Factory Supply High Qulity Evodiamine CAS 518-17-2

Evodiamine is a bioactive alkaloid extracted from the traditional Chinese medicinal herb Evodia rutaecarpa (also known as Wu Zhu Yu in Chinese). It belongs to the class of indole alkaloids and has garnered significant attention in recent pharmacological and medical research due to its diverse biological activities.

I. Chemical Structure and Properties

• Chemical Structure:
  Evodiamine is an indoloquinazoline-type alkaloid with the molecular formula C₁₉H₁₇N₃O and a molecular weight of approximately 303.36. Its structure features an indole ring fused with a quinazoline moiety, containing multiple chiral centers.
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• Physical Properties:
  Evodiamine typically appears as yellow needle-like crystals, with a melting point of about 278–280°C. It is sparingly soluble in water but readily dissolves in organic solvents such as ethanol and chloroform.

II. Pharmacological Activities

Evodiamine exhibits a wide range of pharmacological effects, including:

1. Antitumor Activity:

   • Inhibition of Cell Proliferation:
     Evodiamine suppresses the proliferation of various cancer cells, including those of liver, colon, and breast cancers, by inducing cell cycle arrest and apoptosis.
   • Mechanisms:
     It modulates the expression of apoptosis-related proteins (e.g., Bcl-2, Bax, and caspases) and cell cycle regulatory proteins (e.g., cyclin D1 and CDK4), thereby promoting tumor cell apoptosis and cell cycle arrest.
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2. Anti-inflammatory Effects:
   Evodiamine inhibits the production of inflammatory mediators such as TNF-α, IL-6, and NO, thereby attenuating inflammatory responses.

   • Mechanisms:
     It suppresses the NF-κB signaling pathway, reducing the transcription and expression of inflammatory cytokines.
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3. Anti-obesity and Lipid Metabolism Regulation:
   Evodiamine promotes lipolysis, inhibits adipocyte differentiation, and reduces fat accumulation.

   • Mechanisms:
     It activates the AMPK signaling pathway, enhancing fatty acid oxidation and suppressing the expression of genes involved in lipogenesis.
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4. Cardiovascular Protection:
   Evodiamine exhibits hypotensive effects by dilating blood vessels and improving blood circulation.

   • Mechanisms:
     It activates potassium ion channels (e.g., BKCa channels), inhibiting vascular smooth muscle contraction.
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5. Antimicrobial and Antiviral Effects:
   Evodiamine displays inhibitory activity against various bacteria and viruses, including Staphylococcus aureus and influenza virus.

6. Neuroprotective Effects:
   Evodiamine improves cognitive function and alleviates symptoms of neurodegenerative diseases.

   • Mechanisms:
     It inhibits acetylcholinesterase activity, increasing acetylcholine levels, or exerts antioxidant effects to protect neuronal cells.

III. Applications

1. Antitumor Drug Development:
   The antitumor properties of evodiamine make it a promising candidate for novel anticancer agents, particularly in addressing multidrug-resistant tumors.

2. Anti-inflammatory and Immunomodulatory Agents:
   It holds potential for developing drugs to treat inflammatory conditions, such as rheumatoid arthritis and inflammatory bowel disease.

3. Anti-obesity and Metabolic Syndrome Management:
   Evodiamine's role in regulating lipid metabolism and combating obesity suggests its utility in weight-loss medications and treatments for metabolic syndrome.

4. Cardiovascular Disease Treatment:
   It may be developed into antihypertensive drugs or dietary supplements for improving cardiovascular health.

5. Neuroprotection and Anti-aging:
   Evodiamine shows potential in treating neurodegenerative disorders like Alzheimer's and Parkinson's diseases.