(+/-)-EvodiaMine Chemical Properties

Melting point:

272°C(lit.)

Boiling point:

575.1±50.0 °C(Predicted)

Density 

1.39±0.1 g/cm3(Predicted)

storage temp. 

0-10°C

solubility 

very slightly in Acetone

form 

powder to crystal

pka

17.27±0.20(Predicted)

color 

White to Orange to Green

λmax

268nm(EtOH)(lit.)

Safety Information

HS Code 

2939.80.0000

(+/-)-EvodiaMine Usage And Synthesis

Description

Evodiamine is extracted and isolated from the fruit of Evodiarutaecarpa (Juss.) Benth., a rutaceae plant. It is converted into Isoevodiamine after being boiled with hydrochloric acid alcohol solution.

Uses

(±)-Evodiamine, a quinazolinocarboline alkaloid, is a Top1 inhibitor. Evodiamine exhibits anti-inflammatory, antiobesity, and antitumor effects. (±)-Evodiamine inhibits the proliferation of a wide variety of tumor cells by inducing their apoptosis[1].

Definition

ChEBI: LSM-6483 is a member of beta-carbolines.

Pharmacokinetics

1. Antitumor activity
Evodiamine can inhibit the proliferation of various tumor cells, including cervical cancer, colon cancer, lung cancer, melanoma, T lymphocyte-like leukemia, prostate cancer Inhibition of proliferation of various tumor cells including cancer and breast cancer.
2. Anti-senile dementia effect

3. Effects on endocrine system
Evodiamine can inhibit 3β-hydroxysteroid dehydrogenase by reducing the activity of intracellular cyclic adenosine monophosphate (cAMP) related pathways (3β-HSD) and other steroid hormone production-related enzymes, reduce and affect the expression of signal transduction and RNA activation protein (StAR), and directly act on rat adrenal cortex reticulum cells to inhibit the secretion of corticosterone.
4. Weight loss and hypoglycemic effect
5.Anti-inflammatory and analgesic effect

6. Effects on the cardiovascular system

IC 50

Top1

References

[1] Dong G, et, al. New tricks for an old natural product: discovery of highly potent evodiamine derivatives as novel antitumor agents by systemic structure-activity relationship analysis and biological evaluations. J Med Chem. 2012 Sep 13;55(17):7593-613. DOI:10.1021/jm300605m