Synthesis and evaluation of new phenolic derivatives as antimicrobial and antioxidant agents
Creators
- 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
INIS
- Country of Publication
- Austria
- Country of Input or Organization
- Austria
- INIS RN
- 50003567
- Subject category
- S60: APPLIED LIFE SCIENCES; S37: INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY;
- Descriptors DEI
- ANTIOXIDANTS; ASCORBIC ACID; ESCHERICHIA COLI; FLUOROURACILS; HYDRAZINE; IN VITRO; OXADIAZOLES; PHENOLS; PSEUDOMONAS; SCAVENGING; TOXICITY
- Descriptors DEC
- ANTIMETABOLITES; AROMATICS; AZINES; AZOLES; BACTERIA; DRUGS; HETEROCYCLIC COMPOUNDS; HYDROCARBONS; HYDROXY COMPOUNDS; MICROORGANISMS; NITROGEN COMPOUNDS; ORGANIC COMPOUNDS; ORGANIC FLUORINE COMPOUNDS; ORGANIC HALOGEN COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; ORGANIC OXYGEN COMPOUNDS; PYRIMIDINES; URACILS; VITAMINS
Optional Information
- Copyright
- Copyright (c) 2017 Springer-Verlag Wien