Synthesis, molecular structure investigation, biological evaluation and docking studies of novel spirothiazolidinones

Abstract

A series of 3-substituted-spiro-(1,3-dithiolan-2,2′-thiazolidin)-4-ones(2) designed as antimicrobial agents and have been synthesized by the reaction between [1,3]dithiolan-2-ylidene-(substituted-phenyl)amine (1) and mercaptoacetic acid. The reaction between substituted anilines, sodium hydroxide and carbon disulfide followed by the reaction of 1, 2-dichloroethane gave quantitatively and analytically pure compound (1). The structure of synthesized compound (1) and (2) is based on spectral (IR, 1H NMR, 13C NMR) as well elemental analysis. These compounds have been screened for their antimicrobial and antitubercular activities. Some of them have showed significant inhibition on bacterial and fungal growth. Few of them showed moderate antitubercular profile. Docking studies of the some novel compounds were performed and results showed that these compounds have good binding energy and have better binding affinity towards the active pocket, thus they may be considered as good inhibitors for selective proteins. Furthermore, computational studies of some derivatives were also performed using Gaussian suite of program.