Design, Synthesis, and Biological Evaluation of Tryptanthrin Alkaloids as Potential anti-Diabetic and Anticancer Agents

被引:4
作者
Teja, Chitrala [1 ]
Ramanathan, Karuppasamy [2 ]
Naresh, Kondapalli [3 ]
Vidya, R. [4 ]
Gomathi, K. [5 ]
Nawaz, Fazlur Rahman [1 ]
机构
[1] Vellore Inst Technol, Sch Adv Sci, Organ & Med Chem Res Lab, Vellore 632014, Tamil Nadu, India
[2] Vellore Inst Technol, Sch Biosci & Technol, Dept Biotechnol, Vellore, Tamil Nadu, India
[3] G Pulla Reddy Coll Pharm, Dept Pharmaceut Chem, Hyderabad, India
[4] Vellore Inst Technol, VIT Sch Agr Innovat & Adv Learning, Vellore, Tamil Nadu, India
[5] Dr MGR Educ Res Inst, Chennai, Tamil Nadu, India
关键词
Tryptanthrin; tetrabutylammonium-salts; ionic liquids; MW-synthesis; VOCs free approach; POT MULTICOMPONENT SYNTHESIS; CATALYZED HECK REACTION; IONIC LIQUIDS; 1,3-DIPOLAR CYCLOADDITION; VISIBLE-LIGHT; DERIVATIVES; PALLADIUM; EFFICIENT; FUNCTIONALIZATION; SPIROOXINDOLES;
D O I
10.1080/10406638.2021.2021257
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient green chemical approach has been reported to synthesize tryptanthrin alkaloids, utilizing isatin and isatoic anhydride as a substrate in the presence of tetrabutylammonium salt-based ionic liquids (TBA-ILs) as catalyst and reaction medium under microwave conditions (MWs). The reaction proceeds evenly under mild conditions to provide the bioactive natural product tryptanthrins in excellent yields. Besides, the molecular docking studies show that all the synthesized scaffolds exhibit potential binding affinities toward alpha-amylase, alpha-glucosidase ligands, GLP-1, and EGFR receptors; the in-vitro alpha-amylase and alpha-glucosidase assays show positive inhibition. In addition, the in vitro anticancer activity against A-549 non-small lung cancer (NSLC) cell lines leads to excellent inhibition. The present findings show the therapeutic potential of the tryptanthrins for targeting antidiabetic and anticancer activities.
引用
收藏
页码:874 / 894
页数:21
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