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Chemical Structure| 5578-73-4 Chemical Structure| 5578-73-4

Structure of Sanguinarine chloride
CAS No.: 5578-73-4

Chemical Structure| 5578-73-4

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Sanguinarine chloride is a naturally occuring benzophenanthridine alkaloid which can inhibit sodium/potassium-ATPase protein (Na+/K+ ATPase) and cause Epidemic dropsy.

Synonyms: Sanguinarin chloride; Sanguinarium chloride; Sanguinarine (chloride)

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Product Details of Sanguinarine chloride

CAS No. :5578-73-4
Formula : C20H14ClNO4
M.W : 367.78
SMILES Code : C[N+]1=CC2=C3C(OCO3)=CC=C2C(C=CC4=C5)=C1C4=CC6=C5OCO6.[Cl-]
Synonyms :
Sanguinarin chloride; Sanguinarium chloride; Sanguinarine (chloride)
MDL No. :MFCD00012126
InChI Key :GIZKAXHWLRYMLE-UHFFFAOYSA-M
Pubchem ID :68635

Safety of Sanguinarine chloride

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
16HBE 1 µM, 5 µM 48 hours Assessed toxicity to normal cells Transl Oncol. 2022 Mar;17:101345.
HT-115 3 µM Induces cell death Cell Death Discov. 2023 Mar 13;9(1):94.
HCT-116 3 µM Induces cell death Cell Death Discov. 2023 Mar 13;9(1):94.
MDA-MB-231 1 µM 14 days SC significantly reduced the number of colonies formed by MDA-MB-231 cells in soft agar. Cells. 2022 Apr 28;11(9):1485.
Mouse mammary epithelial cells (mMECs) 5, 25, 50 µM 1-hour pretreatment followed by 6-hours LPS stimulation To evaluate the protective effect of SG against LPS-induced oxidative stress. Results showed that SG significantly inhibited LPS-induced ROS increase and enhanced the activities of antioxidant enzymes (SOD and GSH-Px). Cells. 2022 Nov 18;11(22):3658.
MDA-MB-468 cells 1.5 µM 24 hours To evaluate the effect of sanguinarine chloride on the viability of TNF-α-activated TNBC cells. Results showed that sanguinarine chloride significantly inhibited the viability of MDA-MB-468 cells with an IC50 value of 2.97 µM. Int J Mol Sci. 2022 Jul 28;23(15):8329.
MDA-MB-231 cells 2 µM 24 hours To evaluate the effect of sanguinarine chloride on the viability of TNF-α-activated TNBC cells. Results showed that sanguinarine chloride significantly inhibited the viability of MDA-MB-231 cells with an IC50 value of 3.11 µM. Int J Mol Sci. 2022 Jul 28;23(15):8329.
NCI-H1688 30 µM, 10 µM, 5 µM, 1 µM 24 hours, 48 hours, 72 hours Inhibited SCLC cell proliferation, colony formation, cell cycle, migration and invasion, and promoted apoptosis Transl Oncol. 2022 Mar;17:101345.
Prostate cancer cells (LNCaP, VCaP, 22RV1, PC3, DU145) 0.5, 1.0 µM 24, 48 hours To evaluate the effects of S.C on the viability and migration ability of prostate cancer cells. The results showed that S.C significantly inhibited the viability, clonogenicity, and migration ability of prostate cancer cells. Chin Med. 2024 Jan 9;19(1):7.
HEK293T cells 1 µM 4 days To evaluate the effect of sanguinarine on the proliferation of Rac1b cells, results showed that sanguinarine significantly inhibited the proliferation of Rac1b cells, increased the level of cleaved PARP-89, and decreased both the level of cyclin-D1 and the percentage of BrdU positive cells. Acta Pharmacol Sin. 2015 Feb;36(2):229-40.
HTC75 1 µM 48 hours SC inhibited telomerase activity in a dose-dependent manner with an IC50 of 1.21 μM. Cells. 2022 Apr 28;11(9):1485.
HEK293T 1 µM 48 hours Screening for natural hTERT inhibitors, SC significantly reduced GFP fluorescence intensity, indicating its inhibitory effect on hTERT expression. Cells. 2022 Apr 28;11(9):1485.
HTC75 cells 1 µM 48 hours Evaluate the inhibitory effect of SC on telomerase activity, results showed SC suppresses telomerase activity in a dose-dependent manner Cells. 2022 Apr 28;11(9):1485.
LX-2 hepatic stellate cells 0.75 µM, 1.50 µM, 3.00 µM 48 hours To evaluate the toxicity of sanguinarine chloride and its derivatives on normal hepatic stellate cells. The results showed that the toxicity of the sanguinarine chloride derivative was lower than that of sanguinarine chloride. Int J Mol Sci. 2023 Apr 30;24(9):8113.
Human erythroleukemia cells (HEL cells) 0.75 µM, 1.50 µM, 3.00 µM 48 hours To evaluate the inhibitory effect of sanguinarine chloride and its derivatives on the proliferation of HEL cells. The results showed that sanguinarine chloride and its derivatives significantly inhibited the proliferation of HEL cells in a dose-dependent manner. Int J Mol Sci. 2023 Apr 30;24(9):8113.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Caenorhabditis elegans Wild-type N2 and mutants Administered via NGM agar plates 0.1, 0.2, 0.4 mM Treatment started at L4 larval stage Sanguinarine extends healthspan and enhances innate immunity via ROS-mediated PMK-1/SKN-1 pathway activation iScience. 2022 Feb 4;25(3):103874
Sprague-Dawley rats Chronic constriction injury (CCI) model Intraperitoneal injection 1.00, 2.50 and 6.25 mg/kg Once every two days Sanguinarine chloride alleviates neuropathic pain by suppressing p38MAPK signaling and downregulating the expression of TNF-α, IL-1β, IL-6 and NF-κB activation. Drug Des Devel Ther. 2020 Nov 4;14:4725-4733
Nude mice MDA-MB-231 cell-derived xenograft model Intravenous injection 1.1 μg/kg Every 3 days for 24 days Evaluate the anti-tumor efficacy of SC in vivo, results showed SC significantly inhibited tumor growth Cells. 2022 Apr 28;11(9):1485.
BALB/C nude mice NCI-H1688 xenograft model Intraperitoneal injection 2.5 mg/kg Every three days for three weeks Evaluated the anti-tumor effect of Sanguinarine chloride on SCLC in vivo Transl Oncol. 2022 Mar;17:101345.
NCG mice DU145 xenograft model Intraperitoneal injection 2.5 mg/kg and 5.0 mg/kg Every two days, total seven times Evaluate the inhibitory effect of S.C on prostate tumor growth, results showed S.C significantly inhibited tumor growth Chin Med. 2024 Jan 9;19(1):7.
C57BL/6J mice Destabilization of medial meniscus (DMM)-induced osteoarthritis model Intraarticular injection 5 μM Every 5 days for 8 weeks To evaluate the protective effect of Sanguinarine chloride (SC) on DMM-induced osteoarthritis, results showed that SC significantly alleviated the severity of osteoarthritis. JCI Insight. 2023 Feb 8;8(3):e166688
BALB/c mice LPS-induced mastitis model Intraperitoneal injection 5, 25, 50 μM Twice every six hours To evaluate the protective effect of SG against LPS-induced mastitis. Results showed that SG significantly alleviated mammary tissue congestion, inflammatory cell infiltration, and acinar structure destruction, reduced TNF-α and IL-1β expression, decreased MPO activity, and enhanced the integrity of the blood–milk barrier. Cells. 2022 Nov 18;11(22):3658.
NCr nude mice HT-29 xenograft model Intraperitoneal injection 6 mg/kg Every 3 days for 24 days Significantly suppresses tumor growth via oxeiptosis-associated features Cell Death Discov. 2023 Mar 13;9(1):94.
Grass carp High-fat diet-induced intestinal dysfunction model Dietary administration 600 μg/kg and 1200 μg/kg Three times a day for 56 days Sanguinarine chloride enhanced the immunity of grass carp and alleviated the damage of the intestinal physical and immune barriers by regulating the MLCK and NF-κB signaling molecules. Furthermore, sanguinarine improved intestinal microbiota homeostasis by regulating the structure of the intestinal microbiota. Antioxidants (Basel). 2023 Jun 29;12(7):1366

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.72mL

0.54mL

0.27mL

13.60mL

2.72mL

1.36mL

27.19mL

5.44mL

2.72mL

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