Antioxidant, antibacterial, enzyme inhibition and fluorescence characteristics of unsymmetrical thiourea derivatives

A series of six unsymmetrical thiourea derivatives, namely 1-cyclohexyl-3-(pyridin-2-yl) thiourea (1), 1-cyclohexyl-3-(3-methylpyridin-2-yl)thiourea (2), 1-cyclohexyl-3-(2,4-dimethylphenyl) thiourea (3), 1-(4-chlorophenyl)-3-cyclohexylthiourea (4), 1-(3-methylpyridin-2-yl)-3-phenylthiourea (5), and...

Full description

Saved in:
Bibliographic Details
Published in:Heliyon 2024-05, Vol.10 (10), p.e31563-e31563, Article e31563
Main Authors: Ur Rahman, Faizan, Shah, Abdul Bari, Muhammad, Mian, khan, Ezzat, Ataya, Farid S., Batiha, Gaber El-Saber
Format: Article
Language:English
Subjects:
absorption
acetone
acetylcholinesterase
Antimicrobial
antioxidants
cholinesterase
Enzyme inhibition
ethyl acetate
fluorescence
Fluorescence characteristics
Free radical scavenging
isothiocyanates
moieties
solvents
spectroscopy
Structural characterization
tetrahydrofuran
thiourea
Thiourea derivatives
toluene
Unsymmetrical thioureas
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A series of six unsymmetrical thiourea derivatives, namely 1-cyclohexyl-3-(pyridin-2-yl) thiourea (1), 1-cyclohexyl-3-(3-methylpyridin-2-yl)thiourea (2), 1-cyclohexyl-3-(2,4-dimethylphenyl) thiourea (3), 1-(4-chlorophenyl)-3-cyclohexylthiourea (4), 1-(3-methylpyridin-2-yl)-3-phenylthiourea (5), and 1-(3-chlorophenyl)-3-phenylthiourea (6), were successfully synthesized via reaction between different amines with isothiocyanates under a non-catalytic environment. Structural elucidation of compounds (1–6) was performed using FT-IR and NMR (1H and 13C) spectroscopy. The infrared spectra displayed characteristic stretching vibrations, while the 13C NMR chemical shifts of the thiourea moiety (CS) were observed in the range of 179.1–181.4 ppm. The antioxidative and antimicrobial properties of the compounds were assessed, as well as their inhibitory effects on acetylcholinesterase and butyrylcholinesterase were evaluated. In order to analyze the fluorescence characteristics of each compound (1–6), the excitation (λex) and emission (λem) wavelengths were scanned within the range of 250–750 nm, with the solvent blank serving as a standard. It was observed that when dissolved in acetone, toluene, tetrahydrofuran, and ethyl acetate, these compounds exhibited emission peaks ranging from 367 to 581 nm and absorption peaks ranging from 275 to 432 nm.
ISSN:2405-8440
2405-8440
DOI:10.1016/j.heliyon.2024.e31563