21258-05-9Relevant articles and documents
New bioactive Cu(I) thiourea derivatives with triphenylphosphine; synthesis, structure and molecular docking studies
Hussain, Irfan,Hussain, Shabeeb,Hussain, Shazia,Imtiaz-ud-Din,Raheel, Ahmad,Tahir, Muhammad Nawaz
, p. 1191 - 1207 (2020)
The synthesized thioureas, 1-(3-fluorobenzoyl))-3-(4-(diethyl aminophenyl) thiourea (I1), 1-benzoyl-3-(2-chlorophenyl) thiourea (I2) and 1-(2-fluorobenzoyl)-3-(2-chlorophenyl) thiourea (I3) along with triphenylphosphine were reacted with Cu(I) chloride in mole ratios 1:2:1 by using dry acetone as solvent under nitrogen to get 1–3. The synthesized thioureas and metal derivatives were characterized by spectroscopic techniques such as IR and multinuclear (1H, 13C) NMR. Compound 3 is analyzed by single crystal X-ray analysis and data reveal that the Cu is four coordinate having tetrahedral molecular geometry. The interaction of 1–3 with DNA is ascertained by cyclic voltammetry, determining binding constant, binding energy and diffusion coefficient. The findings suggest that the complexes interact with DNA in an electrostatic mode. The antioxidant activity data show that 3 has the highest free radical scavenging ability having Ic50 value of 10 μg/mL. The synthesized compounds were also screened against various bacterial strains and found some encouraging results. The binding interactions of the metal complexes with a specific protein were further validated by molecular docking studies and the results obtained show their strong interaction with amino acid residue in the binding pocket of the target protein.
Self-assembly of a benzothiazolone conjugate into panchromatic fluorescent fibres and their application in cellular imaging
Bhatia, Dhiraj,Gangrade, Ankit,Gour, Nidhi,Haque, Ashadul,Joshi, Khashti Ballabh,Koshti, Bharti,Kshtriya, Vivekshinh,Singh, Ramesh
supporting information, p. 17211 - 17221 (2021/10/04)
We report the synthesis and characterization of the structures formed by self-assembly of 4-chloro-2(3H)-benzothiazolone (CBT) into panchromatic fibres and their application in cellular imaging. The aggregation properties of the synthesized compound were studied extensively under different solvents and concentrations and their morphologies examined at a supramolecular level by various microscopic techniques such as atomic force microscopy (AFM), fluorescence microscopy, and optical microscopy. Interestingly, the self-assembled structures formed byCBTreveal panchromatic emission properties and show blue, green, and red fluorescence under different excitation wavelengths. The mechanism of structure formation of the self-assemblies was studied through different techniques such as concentration-dependent1H-NMR, ATR-FTIR, UV-visible spectroscopy, and fluorescence spectroscopy. Finally, the utility ofCBTfor cell imaging applications was demonstrated and it can be noted thatCBTwas efficiently taken up by mammalian cells and the cells revealed panchromatic emission in the blue, green, and red channels. The intensities of the fluorescence observed were blue > green > red and the dye interestingly does not exhibit any fluorescence quenching.
Benzoylthioureas: Design, synthesis and antimycobacterial evaluation
Abreu, Lethícia O.,Bispo, Marcelle L. F.,Brito, Tiago O.,Gomes, Karen M.,Louren?o, Maria C. S.,Macedo, Fernando,Pereira, Patricia M. L.,Tisher, Cesar A.,Yamada-Ogatta, Sueli F.,de Fátima, ?ngelo
, p. 93 - 103 (2020/02/04)
Background: New drugs and strategies to treat tuberculosis (TB) are urgently needed. In this context, thiourea derivatives have a wide range of biological activities, including anti-TB. This fact can be illustrated with the structure of isoxyl, an old anti-TB drug, which has a thiourea as a pharmacophore group. Objective: The aim of this study is to describe the synthesis and the antimycobacterial activity of fifty-nine benzoylthioureas derivatives. Methods: Benzoylthiourea derivatives have been synthesized and evaluated for their activity against Mycobacterium tuberculosis using the MABA assay. After that, a structure-activity relationship study of this series of compounds has been performed. Results and Discussion: Nineteen compounds exhibited antimycobacterial activity between 423.1 and 9.6 μM. In general, we observed that the presence of bromine, chlorine and t-Bu group at the para-position in benzene ring plays an important role in the antitubercular activity of Series A. These substituents were fixed at this position in benzene ring and other groups such as Cl, Br, NO2 and OMe were introduced in the benzoyl ring, leading to the derivatives of Series B. In general, Series B was less cytotoxic than Series A, which indicates that the presence of a substituent at benzoyl ring contributes to an improvement in both antimycobacterial activity and toxicity profiles. Conclusion: Compound 4c could be considered a good prototype to be submitted to further structural modifications in the search for new anti-TB drugs, since it is 1.8 times more active than the first line anti-TB drug ethambutol and 0.65 times less active than isoxyl.
