Rutaecarpine

Modify Date: 2024-01-02 18:25:40

Rutaecarpine Structure
Rutaecarpine structure
 Common Name Rutaecarpine
CAS Number 84-26-4 Molecular Weight 287.315
Density 1.5±0.1 g/cm3 Boiling Point 550.1±60.0 °C at 760 mmHg
Molecular Formula C18H13N3O Melting Point 259.5 - 260ºC
MSDS Chinese USA Flash Point 286.5±32.9 °C

 Use of Rutaecarpine


Rutaecarpine, an alkaloid of Evodia rutaecarpa, is an inhibitor of COX-2 with an IC50 value of 0.28 μM.

 Names

Name Rutaecarpine
Synonym More Synonyms

 Rutaecarpine Biological Activity

Description Rutaecarpine, an alkaloid of Evodia rutaecarpa, is an inhibitor of COX-2 with an IC50 value of 0.28 μM.
Related Catalog
Target

COX-2:0.28 μM (IC50, in BMMC)

COX-1:8.7 μM (IC50, in BMMC)

In Vitro Rutaecarpine has shown a variety of intriguing biological properties such as anti-thrombotic, anticancer, anti-inflammatory and analgesic, anti-obesity and thermoregulatory, vasorelaxing activity, as well as effects on the cardiovascular and endocrine systems[2]. Rutaecarpine inhibits COX-2 and COX-1 dependent phases of PGD2 generation in BMMC in a concentration-dependent manner with an IC50 of 0.28 μM and 8.7 μM, respectively. It inhibits COX-2-dependent conversion of exogenous arachidonic acid to PGE2 in a dose-dependent manner by the COX-2-transfected HEK293 cells[1].
In Vivo Rutaecarpine showed in vivo anti-inflammatory activity on rat l-carrageenan induced paw edema by intraperitoneal administration[1]. Rutaecarpine significantly decreases the number of antibody-forming cells and causes weight decrease in spleen in a dose-dependent manner. In addition, rutaecarpine administered mice exhibit reduced splenic cellularity, decreased numbers of total T cells, CD4+ cells, CD8+ cells, and B cells in spleen. IL-2, interferon and IL-10 mRNA expressions are suppressed significantly by rutaecarpine treatment. The number of CD4+IL-2+ cells is reduced significantly following administration of mice with rutaecarpine[3].
Cell Assay Rutaecarpine is dissolved in DMSO and diluted with appropriate medium before use. COX-1 and COX-2 cDNA-transfected HEK293 cells are prepared. For measuring inhibitory activity on COX-1 and COX-2 by rutaecarpine, cells in 1 mL of culture medium are seeded into each well of 24-well. After culture for 4 days, the supernatants are removed and 250 mL of fresh medium is added to the cells with or without rutaecarpine. After preincubation for 5 h at 37°C, the cells are further incubated at 37°C for 30 min with 50 mM arachidonic acid. All reactions are stopped by centrifugation at 120 g at 4°C for 5 min. Concentrations of PGE2 in the supernatant are measured[1].
Animal Admin Rats: Rutaecarpine is dissolved in 0.1% carboxymethyl cellulose and diluted with appropriate medium before use. Male Splague-Dawley (SD) rats (180-220 g) are used in the study. Rutaecarpine administered intraperitoneally and, 1 h later, l-carrageenan solution is injected to right hind paw of rats. Paw volumes are measured using plethysmometer 5 h after l-carrageenan injection[1]. Mice: For the antibody response to SRBCs, rutaecarpine is administered at a single dose of 10 mg/kg, 20 mg/kg, 40 mg/kg or 80 mg/kg in 10 mL of 1% povidone solution intravenously. Control animals are given 1% povidone solution at 10 mL/kg. Specific pathogen-free female BALB/c mice are used in the study[3].
References

[1]. Moon TC, et al. A new class of COX-2 inhibitor, rutaecarpine from Evodia rutaecarpa. Inflamm Res. 1999 Dec;48(12):621-5.

[2]. Lee SH, et al. Progress in the studies on rutaecarpine. Molecules. 2008 Feb 6;13(2):272-300.

[3]. Jeon TW, et al. Immunosuppressive effects of rutaecarpine in female BALB/c mice.Toxicol Lett. 2006 Jul 1;164(2):155-66.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 550.1±60.0 °C at 760 mmHg
Melting Point 259.5 - 260ºC
Molecular Formula C18H13N3O
Molecular Weight 287.315
Flash Point 286.5±32.9 °C
Exact Mass 287.105865
PSA 50.68000
LogP 2.03
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.792
Storage condition 2-8°C
Water Solubility DMSO: 18 mg/mL clear yellow solution, soluble

 Safety Information

Personal Protective Equipment Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes T:Toxic;
Risk Phrases R25
Safety Phrases S45
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
Packaging Group III
Hazard Class 6.1
HS Code 2933990090

 Synthetic Route

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles27

More Articles
Pharmacological effects of rutaecarpine as a cardiovascular protective agent.

Molecules 15(3) , 1873-81, (2010)

Many studies indicate that traditional Chinese herbs are beneficial in the prevention and treatment of cardiovascular diseases. Evodia rutaecarpa ('Wu-Chu-Yu') remains the most popular and multi-purpo...

Transdermal behaviors comparisons among Evodia rutaecarpa extracts with different purity of evodiamine and rutaecarpine and the effect of topical formulation in vivo.

Fitoterapia 83(5) , 954-60, (2012)

Evodiamine (EVO) and rutaecapine (RUT), the major active components from Evodia rutaecarpa extract (EE), are recognized as a depended analgesic agent. This study was designed to investigate the effect...

Effects of rutaecarpine on the metabolism and urinary excretion of caffeine in rats.

Arch. Pharm. Res. 34(1) , 119-25, (2011)

Although rutaecarpine, an alkaloid originally isolated from the unripe fruit of Evodia rutaecarpa, has been reported to reduce the systemic exposure of caffeine, the mechanism of this phenomenon is un...

 Synonyms

ruteacarpine
Rutecarpine
MFCD00210551
Indolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one, 8,13-dihydro-
RUTECARPINE 95+
8,13-Dihydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one
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Chemsrc provides Rutaecarpine(CAS#:84-26-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of Rutaecarpine are included as well.>> amp version: Rutaecarpine

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