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Corrigendum to ‘Synthesis, characterization and antimicrobial activity of new aliphatic sulfonamide’
... The sulfonamide ASO 2 NHA group occurs in various biologically active compounds like antimicrobial drugs, saluretics, carbonic anhydrase inhibitors, insulin-releasing sulfonamides, antithyroid agents and antitumour drugs. Aliphatic sulfonamide derivatives are acting as antimicrobial agents [12]. Sulfonamide antibiotics are extracted from agricultural soils using pressurized liquid extraction, followed by solid-phase extraction and liquid chromatography [13]. ...
The aromatic/heteroaromatic sulfonylhydrazone derivatives as indole-3-carboxaldehyde methanesulfonylhydrazone (1), indole-3-carboxaldehydeethanesulfonyl hydrazone (2), thiophene-2-carboxaldehydeethanesulfonylhydrazone (3), 2-hydroxybenzaldehydeethanesulfonyl hydrazone (4), 2-hydroxyacetophenoneethanesulfonylhydrazone (5) and 2-hydroxy-1-naphth aldehydeethane sulfonylhydrazone (6) were synthesized by the reaction of sulfonic acids with aromatic/heteroaromatic aldehydes and characterized by using elemental analysis, 1H–13C NMR, LC–MS and IR spectra. The electrochemical behavior of the sulfonylhydrazones in DMSO at glassy carbon electrode was investigated using cyclic voltammetry, controlled potential electrolysis and chronoamperometry techniques. The number of electrons transferred, diffusion coefficient and standard heterogeneous rate constants were determined using electrochemical methods. Antimicrobial activities of the compounds 1–6 were tested against some microorganisms. The biological activity screening showed that compound 6 exhibited better activity than the others. Structure–activity relationship analysis of the sulfonylhydrazone derivatives was performed to explain the trend of activity with molecular descriptors. The indicator descriptors for compound 6 having naphtyl ring are the most important descriptos that are sensitive both to the size and electrophility of the molecules.
A series of naphthalimide azoles as potential antibacterial and antifungal agents were conveniently and efficiently synthesized starting from commercially available 6-bromobenzo[de]isochromene-1,3-dione. All the new compounds were characterized by NMR, IR, MS and HRMS spectra. Their antimicrobial activities were evaluated against four Gram-positive bacteria, four Gram-negative bacteria and two fungi using two-fold serial dilution technique. The biological assay indicated that most of the prepared compounds exhibited inhibition to the tested strains. In particular, the triazolium derivatives not only gave higher efficacy than their corresponding precursory azoles, but also demonstrated comparable or even better potency than the reference drugs Chloromycin, Orbifloxacin and Fluconazole. Some factors including structural fragments, pH and ClogP values of the target molecules were also preliminarily discussed.
Benzenesulfonicacid-1-methylhydrazide (1) and its four aromatic sulfonyl hydrazone derivatives (1a–1d), N-(3-amino-2-hydroxypropyl)benzene sulfonamide (2) and N-(2-hydroxyethyl)benzenesulfonamide (3) were synthesized and their structures were determined by IR, 1H NMR, 13C NMR, and LCMS techniques. Antibacterial activities of new synthesized compounds were evaluated against various bacteria strains by microdilution and disk diffusion methods. The experimental results show that presence of OH group on sulfonamides reduces the antimicrobial activity, and antimicrobial activities of the sulfonyl hydrazones (1a–1d) are smaller than that of the parent sulfonamide (1), except Candida albicans. In addition, 2D-QSAR analysis was performed on 28 aromatic sulfonyl hydrazones as antimicrobial agents against Escherichia coli and Staphylococcus aureus. In the QSAR models, the most important descriptor is total point-charge component of the molecular dipole for E. coli, and partial negative surface area (PNSA-1) for S. aureus.
Carboxamide complexes having general for-mula as [ML]Cl 2 ÁnH 2 O (where M = Cu(II), Zn(II); n = 0, 1/2) were synthesized using heterocyclic carboxamide ligands: 1,4-bis[3-(2-thiophenecarboxamido)propyl]piper-azine (L 1) and 1,4-bis[3-(2-furancarboxamido) propyl] piperazine (L 2). Their structures were characterized with elemental analysis, molar conductivity, magnetic suscepti-bility, and spectral methods (1 H-NMR, 13 C-NMR, FT-IR, LC-MS). TGA and DTA curves were also performed. The structure–activity relationship for the ligands was investi-gated using PM3 semi-empirical method. The antibacterial activities of the carboxamides and their complexes were investigated against bacteria; Staphylococcus aureus ATCC 25923, Escherichia coli ATCC 11230, Bacillus magaterium RSKK 5117, B. cereus RSKK 863, Salmonella enteritidis ATCC 13076, B. subtilis RSKK 244 using microdilution method.
A series of aromatic disulfonamide (1-8) derivatives and 4-methylbenzenesulfonyl hydrazide (9) were synthesized and characterized. All compounds were evaluated in vitro for their antimicrobial activity against Staphylococcus aureus ATCC 25953, Bacillus cereus ATCC 6633, Bacillus magaterium RSKK 5117, Escherichia coli ATCC 11230, Salmonella enterititis ATCC 13076 by microdilution and disc diffusion methods. Antimicrobial activity of the aromatic disulfonamides decreased as the length of the carbon chain increased. An analysis of the structure- activity relationship (SAR) along with computational studies showed that the most active compound (9) possessed low lipophilicity (AlogP=0.59) and high solubility (logS = -1.33).
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