Synthesis of ring opening of evodiamine derivatives and evaluation on their biological activity

Chemical Biology & Drug Design
2022.0

Abstract

As a main bioactive component extracted from Evodiae fructus, evodiamine has a variety of pharmacological activities. In this paper, evodiamine was chosen as starting material to react with different halides. Upon treatment of TFA, a series of novel ring-opening evodiamine derivatives 3a-o were successfully synthesized in a moderate to high yields. These obtained compounds exhibit a moderate to good antitumor activity against BGC803 and SW480 in vitro test by MTT assay. The results showed that hexyl substituted evodiamine derivative (3j, R=hexyl) has a strong antitumor activity against BGC803 and SW480.

Knowledge Graph

Similar Paper

Synthesis of ring opening of evodiamine derivatives and evaluation on their biological activity
Chemical Biology & Drug Design 2022.0
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
Journal of Medicinal Chemistry 2012.0
Synthesis and Antitumor Activity of Evodiamine Derivatives With Nitro, Amino, and Methoxy Groups
Natural Product Communications 2022.0
Design, synthesis and bioactivity evaluation of novel N-phenyl-substituted evodiamine derivatives as potent anti-tumor agents
Bioorganic & Medicinal Chemistry 2022.0
Discovery of novel bis-evodiamine derivatives with potent antitumor activity
Bioorganic & Medicinal Chemistry 2022.0
Design, synthesis, and biological evaluation of benzenesulfonyl chloride-substituted evodiamine derivatives as potential PGAM1 inhibitors
Arabian Journal of Chemistry 2023.0
Water-soluble derivatives of evodiamine: Discovery of evodiamine-10-phosphate as an orally active antitumor lead compound
European Journal of Medicinal Chemistry 2021.0
Design, synthesis and bioactivity evaluation of novel evodiamine derivatives with excellent potency against gastric cancer
European Journal of Medicinal Chemistry 2022.0
Design, Synthesis, and Biological Evaluation of Novel Evodiamine Derivatives as Potential Antihepatocellular Carcinoma Agents
Journal of Medicinal Chemistry 2022.0
Evodiamine: A Privileged Structure with Broad-ranging Biological Activities
Mini-Reviews in Medicinal Chemistry 2022.0