Synthesis, ABTS-Radical Scavenging Activity, and Antiproliferative and Molecular Docking Studies of Novel Pyrrolo[1,2-a]quinoline Derivatives

被引:12
|
作者
Nanjappa, Chandrika [1 ]
Hanumanthappa, Suresha Kumara T. [1 ,2 ]
Nagendrappa, Gopalpur [1 ]
Ganapathy, Pasura Subbaiah Sujan [3 ]
Shruthi, Shirur Dakappa [4 ]
More, Sunil S. [5 ]
Jose, Gilish [1 ]
Sowmya, H. B. V. [1 ]
Kulkarni, Rashmi S. [1 ]
机构
[1] Jain Univ, Postgrad Dept Chem, Bengaluru, Karnataka, India
[2] Univ BDT Coll Engn, Dept Chem, Davanagere 577004, Karnataka, India
[3] Olive Lifesci Pvt Ltd, Ctr Res & Dev, Bengaluru, Karnataka, India
[4] Indian Inst Sci, Dept Microbiol & Cell Biol, Bengaluru, Karnataka, India
[5] Jain Univ, Postgrad Dept Biochem, Ctr Post Grad Studies, Bengaluru, India
关键词
ABTS-radical scavenging activity; antiproliferative activity; 1; 3-dipolar cycloaddition; molecular docking; pyrrolo[1; 2-a]quinoline; quinoline; 4-carbaldehyde; 1,3-DIPOLAR CYCLOADDITION REACTIONS; FORMAL TOTAL-SYNTHESIS; SUBSTITUTED INDOLIZINES; APOPTOSIS; HETEROANNULATION; FLUORESCENCE; INDUCTION;
D O I
10.1080/00397911.2015.1085572
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new 2,2-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS)-radical scavenging and antiproliferative agents of pyrrolo[1,2-a]quinoline derivatives have been synthesized. An efficient method for the synthesis of 14 novel diversified pyrrolo[1,2-a]quinoline derivatives has been described using 4-(1,3-dioxolan-2-yl)quinoline and different phenacyl bromides in acetone and followed by reacting with different acetylenes in dimethylformamide/K2CO3. The structure of the newly synthesized compounds was determined by infrared, H-1 NMR, C-13 NMR, mass spectrometry, and elemental analysis. The in vitro antioxidant activity revealed that among all the tested compounds 5n exhibited maximum scavenging activity with ABTS. Compound 5b has showed good antiproliferative activity as an inhibitor of epidermal growth factor receptor (EGFR) tyrosine kinase.
引用
收藏
页码:2529 / 2545
页数:17
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