Synthesis, structural determination, molecular docking and biological activity of 1-(4-fluorobenzyl)-5-bromolindolin-2,3-dione

In the present study, a combination of theoretical and experimental methods has been employed to evaluate and understand the molecular geometrical properties of 1-(4-fluorobenzyl)-5-bromolindolin-2,3- dione (FBID) molecule, our calculation has been performed by density functional theory method using B3LYP function with 6-311G(d,p) basis set. The experimental geometrical parameters are in good accordance to the theoretical ones. Moreover, anti-hypoxic activity of our molecule has been proposed by PASS program. Then, molecular docking has been applied, indicating favourable performance and good binding affinity between FBID molecule and protein human serum albumin (HSA), which has a code of (2BXF). Additionally, the oral toxicity test has shown that the compound was safe and nontoxic. Even under hypoxia conditions, FBID has proved to have better results compared to the standard treatment (piracetam) and it has improved the lifetime of mice. From the Open Field Test, locomotor activity (square crossings, rearing) and high central square entries has indicated anxiolytic activity of mice.(c) 2022 Elsevier B.V. All rights reserved.

Automated summary

In this study, a combination of theoretical and experimental methods was used to evaluate and understand the molecular geometrical properties of the FBID molecule. The calculations were performed using density functional theory, and the experimental results were in good agreement with the theoretical ones. The molecule showed favorable binding affinity with human serum albumin and exhibited anti-anxiety and anti-hypoxic activities, with low oral toxicity.