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

被引:2
作者
Chaaban, Ibrahim [1 ]
El Khawass, El Sayeda M. [1 ]
Abd El Razik, Heba A. [1 ]
El Salamouni, Nehad S. [1 ]
Ghareeb, Doaa A. [2 ]
Wahab, Abeer E. Abdel [3 ]
机构
[1] Alexandria Univ, Dept Pharmaceut Chem, Fac Pharm, Alexandria 21521, Egypt
[2] Alexandria Univ, Dept Biochem, Fac Sci, Alexandria, Egypt
[3] Genet Engn & Biotechnol Res Inst GEBRI, Med Biotechnol Dept, City Sci Res & Technol Applicat, Alexandria, Egypt
来源
MONATSHEFTE FUR CHEMIE | 2018年 / 149卷 / 01期
关键词
Phenolic derivatives; Hydrazine; 1,3,4-Oxadiazole; Synthesis; Antimicrobial activity; Antioxidant activity; BIOLOGICAL EVALUATION; FREE-RADICALS; SCAVENGING ACTIVITY; OXIDATIVE STRESS; ANTICANCER; EXTRACTS; ANALOGS; MOIETY;
D O I
10.1007/s00706-017-1983-z
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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. N (1)-(2,5-Dihydroxybenzoyl)-N (2)-(4-methylphenylsulfonyl)hydrazine displayed promising activity against Escherichia coli and P. aeruginosa. N (1)-(2,5-Dihydroxybenzoyl)-N (2)-(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 N (1)-(2,5-dihydroxybenzoyl)-N (2)-(2,3,4-trimethoxyphenylmethylene)hydrazine, N (1)-(2,5-dihydroxybenzoyl)-N (2)-(3,4,5-trimethoxyphenylmethylene)hydrazine, and N (1)-(2,5-dihydroxybenzoyl)-N (2)-(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. [GRAPHICS]
引用
收藏
页码:127 / 139
页数:13
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