18794-99-5Relevant academic research and scientific papers
Design and synthesis of novel ribofuranose nucleoside analogues as antiproliferative agents: A molecular docking and DFT study
Atay, ?i?dem Karabacak,Tilki, Tahir,Dede, Bülent
, p. 315 - 326 (2018)
The new analogues of ribofuranose fused heterocyclic compounds were synthesized a series of diazotization, cyclization, coupling and hydrolysis reactions and structures were characterized by spectroscopic methods. To explain the spectroscopic properties in detail, such as molecular geometric parameters, vibrational wavenumbers, HOMO-LUMO energies, 1H NMR chemical shift values and electronic transitions, density functional theory (DFT) calculations were used. The structural and spectroscopic data of the molecules in the ground state were calculated by DFT using B3LYP functional with 6-311G(d,p) basis set. Isotropic chemical shifts were calculated using the gauge-invariant atomic orbital (GIAO) method. Furthermore molecular docking (ligand–protein) simulations were performed to obtain antiproliferative activity of the synthesized ribofuranose nucleoside analogues against epidermal growth factor receptor and vascular endothelial growth factor receptor 2. Full fitness score and binding energy length values revealed that studied three compounds can act as potential inhibitor against selected receptors.
Synthesis of arylhydrazone-based molecular switches using aryldiazonium silica sulfate nanocomposites and analysis of their isomerization
Abbaspourrad, Alireza,Aghaei, Hamidreza,Chermahini, Alireza Najafi,Khazdooz, Leila,Soltani, Solmaz,Zarei, Amin
, (2021/06/26)
A fast and efficient method for the synthesis of a series of arylhydrazones by reacting aryldiazonium silica sulfate nanocomposites with malononitrile, ethyl acetoacetate and dimedone is reported. All reactions were carried out in water at room temperature and the corresponding products were obtained in 77–87% yields. The existence of two kinds of intramolecular hydrogen bonds in the arylhydrazones synthesized using ethyl acetoacetate enables these compounds to be switched by rotation about the hydrazone C[dbnd]N bond, which leads to a reversible isomerization between their E and Z configurations. This switching can be controlled by changing the polarity of the solvents. The E/Z ratio of each synthesized compound was studied in CHCl3 and DMSO. The ratios of the E/Z were calculated using 1H NMR data in both CDCl3 and DMSO?d6, and used to calculate ΔG° for the E-Z isomerization of each synthesized compound in these two solvents. By changing the solvent from CHCl3 to DMSO, the E/Z ratios decreased. The results demonstrated that the ΔG° values for the formation of Z isomers were more negative than those of the E isomers in DMSO. This is why Z isomers are more stable than E isomers in DMSO. The results of density functional theory (DFT) calculations at B3LYP/6–311++G (d,p) level of theory, were in agreement with the experiments and confirmed the increased stability of Z isomers in DMSO. In most cases, DFT calculation in CDCl3 and DMSO indicate that the dipole moments of the Z isomers are significantly higher than those of the E isomers. Finally, the effect of temperature on the E-Z isomerization was studied using dynamic 1H NMR. The findings demonstrated that temperature does not have any significant effect on the E-Z isomerization in CDCl3 and DMSO?d6.
Type II diabetes-related enzyme inhibition and molecular modeling study of a novel series of pyrazolone derivatives
Shetty, Shobhitha,Kalluraya, Balakrishna,Nithinchandra,Peethambar,Telkar, Sandeep B.
, p. 2834 - 2846 (2014/05/06)
Inhibitors of alpha-Amylase are targets for the development of novel drugs for the treatment of diabetes and obesity. Alpha amylase is an enzyme which increases the bio availability of glucose in the blood. Hence, the inhibition effects of alpha amylase of 2-[1-(4-isobutylphenyl)ethyl]-5-methyl-4-[2-(aryl- substituted)hydrazinylidene]-2,4-dihydro-3H-pyrazol-3-one (4a-l) were investigated, among them compounds 4d, 4f, 4a, and 4g have displayed good inhibitory activity. The compounds with significant results were further evaluated for their molecular modeling study using in silico method. The new series of compounds were synthesized by solvent-free microwave irradiation method and were characterized by spectral and analytical data.
Synthesis of some substituted pyrazolones
Dabholkar, Vijay V.,Hawaldar, Freddy,Khapare, Sachin
experimental part, p. 249 - 252 (2011/12/15)
Ethyl-2-[diazo (substituted benzene)] acetoacetates II were treated with thiosemicarbazide to furnish 4-(substituted phenyl) azo-5-methyl-2-thioamido-3- pyrazolones III. Compounds II on treatment with one molar quantity of thiocarbohydrazide (TCH) yielded 4-(substituted phenyl) azo-5-methyl-2- thiocarboxyhydrazino-3-pyrazolones IV whereas bis-2-[4-(substituted phenyl) azo-5-methyl-3-pyrazolone] thioketones V were obtained by treating II with two molar quantity of TCH. All the final desired compounds have been synthesized by microwave irradiation technique as well as classical thermal method. The structures of the newly synthesized compounds have been established by analytical and spectral methods.
Synthesis, characterization and electrochemical behaviour of some substituted 3-arylazo-8-aldehydo-4-methylcoumarins at dropping mercury and glassy carbon electrodes
Kumar, Ashok,Sharma, Pratibha,Sharma, Ravi
, p. 363 - 368 (2007/10/03)
A series of 3-arylazo-8-aldehydo-4-methylcoumarins have been synthesized in excellent yields (80 - 90%) and their structures established on the basis of IR, 1H NMR and elemental analysis. Their purity has been ascertained by chromatographic resolution using acetic acid-toluene (6:4, v/v) as eluent. The electrochemical reduction of 3-arylazo-8-aldehydo-4-methylcoumarins have been studied over a wide pH range at dropping mercury and glassy carbon electrodes. All the compounds found to exhibit well-defined, diffusion-controlled irreversible wave. They give two-electron wave corresponding to the reduction of azo group. On the basis of cyclic voltammetry, coulometry, spectrophotometry, number of protons involved in the rate-determining step, the number of electrons in the reduction and product identification, a plausible reduction mechanism is suggested. Kinetic parameters, i.e. charge-transfer coefficient (αn) and forward rate constant (Kf,h) have also been calculated. The pK values are calculated by polarographic and spectrophotometric method.
Synthesis, characterization and antimicrobial studies of some novel 3- arylazo-7-hydroxy-4-methylcoumarins
Sharma, Pratibha,Pritmani, Shreeya
, p. 1139 - 1142 (2007/10/03)
A series of 3-arylazo-7-hydroxy-4-methylcoumarins have been synthesized in excellent yields (80-90%) and their structures established on the basis of IR, 1H NMR, mass spectral data and elemental analyses. Their purity has been ascertained by ch
