Sulfonamide-derived hydrazone compounds and their Pd (II) complexes: Synthesis, spectroscopic characterization, X-ray structure determination, in vitro antibacterial activity and computational studies

WOS: 000487930600072A new sulfonamide-derived prophane sulfonyl hydrazone compounds: 2-hydroxy- acetophenonepro-phanesulfonylhydrazone (afpsh), 5-Cl-2-hydroxyacetophenoneprophane sulfonylhydrazone (5-Clafpsh), 3,5-di-tert-butyl-2-hydroxybenzaldehydeprophanesulfonyl hydrazone (3,5-tbsalpsh) and their Pd(II) complexes were synthesized. The characterization of all compounds was characterized by H-1 NMR, C-13 NMR, FT-IR, Mass spectral data, elemental analysis and magnetic susceptibility measurements. The crystal structure of afpsh was determined by single crystal X-ray diffraction methods. H-1 and C-13 shielding tensors of afpsh were calculated with GlAO/DFT/B3LYP/6-311++G(d,p) methods in DMSO. Molecular electrostatic potential surface and frontier orbital analysis were also carried out. HOMO-LUMO energy gap was calculated which allowed the calculation of relative reactivity descriptors like chemical hardness, chemical inertness, chemical potential, nucleophilicity and electrophilicity index of all compounds. It has been observed that the calculated band gaps for Pd (II) complexes are much smaller than ligands. The microbiological effect of ligands and Pd(II) complexes were tested against six human pathogenic bacteria (three Gram-positive and three Gram-negative strains) by using microdilution (as MICs) and disc diffusion (as mm zone) methods. It was found that all compounds, in particular Pd (II) complexes, were more active than sulfonyl hydrazones. Published by Elsevier B.V.Gazi University BAPGazi University [05/2019-01]The authors would like to thank Gazi University BAP (GrantNo: 05/2019-01) for the financial support of this project

Photochemical reactions of metal carbonyls with heteroaromatic methanesulfonylhydrazone-based ligands

WOS: 000343238900008Three new heteroaromatic methanesulfonylhydrazone derivatives: thiophene-2-carboxy aldehydemethanesulfonylhydrazone (msh 1), 2-acetylthiophenemethanesulfonylhdrazone (msh 2), and 2-acetyl-5-methylthiophenemethanesulfonylhydrazone (msh 3) were prepared and their metal carbonyl complexes ([M(CO)(5)(msh 1)] M=Cr, 1a; Mo, 1b; W, 1c); ([M(CO)(5)(msh 2)] M=Cr, 2a; Mo, 2b; W, 2c); and ([M(CO)(5)(msh 3)] M=Cr, 3a; Mo, 3b; W, 3c) were synthesized by photochemical reactions of [M(CO)(6) M=Cr, Mo, W] with msh 1-3. Heteroaromatic methanesulfonylhydrazones, msh 1-3, and their metal carbonyl complexes were characterized by elemental analysis, mass spectrometry, IR, and H-1 and C-13-{H-1} NMR spectroscopy. According to all the spectroscopic data, msh 1-3 are monodentate and coordinate via thiophene ring sulfur. The msh 1-3 must act as two-electron donors to satisfy the 18-electron rule.Gazi University Research FoundGazi University [05/2003-15]This research was supported by Gazi University Research Found under Project No. 05/2003-15

Synthesis, characterization, antibacterial activity and quantum chemical studies of N '-Acetyl propane sulfonic acid hydrazide

WOS: 000355714800024A new N'-Acetyl propane sulfonic acid hydrazide, C3H7-SO2-NH-NH-COCH3 (Apsh, sulfon amide compound) has been synthesized for the first time. The structure of Apsh was investigated using elemental analysis, spectral (IR, H-1/C-13 NMR) measurements. In addition, molecular structure of the Apsh was determined by single crystal X-ray diffraction technique and found that the compound crystallizes in monoclinic, space group P 21/c. H-1 and C-13 shielding tensors for crystal structure were calculated with GIAO/DFT/B3LYP/6-311++G(d,p) methods in CDCl3. The structure of Apsh is optimized using Density Functional Theory (DFT) method. The vibrational band assignments were performed at B3LYP/6-311++G(d,p) theory level combined with scaled quantum mechanics force field (SQMFF) methodology. The theoretical IR frequencies are found to be in good agreement with the experimental IR frequencies. Nonlinear optical (NLO) behaviour of Apsh is also examined by the theoretically predicted values of dipole moment (mu), polarizability (alpha(0)) and first hyperpolarizability (beta(tot)). The antibacterial activities of synthesized compound were studied against Gram positive bacteria: Staphylococcus aureus ATCC 25923, Enterococcus faecalis ATCC 23212, Staphylococcus epidermidis ATCC 34384, Gram negative bacteria: Eschericha coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853, Klebsiella pneumoniae ATCC 70063 by using microdilution method (as MICs) and disc diffusion method. (C) 2015 Elsevier B.V. All rights reserved

New aromatic/heteroaromatic propanesulfonylhydrazone compounds: Synthesis, physical properties and inhibition studies against carbonic anhydrase II (CAII) enzyme

Some new aromatic/heteroaromatic propanesulfonylhydrazone derivatives (1-8) were synthesized and characterized by elemental analyses, FT-IR, H-1 NMR, C-13 NMR, LC/MS techniques. The geometry optimizations and spectral calculations were performed by using DFT/B3LYP/6-311G(d,p) basis set in Gaussian 09 program. The inhibition activities of the synthesized compounds on carbonic anhydrase II (CAII) isoenzyme have been investigated by comparing IC50 values. Acetazolamide (5-acetamido-1,3,4-thiadiazole-2-sulfonamide) AAZ, a clinically used in CAII inhibition has also been investigated as standard inhibitor. The best aromatic/heteroaromatic propanesulfonylhydrazone inhibitors of this isoform were o-aminobenzaldehydepropanesulfonylhydrazone (1) and thiophenecarboxyaldehyde propanesulfonylhydrazone (5) having the same IC50 (0.55 mM) value. The molecular descriptors for propanesulfonylhydrazones were obtained to develop structure activity relationship (SAR) model between experimental IC50 values and the molecular descriptors calculated by PM3-based SAR models in Hyperchem 8, respectively. The obtained models confirm the good carbonic anhydrase II (CAII) inhibition activity of the propanesulfonylhydrazone derivatives. The selected descriptors are sensitive both to the imine (CH=N) and NH2 groups that are responsible from higher activities of (1) and (5) in their series. (C) 2014 Elsevier B.V. All rights reserved

New series of aromatic/five-membered heteroaromatic butanesulfonyl hydrazones as potent biological agents: Synthesis, physicochemical and electronic properties

The aromatic/five-membered heteroaromatic butanesulfonylhydrazone derivatives; 5-bromosalicylalde hydebutanesulfonylhydrazone(1), 2-hydroxy-1-naphthaldehydebutane sulfonylhydrazone(2), indole-3-carboxaldehydebutanesulfonylhydrazone (3), 2-acetylfuran- carboxyaldehydebutanesulfonylhydrazone(4), 2-acetylthiophenecarboxyaldehydebutane- sulfonylhydrazone(5) and 2-acetyl-5-chlorothiophene carboxyaldehydebutanesulfonyl hydrazone (6) were synthesized by the reaction of butane sulfonic acid hydrazide with aldehydes/ketones and characterized by using elemental analysis, H-1 NMR, C-13 NMR and FT-IR technique. Their geometric parameters and electronic properties consist of global reactivity descriptors were also determined by theoretical methods. The electrochemical behavior of the butanesulfonylhydrazones were investigated by using cyclic voltammetry (CV), controlled potential electrolysis and chronoamperometry (CA) techniques. The number of electrons transferred (n), diffusion coefficient (D) and standard heterogeneous rate constants (k(s)) were determined by electrochemical methods. (C) 2016 Elsevier B.V. All rights reserved

Prevalence of Anosmia in 10.157 Pediatric COVID-19 Cases: Multicenter Study from Turkey.

Introduction: COVID-19-related anosmia is a remarkable and disease-specific finding. With this multicenter cohort study, we aimed to determine the prevalence of anosmia in pediatric cases with COVID-19 from Turkey and make an objective assessment with a smell awareness questionnaire. Material and Methods: This multicenter prospective cohort study was conducted with pediatric infection clinics in 37 centers in 19 different cities of Turkey between October 2020 and March 2021. The symptoms of 10.157 COVID-19 cases 10-18 years old were examined. Age, gender, other accompanying symptoms, and clinical severity of the disease of cases with anosmia and ageusia included in the study were recorded. The cases were interviewed for the smell awareness questionnaire at admission and one month after the illness. Results: Anosmia was present in 12.5% (1.266/10.157) of COVID-19 cases 10-18 years of age. The complete records of 1053 patients followed during the study period were analyzed. The most common symptoms accompanying symptoms with anosmia were ageusia in 885 (84%) cases, fatigue in 534 cases (50.7%), and cough in 466 cases (44.3%). Anosmia was recorded as the only symptom in 84 (8%) of the cases. One month later, it was determined that anosmia persisted in 88 (8.4%) cases. In the smell awareness questionnaire, the score at admission was higher than the score one month later (P < 0.001). Discussion: With this study, we have provided the examination of a large case series across Turkey. Anosmia and ageusia are specific symptoms seen in cases of COVID-19. With the detection of these symptoms, it should be aimed to isolate COVID-19 cases in the early period and reduce the spread of the infection. Such studies are important because the course of COVID-19 in children differs from adults and there is limited data on the prevalence of anosmia