Published January 2018 | Version v1
Journal article

Synthesis and evaluation of new phenolic derivatives as antimicrobial and antioxidant agents

  • 1. Alexandria University, Department of Pharmaceutical Chemistry, Faculty of Pharmacy (Egypt)
  • 2. Alexandria University, Department of Biochemistry, Faculty of Science (Egypt)
  • 3. City for Scientific Research and Technology Application, Borg El-Arab, Medical Biotechnology Department, Genetic Engineering and Biotechnology Research Institute (GEBRI) (Egypt)

Description

New phenolic derivatives bearing hydrazine and 1,3,4-oxadiazole moieties were synthesized and evaluated for their in vitro antimicrobial and antioxidant activities. Most of the compounds revealed pronounced activity against Pseudomonas aeruginosa as well as promising antioxidant activities. N1-(2,5-Dihydroxybenzoyl)-N2-(4-methylphenylsulfonyl)hydrazine displayed promising activity against Escherichia coli and P. aeruginosa. N1-(2,5-Dihydroxybenzoyl)-N2-(2-naphthalenylmethylene)hydrazine was almost equipotent to the standard antioxidant vitamin C having scavenging activities of 84 and 93%, respectively. In vitro cytotoxicity study revealed that N1-(2,5-dihydroxybenzoyl)-N2-(2,3,4-trimethoxyphenylmethylene)hydrazine, N1-(2,5-dihydroxybenzoyl)-N2-(3,4,5-trimethoxyphenylmethylene)hydrazine, and N1-(2,5-dihydroxybenzoyl)-N2-(4-methylphenylsulfonyl)hydrazine are more safe than reference 5-fluorouracil. In silico drug relevant properties proposed that all compounds have high to moderate drug-likeness scores. Accordingly, these derivatives can be potential leads for development of potent antimicrobial and antioxidant agents. Graphical abstract: .

Additional details

Identifiers

Publishing Information

Journal Title
Monatshefte fuer Chemie
Journal Volume
149
Journal Issue
1
Journal Page Range
p. 127-139
ISSN
0026-9247
CODEN
MOCHAP

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Copyright (c) 2017 Springer-Verlag Wien