Ultrasound-Assisted Synthesis of Nitrogen and Oxygen Containing Heterocycles Using Fluorinated Graphene Oxide as Catalyst: Evaluation of Their Anthelmintic Activities

被引:5
|
作者
Dutta, Arup [1 ]
Chhetri, Bhusan [3 ]
Nongrum, Ridaphun [2 ]
Kupar Kharmawlong, George [1 ]
Yadav, Arun K. [3 ]
Nongkhlaw, Rishanlang [1 ]
机构
[1] North Eastern Hill Univ, Dept Chem, Shillong 793022, Meghalaya, India
[2] Sankardev Coll, Dept Chem, Shillong 793004, Meghalaya, India
[3] North Eastern Hill Univ, Dept Zool, Shillong 793022, Meghalaya, India
来源
CHEMISTRYSELECT | 2020年 / 5卷 / 25期
关键词
Anthelmintic Activities; Fluorinated Graphene Oxide Heterocylces; Molecular docking; Spirooxindole; BOND-FORMING REACTIONS; SPIROOXINDOLE DERIVATIVES; METAL; OXINDOLES; ACID;
D O I
10.1002/slct.202001442
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Spirooxindole derivatives have been efficiently synthesizedviaa three-component reaction consisting of isatin, malononitrile/ pyrazole and various 1,3-diketones using Fluorinated Graphene Oxide (FGO) as a green and metal free carbocatalyst, under sonication. The main advantages of this synthetic approach lie in its operational simplicity, easy catalyst recovery and recyclability, high yields and short reaction times. The prepared catalyst was characterized by various analytical techniquesviz.,UV-Vis,FT-IRSpectroscopy,TGA,TEM,FE-SEMandEDX. The in vitro anthelmintic screening of synthesized compounds against a cestode,Raillietinasp. and a nematode parasite,Syphacia obvelataat 200 mu g/mL and 800 mu g/mL were also carried out which revealed a profound activity, with much reduced morality time of parasite. The SEM study indicated structure alterations in treated parasite, further validating the in vitro anthelmintic property. In addition, molecular docking studies were carried out against beta-tubulin protein to determine binding affinity of the synthesized compounds. All test compound followed the "Lipinski Rule of Five" and in silico pharmacokinetic investigation showed inhibitory activity against CYP enzyme and P-glycoprotein which may further improve the bio efficacy of compounds.
引用
收藏
页码:7474 / 7481
页数:8
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