7204-46-8Relevant articles and documents
Synthesis, characterization and biological applications of bismuth(III) complexes with aroylthiourea ligands
Burrow, Robert Alan,Chuy, Gabriela Pereira,Lang, Ernesto Schulz,Vizzotto, Bruno Stefanello,de Oliveira, Marcielli Indiara,dos Santos, Sailer Santos
, (2020/07/25)
This work describes the synthesis, structural characterization and biological applications of three new bismuth(III) complexes with aroylthiourea-based ligands: [Bi(La)3(HLa)] (1), [Bi2(Lb)4(μ-Lb)2]?2(C3H6O) (2), and [Bi6(μ-Lc)6(μ3-NO3)2(μ6-NO3)](NO3)3?4H2O (3), where HLa = N-benzoyl(N′,N′-diethylthiourea), HLb = N-benzoyl(morpholinylthiourea), and H2Lc = N2,N6-bis(diethylcarbamothioyl)pyridine-2,6-dicarboxamide. The ligands HLa and HLb were considered as monopodal, while H2Lc as bipodal. All compounds were characterized by melting point determination, Fourier-transform infrared spectroscopy (FTIR), proton proton and carbon-13 nuclear magnetic resonance spectroscopy (NMR), mass spectrometry (MS), elemental analysis (EA) and single-crystal X-ray diffraction (SC-XRD). Structural analysis showed that compound 1 was a mononuclear heptacoordinate complex, while compound 2 presented a dinuclear structure and compound 3 was built up by a hexanuclear framework. The proligands, the new complexes, and Bi(NO3)3?5H2O had their antibacterial activities evaluated against E. coli (ATCC 25922), S. aureus (ATCC 25923), and P. aeruginosa (ATCC 27853). The in vitro disk-diffusion (DD) method showed the ability of compound 2 to inhibit two types of bacteria (P. aeruginosa and S. aureus). In the results of minimum inhibitory concentration (MIC), all complexes showed significant activity against the tested microorganisms except for compound 1. The inorganic salt used for comparison showed antibacterial activity only against P. aeruginosa and the ligands showed no apparent activity. Compound 2 presented the best antibacterial activity among the tested substances, and its performance was remarkable even when compared to other similar compounds found in the literature, attesting the importance of targeting bismuth(III) aroylthioureas for further research on new drugs development.
Biochemical and pharmacological evaluation of 4-hydroxychromen-2-ones bearing polar C-3 substituents as anticoagulants
Mladenovic, Milan,Mihailovic, Mirjana,Bogojevic, Desanka,Vukovic, Nenad,Sukdolak, Slobodan,Matic, Sanja,Niciforovic, Neda,Mihailovic, Vladimir,Maskovic, Pavle,Vrvic, Miroslav M.,Solujic, Slavica
scheme or table, p. 144 - 158 (2012/09/21)
The objective of this study was to investigate in vitro and in vivo anticoagulant activity of sixteen 4-hydroxycoumarin derivatives bearing polar C-3 scaffolds. The activity was evaluated by measuring prothrombin time. Enhanced anticoagulant activity in vitro was observed for all tested compounds. Upon successive administration of 0.5 mg/kg of body weight to adult Wistar rats, over a period of five days, four derivatives (2b, 4c, 5c and 9c) presented anticoagulant activity in vivo. The most active compound was 2b, with PT = 30.0 s. Low or non-toxic effects in vivo were determined based on the catalytic activity of liver enzymes and the concentration of bilirubin, iron and proteins. Metabolic pathways of the most active compounds in vivo were determined after GC/MS analysis of collected rat urine samples. The excretion occurs by glucuronidation of 7-hydroxy forms of tested derivatives. In vivo results were described using PLS-based CoMFA and CoMSIA 3D-QSAR studies, which showed CoMFA-SE (q2 = 0.738) and CoMSIA-SEA (q2 = 0.763) to be the statistically most relevant models. Furthermore, molecular docking and DFT mechanistic studies performed on the rat VKORC1 homology model revealed interactions between the 4-OH coumarin group in the form of phenolic anion and the Cys135 catalytic site in the transition state.
Synthesis and antimicrobial evaluation of some novel 2-aminothiazole derivatives of 4-hydroxy-chromene-2-one
Vukovic, Nenad,Sukdolak, Slobodan,Solujic, Slavica,Milosevic, Tanja
experimental part, p. 491 - 496 (2009/04/04)
Syntheses of 2-aminothiazole derivatives of 4-hydroxy-chromene-2-one 2c-10c are reported in this paper. These compounds 2c-10c were prepared from 3-(2-bromoacetyl)-4-hydroxy-chromene-2-one 1 and corresponding thiourea derivatives 2b-10b using Hantzsch reaction. The structures of all compounds were confirmed by IR and 1H-NMR spectroscopy and elemental analyses. The molecules 2c-10c were evaluated for in vitro antimicrobial activity against ten bacteria and twelve fungi. All tested compounds exhibited antibacterial and antifungal activity.
