Synthesis, biological evaluation and docking studies of a new series of tris-heterocycles containing pyrazole, triazole and oxadiazole

A new series of 3-aryl/hetaryl-6-(5-methyl-1-phenyl-1H-pyrazol-4-yl)-[1,2,4] triazolo [3,4-b] [1,3,4]oxadiazoles 7a-j have been synthesized, characterized by spectral means, and evaluated for their antimicrobial and antioxidant properties. Amongst the screened compounds 7a-j, the triazole moiety bea...

Full description

Saved in:
Bibliographic Details
Published inIndian journal of chemistry. Sect. B. Organic chemistry, including medicinal chemistry Vol. 57; no. 5; pp. 687 - 699
Main Authors Kumar, Gaddam Rajesh, Shankar, Kurre, Reddy, Cherkupally Sanjeeva
Format Journal Article
LanguageEnglish
Published NEW DELHI Natl Inst Science Communication & Information Resources-Niscair 01.05.2018
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
One-pot synthesis
molecular docking studies
DESIGN
RECEPTOR ANTAGONISTS
fused triazolo-oxadiazole
pyrazole
ANTIBACTERIAL AGENTS
antimicrobial activity
antioxidant property
ANTIMICROBIAL EVALUATION
REDUCTASE
INHIBITORS
DERIVATIVES
Online AccessGet full text

Cover

More Information
Summary:A new series of 3-aryl/hetaryl-6-(5-methyl-1-phenyl-1H-pyrazol-4-yl)-[1,2,4] triazolo [3,4-b] [1,3,4]oxadiazoles 7a-j have been synthesized, characterized by spectral means, and evaluated for their antimicrobial and antioxidant properties. Amongst the screened compounds 7a-j, the triazole moiety bearing electron-withdrawing group on the 4 th position of phenyl viz. 4-chlorophenyl 7c,4-nitrophenyl 7f and 2,4-difluorophenyl 7h exhibit excellent antibacterial activity towards all the tested bacteria viz. Staphylococcus aureus, Bacillus licheniformis, Pseudomonas aeruginosa and Escherichia coli. On the other hand, triazole moiety bearing electron-donating group on the 4 th position of phenyl viz. 4-hydroxyphenyl 7d, 4-methoxy-phenyl 7e and 4-aminophenyl 7g show prominent antifungal activity towards the tested fungi viz. Candida albicans and Fusarium oxysporum. These results are supported by molecular docking studies and through binding interactions as well. Antioxidant studies reveal that the compounds in which the triazole moiety bearing phenyl 7a, 4-methoxyphenyl 7e, 2,4-difluorophenyl 7h and 3-pyridyl 7j is present on the 4 th position, display significant antioxidant properties. In brief, most of the newly synthesized compounds have emerged as potential antimicrobial and antioxidant agents for further development.
ISSN:0376-4699
0019-5103