Skimmianine

Skimmianine is an orally active furoquiniline alkaloid present mainly in the Rutaceae family. Skimmianine has analgesic, antispastic, sedative, and anti-inflammatory properties. Skimmianine inhibits acetylcholinesterase (AChE) (IC50 = 8.6 μg/mL) . Skimmianine exhibits cytotoxicity against a variety of cancer cell lines and genotoxicity. Skimmianine has antioxidant and anti-inflammatory effects on ischemia-reperfusion (IR) injury. Skimmianine exerts anti-inflammatory effects through activation of the phosphatidylinositol-3-kinase (PI3K) -protein kinase B (AKT) pathway. Skimmianine is neuroprotective by targeting the NF-κB activation pathway to prevent neuroinflammation. Skimmianine inhibits the release of histamine, intracellular Ca2+ signaling and protein kinase C signaling[1][2][3][4].

Product Specifications

CAS Number

[83-95-4]

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Akt; Cholinesterase (ChE) ; NF-κB; PI3K

Type

Natural Products

Related Pathways

Neuronal Signaling; NF-κB; PI3K/Akt/mTOR

Applications

COVID-19-immunoregulation

Field of Research

Cancer; Inflammation/Immunology; Neurological Disease

Assay Protocol

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

Purity

99.90

Solubility

DMSO : 33.33 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

COC1=C2N=C(OC=C3)C3=C(OC)C2=CC=C1OC

Molecular Formula

C14H13NO4

Molecular Weight

259.26

Precautions

H302, H315, H319, H335

References & Citations

[1]Huang A, et al. Metabolic Profile of Skimmianine in Rats Determined by Ultra-Performance Liquid Chromatography Coupled with Quadrupole Time-of-Flight Tandem Mass Spectrometry. Molecules. 2017 Mar 23;22 (4) .|[2]Ayaz, H., et al., (2024) . Skimmianine Showed Neuroprotection against Cerebral Ischemia/Reperfusion Injury. Current issues in molecular biology, 46 (7), 7373–7385. |[3]Ratheesh, M., et al., (2013) . Anti-inflammatory effect of quinoline alkaloid skimmianine isolated from Ruta graveolens L. Inflammation research : official journal of the European Histamine Research Society ... [et al.], 62 (4), 367–376.|[4]Yang, Z.-d., Zhang, D.-b., Ren, J., et al. (2011) Skimmianine, a furoquinoline alkaloid from Zanthoxylum nitidum as a potential acetylcholinesterase inhibitor. Med. Chem. Res. 21, 722-725.