Structure of 2-(2-(anthracen-9-ylmethylene)hydrazinyl)-4-(3-methyl-3-phenylcyclobutyl)thiazole by combined X-Ray crystallographic and molecular modelling studies

A single crystal of 2-(2-(anthracen-9-ylmethylene)hydrazinyl)-4-(3-methyl-3-phenylcyclobutyl)thiazole (C29H25N3S) containing anthracene, thiazole and cyclobutane rings has been synthesised. The synthesised crystal structure was characterised using IR, 1H-NMR and 13C-NMR spectroscopic and X-Ray analysis techniques. In the crystal, neighbouring molecules formed chains along [110] by interconnecting with N–H···N hydrogen bonding and π–π interactions. The geometrical parameters of the title compound were optimised by Gaussian 09 software in the gas phase and Quantum-Espresso software under Periodic Boundary Conditions (PBC) in the solid phase. Theoretically, IR, NMR spectra, Mulliken, NPA and AIM atomic charges, Hirshfeld surface and frontier molecular orbitals (FMOs) of the title compound were examined. Using the Hirshfeld surface and two-dimensional (2D) fingerprint graphics, the presence of intermolecular interactions in the crystal packing were analysed. The energies of these interactions and their distribution on the crystal structure were shown graphically. In general, it was seen that theoretical calculations were consistent with X-Ray results. © 2020 Informa UK Limited, trading as Taylor & Francis Group

Synthesis and antimicrobial activity of new Thiazole-2(3H)-thiones containing 1, 1, 3-trisubstituted Cyclobutane

The reaction of potassium salts of RNHCSSK with 2-chloro-1-(3-methyl-3-phenylcyclobutyl)ethan-1-one in ethanol at 78-80°C afforded new 1, 3-thiazole-2(3H)-thiones containing 1, 1, 3-trisubstituted cyclobutane rings at C-4. The antimicrobial activities of these compounds were also investigated against seven different microorganisms, and some of them were found to be active against several of the microorganisms at higher concentrations. (South African Journal of Chemistry: 2003 56: 21-24

Experimental and theoretical studies on tautomeric structures of a newly synthesized 2,2'(hydrazine-1,2-diylidenebis(propan-1-yl-1-ylidene)) diphenol

WOS: 000424631900022In the present study, a single crystal of a Schiff base, 2,2'(hydrazine-1,2-diylidenebis(propan-1-yl-1-ylidene)) diphenol, was synthesized. The structure of the synthesized crystal was confirmed by H-1 and C-13 NMR spectroscopic and X-ray diffraction analysis techniques. Experimental and theoretical studies were carried out on two tautomeric structures. It has been observed that the title compound studied can be in two different tautomeric forms, phenol-imine and keto-amine. Theoretical calculations have been performed to support experimental results. Accordingly, the geometric parameters of the compound were optimized by the density functional theory (DFT) method using the Gaussian 09 and Quantum Espresso (QE) packet program was used for periodic boundary conditions (PBC) studies. Furthermore, the compound was also tested for in vitro antifungal activity against Sclerotinia sclerotiorum, Alternaria solani, Fusarium oxysporum f. sp. lycopersici and Monilinia fructigena plant pathogens. Promising inhibition profiles were observed especially towards A. solani. Finally, molecular docking studies and post-docking procedure based on Molecular Mechanics-Generalized Born Surface Area (MM-GBSA) were also carried out to get insight into the compound's binding interactions with the potential. Although theoretical calculations showed that the phenol-imine form was more stable, keto-amine form was predicted to have better binding affinity which was concluded to result from loss of rotational entropy in phenol-imine upon binding. The results obtained here from both experimental and computational methods might serve as a potential lead in the development of novel anti-fungal agents. (C) 2018 Elsevier B.V. All rights reserved.Research Centre of Ahi Evran University [PYO-MUH.4001.15.004]This study was supported financially by the Research Centre of Ahi Evran University (PYO-MUH.4001.15.004). In addition, the numerical calculations reported in this paper were partially performed at TUBITAK ULAKBIM, High Performance and Grid Computing Center (TRUBA resources)

Synthesis, spectroscopic, X-ray diffraction and tautomeric properties of 5-(diethylamino)-2-((2-(5-(3-methyl-3-phenylcyclobutyl)-6H-1,3,4-thiadiazin-2yl)hydrazono)methyl)phenol: A combined experimental and theoretical study

WOS: 000466710300038In this study, 5-(diethylamino)-2-((2- (5- (3-methyl-3-phenylcyclobutyl) -6H-1,3,4-thiadiazin-2yl) hydrazono)methyl)phenol single crystal, which is Schiff base, was synthesized. The synthesized crystal structure was confirmed by X-ray diffraction, IR, H-1 and C-13 NMR spectroscopic techniques. The molecules are linked by two intermolecular (C-H center dot center dot center dot O and N-H center dot center dot center dot N) and an intramolecular (O-H center dot center dot center dot N) hydrogen bonds. It was observed that the title compound can be in two tautomeric structures. The geometric parameters, C-13-, H-1- NMR and IR spectra and frontier molecular orbitals (FMO) of the title crystal were optimized using the Gaussian 09 package program with DFT theory, as well as the tautomer structures were compared with the IRC (Intrinsic Reaction Coordinate) analysis method. In addition, the lattice energies of two tautomer structures were calculated by Quantum-Espresso program using periodic boundary conditions (PBC). All theoretical and experimental studies were executed on two tautomeric structures. Theoretical calculations were made to compare with experimental results. (C) 2019 Elsevier B.V. All rights reserved.National Center for High Performance Computing of Turkey (UHeM)Istanbul Technical University [5005172018]Computing resources used in this work were provided by the National Center for High Performance Computing of Turkey (UHeM) under grant number (5005172018)

Synthesis, Characterization, Investigation of Biological Activity, Docking Studies and Spectroscopic Properties of Hydrazone Compounds Containing Different Substituents

To assess electronic absorption spectra, molecular docking, and antibacterial activity, 12 new hydrazone compounds that have different substituents and in different positions were synthesized and characterized. HOMO–LUMO energies and theoretical electronic spectra of synthesized compounds were computed via Gaussian 09 software. Global reactivity descriptors were computed from HOMO–LUMO energies. In addition, 1JXA protein was used for molecular docking studies structure. Staphylococcus aureus ATCC 29213 and Enterococcus faecalis ATCC 29212 (as negative bacteria), Escherichia coli ATCC 25922, and Pseudomonas aeruginosa ATCC 27853 (as gram positive) was selected. Compound 3 was observed to be the most effective against propagations of E. Coli. Similarly, compounds 7 and 9 were found to be the most effective against the reproduction of P. aeroginosa. The most powerful compound against the growth of E. faecalis was ascertained to be compound 7.The accepted manuscript in pdf format is listed with the files at the bottom of this page. The presentation of the authors' names and (or) special characters in the title of the manuscript may differ slightly between what is listed on this page and what is listed in the pdf file of the accepted manuscript; that in the pdf file of the accepted manuscript is what was submitted by the author

Synthesis and antimicrobial activity of new Thiazole-2(3H)-thiones containing 1, 1, 3-trisubstituted Cyclobutane

The reaction of potassium salts of RNHCSSK with 2-chloro-1-(3-methyl-3-phenylcyclobutyl)ethan-1-one in ethanol at 78-80°C afforded new 1, 3-thiazole-2(3H)-thiones containing 1, 1, 3-trisubstituted cyclobutane rings at C-4. The antimicrobial activities of these compounds were also investigated against seven different microorganisms, and some of them were found to be active against several of the microorganisms at higher concentrations. (South African Journal of Chemistry: 2003 56: 21-24

Spectroscopic and molecular modeling studies of N-(4-(3-methyl-3-phenylcyclobutyl)-3-phenylthiazole-2(3H)-ylidene)aniline by using experimental and density functional methods

In the present study, a combined experimental and computational study on molecular structure and spectroscopic characterization on the title compound has been reported. The crystal was synthesized and its molecular structure brought to light by X-ray single crystal structure determination. The spectroscopic properties of the compound were examined by FT-IR and NMR (1H and 13C) techniques. FT-IR spectra of the target compound in solid state were observed in the region 4000–400 cm−1. The 1H and 13C NMR spectra were recorded in CDCl3 solution. The molecular geometries were those obtained from the X-ray structure determination optimized using the density functional theory (DFT/B3LYP) method with the 6-31G(d, p) and 6-31G+(d, p) basis set in ground state. From the optimized geometry of the molecule, geometric parameters (bond lengths, bond angles and torsion angles), vibrational assignments and chemical shifts of the title compound have been calculated theoretically and compared with those of experimental data. Besides, molecular electrostatic potential (MEP), frontier molecular orbitals (FMOs), Mulliken population analysis, Thermodynamic properties and non-linear optical (NLO) properties of the title molecule were investigated by theoretical calculations

The Levels of Calcium and Magnesium, and of Selected Trace Elements, in Whole Blood and Scalp Hair of Children with Growth Retardation

Objective: Metals such as copper (Cu), zinc (Zn), iron (Fe) are essential for human beings. Chronic metabolic disturbances may result from an excess or deficiency of these metals. Ca and Mg are also nutrient elements and play an important role in biological systems. Thus, it is very important to check regularly trace elements concentration in the body. The purpose of this study was to measure the content of Fe, Cu, Zn, Ca and Mg in whole blood and hair of children with growth retardation compared to that of controls. Methods: A quantitative elemental analysis of whole blood and scalp hair of children with constitutional growth retardation (n=27) and matched controls (n=21) was used to find out correlation and possible changes, between growth retardation and healthy controls. Atomic absorption spectrophotometric (AAS) analysis of quantitative method was used to determine iron, zinc, copper, calcium and magnesium levels of whole blood and scalp hair. Findings: The whole blood levels of Fe and Zn were significantly lower in children with growth retardation (P<0.05), but there were no differences in Cu, Ca and Mg concentrations in whole blood between children with growth retardation and healthy controls. The hair levels of Fe, Zn, Ca and Mg were significantly lower in children with growth retardation when compared to that of controls (P<0.05). The Cu concentrations in the hair of children with growth retardation and healthy controls showed no significant differences (P>0.05). Conclusion: The usefulness and significance of these elements in growth retardation should be discussed more detailed in the light of the most recent data

Molecular structure and computational studies on 2-((2-(4-(3-(2,5-dimethylphenyl)-3-methylcyclobutyl)thiazol-2-yl)hydrazono)methyl) phenol monomer and dimer by DFT calculations

WOS: 000384785100048The title compound, 2-((2-(4-(3-(2,5-Dimethylphenyl)-3-methylcyclobutyl)thiazol-2-yl)hydrazono) methyl)phenol, was characterized by single-crystal X-ray diffraction. In order to calculate molecular geometry along with the infrared, Atoms in Molecules (AIM) analysis and H-1 and C-13 NMR chemical shift values, the density functional theory (DFT) method with 6-311G++(d,p) basis set was utilized. Experimental data were then used for comparison. While the title crystal structure is photochromic, the molecule is nonplanar. It takes on an enol form including a forceful intramolecular O-H center dot center dot center dot N hydrogen bond as well as a forceful intermolecular N-H center dot center dot center dot N hydrogen bond. The 6-311G++(d,p) basis function was used to examine the intramolecular tautomerism single proton transfer reaction of the hydrogen-bonded enol imine and keto amine monomer in the title crystal structure at the B3LYP theory level. Further, the frontier molecular orbitals (FMO), molecular docking and NLO properties were studied by using theoretical calculations. The calculated NLO properties of title compound are much greater than urea. The title compound generates a stable complex with CDK2 as is distinct from the binding energy values. These results proposed that the compound might exhibit inhibitory effect against CDK2. These are important in development of new antitumor agent. (C) 2016 Elsevier B.V. All rights reserved.Research Centre of Ahi Evran University [PYO-FEN.4001.13.011]; National Center for High Performance Computing of Turkey (UHeM)Istanbul Technical University [1002742013]This study was supported financially by the Research Centre of Ahi Evran University (PYO-FEN.4001.13.011). In addition, computing resources used in this work were provided by the National Center for High Performance Computing of Turkey (UHeM) under grant number 1002742013

Spectroscopic and molecular modeling studies of N-(4-(3-methyl-3-phenylcyclobutyl)-3-phenylthiazole-2(3H)-ylidene)aniline by using experimental and density functional methods

AbstractIn the present study, a combined experimental and computational study on molecular structure and spectroscopic characterization on the title compound has been reported. The crystal was synthesized and its molecular structure brought to light by X-ray single crystal structure determination. The spectroscopic properties of the compound were examined by FT-IR and NMR (1H and 13C) techniques. FT-IR spectra of the target compound in solid state were observed in the region 4000–400cm−1. The 1H and 13C NMR spectra were recorded in CDCl3 solution. The molecular geometries were those obtained from the X-ray structure determination optimized using the density functional theory (DFT/B3LYP) method with the 6-31G(d, p) and 6-31G+(d, p) basis set in ground state. From the optimized geometry of the molecule, geometric parameters (bond lengths, bond angles and torsion angles), vibrational assignments and chemical shifts of the title compound have been calculated theoretically and compared with those of experimental data. Besides, molecular electrostatic potential (MEP), frontier molecular orbitals (FMOs), Mulliken population analysis, Thermodynamic properties and non-linear optical (NLO) properties of the title molecule were investigated by theoretical calculations