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Synthesis, characterization and pharmacological evaluation of (Z)-2-(5-(biphenyl-4-yl)-3-(1-(imino)ethyl)-2,3-dihydro-1,3,4-oxadiazol-2-yl)phenol derivatives as potent antimicrobial and antioxidant agents
- Source :
- Arabian Journal of Chemistry, Vol 10, Iss S1, Pp S1022-S1031 (2017)
- Publisher :
- Production and hosting by Elsevier B.V. on behalf of King Saud University.
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Abstract
- The oxadiazole pharmacophore is considered a viable lead structure for the synthesis of more efficacious and broad spectrum antimicrobial agents. The significance of this study was to prepare various oxadiazole derivatives by introducing the 1,3,4 oxadiazole core into several molecules to explore the possibilities of some altered biological activities. Therefore, the study presents the synthesis, antimicrobial and antioxidant evaluation of a series of 1,3,4 substituted oxadiazole derivatives. Antimicrobial evaluation revealed that eighteen compounds were able to display variable growth inhibitory effects on the tested Gram-positive bacteria Bacillus subtilis and Staphylococcus aureus , Gram-negative bacteria Pseudomonas aeruginosa and Escherichia coli and fungal strains Candida albicans and Aspergillus niger . Among the synthesized derivative analogues 6f , 6l and 6r were found to be the most effective antibacterial agents. While the compounds 6c , 6l and 6q were found to be the most promising antifungal agents. On the other hand, all the synthesized compounds 6a–6r were subjected to antioxidant activity but only analogues 6l and 6q were found to exhibit potent antioxidant activity. Further compound 6l containing p -nitro phenyl moiety along with oxadiazole pharmacophore proved to be the most active antimicrobial and antioxidant agent.
- Subjects :
- Antioxidant
Chemistry(all)
Stereochemistry
General Chemical Engineering
medicine.medical_treatment
Oxadiazole
Antifungal
030226 pharmacology & pharmacy
01 natural sciences
lcsh:Chemistry
03 medical and health sciences
chemistry.chemical_compound
0302 clinical medicine
Antioxidant activity
Biological assays
Lipophilicity
medicine
Moiety
Candida albicans
GeneralLiterature_REFERENCE(e.g.,dictionaries,encyclopedias,glossaries)
ComputingMilieux_MISCELLANEOUS
biology
010405 organic chemistry
Aspergillus niger
General Chemistry
Antimicrobial
biology.organism_classification
0104 chemical sciences
Antibacterial
lcsh:QD1-999
chemistry
Chemical Engineering(all)
Schiff bases
Pharmacophore
1,3,4-Oxadiazoles
Subjects
Details
- Language :
- English
- ISSN :
- 18785352
- Database :
- OpenAIRE
- Journal :
- Arabian Journal of Chemistry
- Accession number :
- edsair.doi.dedup.....2eb43647e401705cd6d8e28d82d7ccc5
- Full Text :
- https://doi.org/10.1016/j.arabjc.2013.01.005