Microwave Synthesis, Evaluation, and Docking Study of Amino Acid Derivatives of 7‑Chloroquinoline: Exploring Cytotoxic and Antioxidant Potentials
Related Experiment Video
Updated: Jan 28, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
James A Ezugwu1,2, Fatümetüzzehra Küçükbay3, Samet Öz4
1Department of Pure and Industrial Chemistry, University of Nigeria, Nsukka, 410001 Enugu State, Nigeria.
Abstract:
New carbamate and amino acid derivatives of 7-chloroquinoline were synthesized and characterized using FTIR, 1H NMR, 13C NMR, and HRMS analysis. The synthesized compounds were obtained through a benzotriazole-mediated approach via microwave synthesis and evaluated for antioxidant and anticancer activities. All the synthesized compounds have antioxidant properties though less than those of the standard. Cytotoxic activities of new 7-chloroquinolinyl benzyl amino carbamate derivatives were accessed using LNCaP (Lymph Node Carcinoma of the Prostate), A2780 (human ovarian cancer), and MCF-7 (breast cancer) cell lines. For cytotoxicity research, the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay was used. The synthesized compounds were subjected to a cell viability assay, and following a 24 h treatment, the IC50 values were determined. Among all the tested compounds, compound 4b demonstrated comparable antitumor activity against LNCaP, A2780, and MCF-7 cell lines when compared to the standard drug docetaxel with IC50 values of 6.61, 2.81, and 5.69 μg/mL for LNCaP, A2780, and MCF-7 cell lines, respectively. A molecular docking study targeting the β-tubulin enzyme revealed that compounds 4a, 4b, and 5b exhibit a high affinity for the taxane binding site and may mimic the action of docetaxel.
Related Concept Videos
Amino acids
Amino Acid Catabolism
Amino Acid Biosynthetic Pathways
Synthesis and Decomposition Reactions
Phase II Reactions: Sulfation and Conjugation with α-Amino Acids
Acidity and Basicity of Carboxylic Acid Derivatives
The relative acidic strength of the derivatives can be explained based on the extent of resonance stabilization of the conjugate base. The...

