96748-35-5Relevant articles and documents
Synthesis and biological evaluation of 1-(2-aminophenyl)-3-arylurea derivatives as potential EphA2 and HDAC dual inhibitors
Zhu, Yong,Ran, Ting,Chen, Xin,Niu, Jiaqi,Zhao, Shuang,Lu, Tao,Tang, Weifang
, p. 1136 - 1141 (2016)
A series of 1-(2-aminophenyl)-3-arylurea novel derivatives were synthesized and evaluated against Ephrin type-A receptor 2 (EphA2) and histone deacetylases (HDACs) kinase. Most of the compounds exhibited inhibitory activity against EphA2 and HDAC. The antiproliferative activities were evaluated by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) (thiazolyl blue, tetrazolium blue) against the human cancer cell lines HCT116, K562 and MCF7. Compounds 5a and b showed the most potent inhibitory activity against EphA2 and HDAC. However, compound 5b exhibited higher potency against HCT116 (IC50=5.29 μM) and MCF7 (IC50=7.42 μM). 1-(2-Aminophenyl)-3-arylurea analogues may serve as new EphA2-HDAC dual inhibitors.
Amino-Substituted Benzamide Derivatives as Promising Antioxidant Agents: A Combined Experimental and Computational Study
Perin, Nata?a,Ro?kari?, Petra,Sovi?, Irena,Bo?ek, Ida,Star?evi?, Kristina,Hranjec, Marijana,Vianello, Robert
, p. 974 - 984 (2018/09/06)
We prepared a range of N-arylbenzamides with a variable number of methoxy and hydroxy groups, bearing either amino or amino-protonated moieties, and used DPPH and FRAP assays to evaluate their antioxidant capacity. Most of the systems exhibit improved antioxidative properties relative to the reference BHT molecule in both assays. Combining results from both sets of experiments, the most promising antioxidative potential was displayed by the trihydroxy derivative 26, which we propose as a lead compound for a further optimization of the benzamide scaffold. Computational analysis helped in interpreting the observed trends and demonstrated that protonated systems are better antioxidants than their neutral counterparts, while underlying the positive influence of the electron-donating methoxy group on the antioxidant properties, thus confirming the experiments. It also revealed that the introduction of the hydroxy groups shifts the reactivity from both amide and amine groups toward this moiety and additionally enhances antioxidative features. This is particularly evident in 26H?+, which owes its pronounced reactivity to the stabilizing [O?···H-O] hydrogen bonding between the created phenoxyl radical and the two neighboring hydroxy groups. We demonstrated that its antioxidative activities are more favorable than those for analogous trihydroxy derivatives without the N-phenyl group or without the amide moiety, which strongly justifies the employed strategy in utilizing bisphenylamides in designing potent antioxidants.
Optimization and antifungal activity of amide analogues
Feng, Hui,Leng, Li,Liu, Jia,Tang, Yuanmou,Tang, Pengcheng,Zhang, Chixiang,Tang, Xioarong,Jiao, Shirong
, p. 4029 - 4031 (2013/05/09)
Using salicylic acid as a lead compound, a series of its analogues (compounds 1-16) were designed and synthesized. Their activity of antipathogenic fungi of plants has been evaluated in the laboratory. The results showed that these compounds had certain antifungal activity against Sclerotinia sclerotiorum and Bipolaris maydis (Nisikado et Miyake) Shoem. Among them, the inhibition of growth for 2-(3- fluorophenylcarbamoyl)phenyl acetate (1) and 2-(3-chlorophenylcarbamoyl)phenyl acetate (2) reached 91.1 %, 92.8 % and 90.1 %, 90.1 % at a concentration of 100 mg L-1, respectively.
