Synthesis, crystal structure, and in vitro and in silico molecular docking of novel acyl thiourea derivatives

• Published in: Journal of molecular structure Vol. 1094; pp. 281 - 291
• Main Authors: Haribabu, Jebiti, Subhashree, Govindarajulu Rangabashyam, Saranya, Sivaraj, Gomathi, Kannayiram, Karvembu, Ramasamy, Gayathri, Dasararaju
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 15-08-2015
• Subjects: Acyl thiourea; Anti-haemolytic; Anti-oxidant; DprE1; HSP90; Molecular docking; DprE1; HSP90; Acyl thiourea; Anti-oxidant; Anti-haemolytic; Molecular docking
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2015.03.035

A series of six biologically active acyl thiourea compounds has been synthesized and characterized by various spectroscopic techniques. Three dimensional molecular structure of two compounds was determined by single crystal X-ray crystallography. All the synthesized compounds show good anti-oxidant and anti-haemolytic activities. In silico molecular docking studies were performed to screen the acyl thiourea derivatives against DprE1 and HSP90 enzymes targeting tuberculosis and cancer. [Display omitted]
•Acyl thiourea showed good anti-oxidant and anti-haemolytic activities.•Molecular docking for biological evaluation.•Structure was confirmed by X-ray crystallography.
In the present study, a series of six biologically active substituted acyl thiourea compounds (1–6) has been synthesized from cyclohexanecarbonyl isothiocyanate and various primary amines (2-methyl aniline, aniline, 4-methoxy aniline, 4-ethoxy aniline, benzyl amine and 2-methoxy aniline). The synthesized compounds were characterized by elemental analyses, UV–Visible, FT-IR, 1H & 13C NMR and mass spectroscopic techniques. Three dimensional molecular structure of two compounds (1 and 5) was determined by single crystal X-ray crystallography. All the synthesized compounds show good anti-oxidant and anti-haemolytic activities. In silico molecular docking studies were performed to screen against DprE1 and HSP90 enzymes targeting tuberculosis and cancer respectively.