Premium
Molecular Modeling, Ionic Liquid Cu(II)‐Catalyzed Synthesis of 9‐(3‐Fluoro‐4‐methoxyphenyl)‐6‐aryl‐[1,2,4]triazolo[4,3‐ a ][1,8] Naphthyridines under Microwave Irradiation and Their Antimicrobial Activity
Author(s) -
Sakram Boda,
Ashok Kommakula,
Rambabu Sirgamalla,
Ravi Dharavath,
Kurumanna Adem,
Abbas Najlaa Khudhair
Publication year - 2018
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3303
Subject(s) - chemistry , aspergillus flavus , bacillus subtilis , ionic liquid , aryl , fusarium oxysporum , antimicrobial , catalysis , nuclear chemistry , escherichia coli , bacteria , organic chemistry , alkyl , biochemistry , genetics , food science , botany , gene , biology
A highly efficient and simple procedure has been developed for the synthesis of 9‐(3‐fluoro‐4‐methoxyphenyl)‐6‐aryl‐[1,2,4]triazolo[4,3‐ a ][1,8] naphthyridines by ionic liquid Cu(II) oxidative cyclization of 2‐(2‐(3‐fluoro‐4‐methoxybenzylidene)hydrazinyl)‐3‐phenyl‐1,8‐naphthyridine under microwave irradiation. Synthesized compounds have been described by microanalysis, infrared, 1 H NMR spectroscopy, and mass spectrometry. Sixteen of the synthesized compounds were evaluated for their antimicrobial activity against bacteria, such as Staphylococcus aureus , Bacillus subtilis , Escherichia coli , and Klebsiella pneumoniae , as well as fungi, such as Aspergillus flavus and Fusarium oxysporum . Results of the antimicrobial screening showed that the compounds 3b , 3g , and 3j have maximal zones of inhibition against the tested bacterial strains. Docking studies were carried out for the three most active compounds 3b , 3g , and 3j along with the inactive compound 3a .