Synthesis and bioactivity of beta-carboline derivatives
Shengkun Li1, Bing Yang, Qianliang Zhang
1Institute of Pesticide Science and College of Sciences, Northwest A&F University, Yangling, Shaanxi 712100, China.
Abstract:
The beta-carboline alkaloids possess a wide diversity of important biochemical effects and pharmacological properties. A series of beta-carboline derivatives were synthesized from L-tryptophan through the Pictet-Spengler reaction and oxidation of K2Cr2O7 by a sequential one-pot synthesis method. In vitro anti-bacterial, insecticidal, and cytotoxic activities of all synthesized compounds were investigated by the tablet diffusion, leaf disc, and MTT methods, respectively. Some of the compounds (1-1, 1-2, 1-3 and 1-12) exhibited obvious anti-bacterial effects and some (1-3) had significant cytotoxic activities against tumor cells 3LL, MCF-7, BGC-823 and QGY-7701, with IC50 values of 7.79, 5.75, 3.53 and 4.02 microg/mL, respectively. No insecticidal activity against third stage instar larvae of Mythimna separata Walker were observed under the tested concentration.
Related Concept Videos
β-Dicarbonyl Compounds via Crossed Claisen Condensations
Synthesis of α-Substituted Carbonyl Compounds: The Stork Enamine Reaction
Adrenergic Agonists: Chemistry and Structure-Activity Relationship
Aromatic ring substitutions: Substituting the aromatic ring with –OH groups at positions 3 and 4 yields catecholamines (e.g., epinephrine), which have a high affinity for adrenoceptors. Hydrogen bonding between –OH groups and receptors enhances adrenergic activity.
Separation of the aromatic...
Carbocations
Directing and Steric Effects in Disubstituted Benzene Derivatives
Cholinergic Antagonists: Chemistry and Structure-Activity Relationship


