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Synthesis and Biological Evaluation of New Multifunctional Oxazolone Scaffolds Incorporating Phenyl Benzoate Moiety
Author(s) -
AbdelGalil Ebrahim,
Moawad Evelin B.,
ElMekabaty Ahmed,
Said Gehad E.
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.3139
Subject(s) - chemistry , oxazolone , moiety , imidazole , antibacterial activity , combinatorial chemistry , organic chemistry , aldehyde , stereochemistry , bacteria , catalysis , genetics , biology
Oxazolone derivative 3a was utilized as a versatile precursor for the construction of new heterocyclic scaffolds containing imidazole, oxazine, triazine, and triazole rings (compounds 20 , 21 , 23 , and 24 , respectively). Furthermore, 4‐aminohippuric acid ( 2b ) was used in the synthesis of various new oxazolone derivatives ( 13 – 19 ) by utilizing of its amino group in several transformations followed by heterocyclization of these compounds with aldehyde 1 via classical Erlenmeyer condensation method to give the targeted oxazolones. On evaluation of these compounds as antioxidant and antibacterial agents, compounds 20 and 24 exhibited a good antioxidant activity, while compounds 20 , 23 , and 24 exhibited a good antibacterial activity against Escherichia coli and Staphylococcus aureus .