99419-99-5Relevant academic research and scientific papers
Biological evaluation and molecular docking studies of nitro benzamide derivatives with respect to in vitro anti-inflammatory activity
Tumer, Tugba B.,Onder, Ferah Comert,Ipek, Hande,Gungor, Tugba,Savranoglu, Seda,Tok, Tugba Taskin,Celik, Ayhan,Ay, Mehmet
, p. 129 - 139 (2017)
A series of nitro substituted benzamide derivatives were synthesized and evaluated for their potential anti-inflammatory activities in vitro. Firstly, all compounds (1–6) were screened for their inhibitory capacity on LPS induced nitric oxide (NO) production in RAW264.7 macrophages. Compounds 5 and 6 demonstrated significantly high inhibition capacities in a dose-dependent manner with IC50 values of 3.7 and 5.3 μM, respectively. These two compounds were also accompanied by no cytotoxicity at the studied concentrations (max 50 μM) in macrophages. Molecular docking analysis on iNOS revealed that compounds 5 and 6 bind to the enzyme more efficiently compared to other compounds due to having optimum number of nitro groups, orientations and polarizabilities. In addition, 5 and 6 demonstrated distinct regulatory mechanisms for the expression of the iNOS enzyme at the mRNA and protein levels. Specifically, both suppressed expressions of COX-2, IL-1β and TNF-α significantly, at 10 and 20 μM. However, only compound 6 significantly and considerably decreased LPS-induced secretion of IL-1β and TNF-α. These results suggest that compound 6 may be a multi-potent promising lead compound for further optimization in structure and as well as for in vivo validation studies.
JOINT STRUCTURAL EFFECTS IN THE REACTIONS OF AROYL CHLORIDES WITH PRIMARY ARYLAMINES, CATALYZED BY TETRABUTYLAMMONIUM CHLORIDE IN BENZENE
Titskii, G. D.,Turovskaya, M. K.
, p. 1825 - 1830 (2007/10/02)
The reactions of aroyl chlorides with arylamines, catalyzed by tetrabutylammonium chloride, take place with the equilibrium formation of a hydrogen-bonded complex of the arylamine with the catalyst and its subsequent reaction with the aroyl chloride.The joint structural effects of the substituents in the molecules of the reagents on the bimolecular rate constants (k2) for the reactions of aroyl chlorides with the complexes and the catalytic rate constants (kB) are described by many-parameter correletion equations.
