minutes | Evaluated the inhibitory effect of Sauchinone on UGT1A1, 1A3, 1A6, and 2B7 activities, with IC50 values of 8.83, 43.9, 0.758, and 0.279 μM, respectively | Molecules. 2018 Feb 9;23(2):366 |
Human liver microsomes (HLMs) | 0-200 µM | 15 or 60 minutes | Evaluate the inhibitory effect of Sauchinone on UGT1A1, 1A3, 1A6, and 2B7 activities, with IC50 values of 8.83, 43.9, 0.758, and 0.279 μM respectively | Molecules. 2018 Feb 9;23(2):366 |
Microglial BV-2 cells | 1, 5, and 10 µM | 24 hours | Inhibited LPS-induced inflammatory responses, reduced ROS and NO generation, and decreased iNOS and COX-2 expression | J Neuroinflammation. 2014 Jul 2;11:118 |
Astrocytes | 1, 5, and 10 µM | 24 hours | Inhibited LPS-induced inflammatory responses, reduced ROS and NO generation, and decreased iNOS and COX-2 expression | J Neuroinflammation. 2014 Jul 2;11:118 |
Microglial BV-2 cells | 1, 5, and 10 µM | 24 hours | To investigate the inhibitory effect of ent-Sauchinone on LPS-induced inflammatory responses, results showed that ent-Sauchinone significantly reduced ROS and NO generation and iNOS and COX-2 expression. | J Neuroinflammation. 2014 Jul 2;11:118 |
Astrocytes | 1, 5, and 10 µM | 24 hours | To investigate the inhibitory effect of ent-Sauchinone on LPS-induced inflammatory responses, results showed that ent-Sauchinone significantly reduced ROS and NO generation and iNOS and COX-2 expression. | J Neuroinflammation. 2014 Jul 2;11:118 |
Mouse primary hepatocytes | 10, 100 µM | 24 hours | Sauchinone inhibits PCSK9 expression in mouse primary hepatocytes. | Sci Rep. 2018 Apr 30;8(1):6737 |
HepG2 cells | 10, 20, 100 µM | 24 hours | Sauchinone regulates cholesterol metabolism by downregulating PCSK9 expression and upregulating LDLR expression, thereby increasing LDL-C uptake. | Sci Rep. 2018 Apr 30;8(1):6737 |
Mouse primary hepatocytes | 10, 100 µM | 24 hours | Sauchinone inhibited PCSK9 expression. | Sci Rep. 2018 Apr 30;8(1):6737 |
HepG2 cells | 10, 20, 100 µM | 24 hours | Sauchinone downregulated PCSK9 expression and upregulated LDLR expression, increasing LDL-C uptake. | Sci Rep. 2018 Apr 30;8(1):6737 |
Human liver microsomes | 0-300 µM | 30 minutes | Evaluation of reversible inhibition of Sauchinone on CYP2B6, 2C19, 2E1, and 3A4, showing non-competitive inhibition with Ki values of 14.3, 16.8, 41.7, and 6.84 μM, respectively | Molecules. 2018 Mar 2;23(3):555 |
Human liver microsomes (HLMs) | 0-300 µM | 30 minutes | Sauchinone reversibly inhibited CYP2B6, 2C19, 2E1, and 3A4 activities with Ki values of 14.3, 16.8, 41.7, and 6.84 μM, respectively. | Molecules. 2018 Mar 2;23(3):555 |
Human liver microsomes | 0-300 µM | 30 minutes pre-incubation, 10 minutes incubation | Evaluation of time-dependent inhibition of Sauchinone on CYP2B6, 2E1, and 3A4, with IC50 shifts of 9.28, 20.9, and 21.4-fold, respectively | Molecules. 2018 Mar 2;23(3):555 |
Human liver microsomes (HLMs) | 0-300 µM | 30-min pre-incubation | Sauchinone time-dependently inhibited CYP2B6, 2E1, and 3A4 activities with IC50 shifts of 9.28, 20.9, and 21.4-fold, respectively. | Molecules. 2018 Mar 2;23(3):555 |
Human renal mesangial cells | 0.1–1 µM | 48 hours | To investigate the effect of Sauchinone on AngII-induced proliferation of renal mesangial cells. Results showed that Sauchinone inhibited AngII-induced cell proliferation in a dose-dependent manner. | Int J Mol Sci. 2020 Sep 23;21(19):7003 |
MTV/TM-011 cells | 12.5, 25, 50 µM | 48 hours | To evaluate the effect of sauchinone on cell viability, results showed that sauchinone significantly inhibited the viability of breast cancer cells in a dose-dependent manner. | Biosci Rep. 2021 Oct 29;41(10):BSR20211067 |
MDA-MB-231 cells | 12.5, 25, 50 µM | 48 hours | To evaluate the effect of sauchinone on cell viability, results showed that sauchinone significantly inhibited the viability of breast cancer cells in a dose-dependent manner. | Biosci Rep. 2021 Oct 29;41(10):BSR20211067 |
Human renal mesangial cells | 0.1–1 µM | 48 hours | To investigate the effect of Sauchinone on AngII-induced proliferation of renal mesangial cells. Results showed that Sauchinone inhibited AngII-induced cell proliferation in a dose-dependent manner. | Int J Mol Sci. 2020 Sep 23;21(19):7003 |
MTV/TM-011 cells | 12.5, 25, 50 µM | 48 hours | To evaluate the effect of sauchinone on breast cancer cell viability. Results showed that sauchinone significantly inhibited the viability of breast cancer cells in a dose-dependent manner. | Biosci Rep. 2021 Oct 29;41(10):BSR20211067 |
MDA-MB-231 cells | 12.5, 25, 50 µM | 48 hours | To evaluate the effect of sauchinone on breast cancer cell viability. Results showed that sauchinone significantly inhibited the viability of breast cancer cells in a dose-dependent manner. | Biosci Rep. 2021 Oct 29;41(10):BSR20211067 |
MCF-10A cells | 25, 50 µM | 72 hours | To evaluate the effect of sauchinone on normal breast cell viability. Results showed that sauchinone at 25 and 50 μM concentrations did not significantly affect the viability of MCF-10A cells. | Biosci Rep. 2021 Oct 29;41(10):BSR20211067 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Rats | Myocardial ischemia/reperfusion injury model | Intraperitoneal injection | 10 mg/kg | Single dose, lasted until the end of the experiment | To investigate the protective effect of Sauchinone against myocardial ischemia/reperfusion injury and its mechanism. Results showed that Sauchinone significantly reduced the infarct size and inhibited the phosphorylation of p38 and JNK, but had no effect on the phosphorylation of ERK1/2, Akt, and GSK-3β. | J Korean Med Sci. 2012 May;27(5):572-5 |
Rats | Myocardial ischemia/reperfusion injury model | Intraperitoneal injection | 10 mg/kg | Single dose, lasting until 2 hours after reperfusion | To investigate the protective effect of Sauchinone against myocardial ischemia/reperfusion injury and its mechanism. Results showed that Sauchinone significantly reduced the infarct size and inhibited the phosphorylation of p38 and JNK, but had no effect on the phosphorylation of ERK1/2, Akt, and GSK-3β. | J Korean Med Sci. 2012 May;27(5):572-5 |
Mice | ICR mice | Oral | 100 mg/kg | Single dose | Co-administration with sauchinone increased systemic exposure of sibutramine, clopidogrel, and chlorzoxazone by 23.6%, 31.0%, and 61.1%, respectively. | Molecules. 2018 Mar 2;23(3):555 |
Mice | Institute of Cancer Research mice | Oral and intravenous administration | 100 mg/kg Sauchinone orally, 15 mg/kg Zidovudine intravenously | Single dose, observed for 480 minutes | Evaluated the inhibitory effect of Sauchinone on UGT2B7-mediated zidovudine metabolism, showing increased systemic exposure of zidovudine | Molecules. 2018 Feb 9;23(2):366 |
Mice | Institute of Cancer Research mice | Oral and intravenous administration | 100 mg/kg Sauchinone orally, 15 mg/kg Zidovudine intravenously | Single dose, observed for 480 minutes | Evaluate the inhibitory effect of Sauchinone on UGT2B7-mediated zidovudine metabolism, results showed Sauchinone increased systemic exposure of zidovudine | Molecules. 2018 Feb 9;23(2):366 |
ICR mice | High-fat diet-induced obese mouse model | Oral | 100 mg/kg/day | Once daily for 15 days | Sauchinone increases hepatic LDLR expression through PCSK9 inhibition, reduces serum LDL-C levels, and improves hepatic steatosis and lipid metabolism in high-fat diet-induced obese mice. | Sci Rep. 2018 Apr 30;8(1):6737 |
ICR and C57BL/6 mice | High-fat diet-induced obese mouse model | Oral | 100 mg/kg/day | Once daily for 15 days | Sauchinone increased hepatic LDLR expression through PCSK9 inhibition, reducing serum LDL-C levels. | Sci Rep. 2018 Apr 30;8(1):6737 |
Mice | Acetaminophen (APAP)-induced liver injury model | Oral | 30 mg/kg | Once daily for 3 days | Pretreatment with sauchinone significantly inhibited the increase in plasma ALT, AST, and LDH activities caused by APAP and reduced hemorrhage and necrosis in the central area of the liver, indicating its protective effect against APAP-induced liver injury. This effect was abolished in Nrf2 knockout mice, demonstrating its dependence on Nrf2 activation. | Br J Pharmacol. 2011 Aug;163(8):1653-65 |
Mice | APAP-induced liver injury model | Oral | 30 mg/kg | Once daily for 3 days | Sauchinone pretreatment significantly reduced the increase in plasma ALT, AST, and LDH activities induced by APAP and alleviated histopathological liver damage. These protective effects were absent in Nrf2 knockout mice, indicating that sauchinone exerts hepatoprotective effects via the Nrf2 pathway. | Br J Pharmacol. 2011 Aug;163(8):1653-65 |
C57BL/6 mice | DSS-induced ulcerative colitis model | Intragastric administration | Low-dose (5 μg/g), middle-dose (10 μg/g), and high-dose (20 μg/g) | Once every 2 days until the end of the experiment | Sauchinone alleviated pathological symptoms, inhibited inflammation, and prevented mucosal barrier damage in DSS-induced UC mice. It also inhibited the NF-κB pathway by upregulating NQO1. Additionally, sauchinone regulated the diversity and composition of the gut microbiota in mice. | Front Microbiol. 2023 Jan 9;13:1084257 |
C57BL/6 mice | DSS-induced ulcerative colitis model | Intragastric administration | Low-dose (5 μg/g), middle-dose (10 μg/g), high-dose (20 μg/g) | Once every 2 days for 7 days | Evaluate the therapeutic effect of sauchinone on DSS-induced ulcerative colitis, results showed that sauchinone alleviated pathological symptoms, inhibited inflammation, and prevented mucosal barrier damage. | Front Microbiol. 2023 Jan 9;13:1084257 |
Tags: Sauchinone | NF-κB | Nuclear factor-κB | Nuclear factor-kappaB | Diastereomeric | lignan | LPS | iNOS | COX-2 | anti-inflammatory | antioxidant | inhibitor | 177931-17-8 |
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