Crebanine

Crebanine is an isoquinoline-like alkaloid that can be derived from Stephania. Crebanine is an antagonist of the α7-nAChR with an IC50 of 19.1 μM. Crebanine suppresses the proliferation, migration, and invasion of cancer cells, triggers reactive oxygen species (ROS) burst, and promotes apoptosis. Crebanine inhibits the AKT/FoxO3a, NF-κB and MAPK signaling pathways. Crebanine attenuates NOX2 hyperactivation, exhibits antioxidant properties by reducing reactive oxygen species and peroxidation in microglia cells. Crebanine inhibits voltage-dependent Na+ current in guinea-pig ventricular myocytes. Crebanine has high inhibitory activity against gram-positive animal pathogenic bacteria. Crebanine ameliorates ischemia-reperfusion brain damage in middle cerebral artery occlusion and reperfusion (MCAO/R) rats. Crebanine significantly improves Scopolamine (HY-N0296) -induced cognitive deficits in ICR mice. Crebanine can be used for the study of hepatocellular carcinoma (HCC), cerebral ischemia and Alzheimer's disease[1][2][3][4][5][6].

Product Specifications

CAS Number

[25127-29-1]

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Akt; Apoptosis; Bacterial; ERK; Interleukin Related; nAChR; NF-κB; NO Synthase; p38 MAPK; Reactive Oxygen Species (ROS) ; TNF Receptor

Type

Natural Products

Related Pathways

Anti-infection; Apoptosis; Immunology/Inflammation; MAPK/ERK Pathway; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; Neuronal Signaling; NF-κB; PI3K/Akt/mTOR; Stem Cell/Wnt

Applications

COVID-19-immunoregulation

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/crebanine.html

Concentration

10mM

Purity

99.83

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

CN1CCC(C2=C3C4=CC=C(OC)C(OC)=C4C[C@@]12[H])=CC5=C3OCO5

Molecular Formula

C20H21NO4

Molecular Weight

339.39

Precautions

H302, H315, H319, H335

References & Citations

[1]Tan J, et al. Crebanine induces ROS-dependent apoptosis in human hepatocellular carcinoma cells via the AKT/FoxO3a signaling pathway. Front Pharmacol. 2023 Feb 16;14:1069093. |[2]Yang Y, et al. Crebanine ameliorates ischemia-reperfusion brain damage by inhibiting oxidative stress and neuroinflammation mediated by NADPH oxidase 2 in microglia. Phytomedicine. 2023 Nov;120:155044. |[3]Wongsirisin P, et al. Induction of G1 arrest and apoptosis in human cancer cells by crebanine, an alkaloid from Stephania venosa. Chem Pharm Bull (Tokyo) . 2012;60 (10) :1283-9.|[4]Xiao-Shan H, et al. Crebanine inhibits voltage-dependent Na+ current in guinea-pig ventricular myocytes. Chin J Nat Med. 2014 Jan;12 (1) :20-3.|[5]Rojsanga P, et al. The effect of crebanine on memory and cognition impairment via the alpha-7 nicotinic acetylcholine receptor. Life Sci. 2012 Aug 21;91 (3-4) :107-14. |[6]Yecheng Deng, et al. Antimicrobial activity of extract and two alkaloids from traditional Chinesemedicinal plant Stephania dielsiana.