Potent antimicrobial agents against azole-resistant fungi based on pyridinohydrazide and hydrazomethylpyridine structural motifs

Backes, Gregory L.; Jursic, Branko S.; Neumann, Donna M.

doi:10.1016/j.bmc.2015.04.040

Cited by 20 publications

(8 citation statements)

References 18 publications

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“…60 4-Iodobenzenesulfono-hydrazide (2b), 4-bromobenzenesulfonohydrazide (2c), 4-methoxy-benzenesulfonohydrazide (2d) and 4nitrobenzenesulfonohydrazide (2e) were synthesized according to the literature. 61 Cyclic voltammetry (CV) was implemented on an IPC-Pro computer-assisted potentiostat manufactured by Econix (scan rate error 1.0%; potential setting 0.25 mV). The experiments were performed in a 10 mL ve-neck glass conic electrochemical cell with a water jacket for thermostatting.…”

Section: Methodsmentioning

confidence: 99%

Copper(i)-mediated synthesis of β-hydroxysulfones from styrenes and sulfonylhydrazides: an electrochemical mechanistic study

et al. 2016

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Section: Methodsmentioning

confidence: 99%

Copper(i)-mediated synthesis of β-hydroxysulfones from styrenes and sulfonylhydrazides: an electrochemical mechanistic study

et al. 2016

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“…The reagents were purchased from commercial chemical reagent companies and used without further purification unless otherwise stated. Sulfonyl hydrazines were prepared according to the literature …”

Section: Optimization Of the Reaction Conditions[a]mentioning

confidence: 99%

Synthesis of Sulfonated 5‐Aminopyrazoles by I₂/Benzoyl Peroxide‐Mediated Tandem Reaction

Cheng

Chen

et al. 2018

Adv Synth Catal

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“…They possess lots of biological activities such as antibacterial (Pomarnacka et al, 2006), antituberculosis (Bedia et al, 2006) and anticonvulsant (Ragavendran et al, 2007). It is stated in some papers and patents in the literature that pyridine-based hydrazones possess important pharmacological properties such as antimicrobial (Neuman, 2018;Soujanya et al, 2017;Ukrainets et al, 2007), antifungal (Backes et al, 2015), antibacterial (Ali et al, 2020;Morjan et al, 2014) and anti-inflammatory (Khalil et al, 2013).…”

Section: Introductionmentioning

confidence: 99%

Yeni Piridin Bazlı N-Açil Hidrazon Türevlerinin Sentezi ve Spektroskopik Karakterizasyonu ve Glukozamin-6-Fosfat Üzerine Moleküler Yerleştirme Çalışmaları

Vural

Keskin

2023

Karadeniz Fen Bilimleri Dergisi

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Antimicrobial resistance in infectious diseases caused by organisms such as bacteria, fungi, viruses, and parasites has led to an increase in studies and demands for new antimicrobial drug development. The compounds including pyridine and N-acylhydrazone skeletons in their structures have a large application area in drug discovery due to their anticancer, anti-tubercular, anti-bacterial and anti-fungal activities. Here, the novel N-acyl-hydrazone derivatives, (E)-2-oxo-N'-(2,3,4-trimethoxybenzylidene)-1,2-dihydropyridine-3-carbohydrazide and (E)-N'-(1-(4-bromophenyl) ethylidene)-2-oxo-1,2-dihydropyridine-3-carbohydrazide were synthesized through a multistep reaction sequence. The structures of newly synthesized compounds were established on the basis of IR, 1D and 2D NMR spectra and mass spectral data. The theoretical electronic structure analysis was performed by density functional theory (DFT) at the B3LYP level with the 6-311++G(d,p) basis set in the gas phase of synthesized compounds. The newly synthesized compounds were docked on glucosamine-6 phosphate synthase to determine potential interactions between the analyzed compounds and its active site due to its role in microbial cell wall synthesis. The possibilities of these compounds to being active for antimycobacterial and antituberculosis have been found as quite high, and their interactions in the binding site have been determined with the range of binding affinity, [-7.1, -7.3] kcal/mol, respectively.

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Potent antimicrobial agents against azole-resistant fungi based on pyridinohydrazide and hydrazomethylpyridine structural motifs

Cited by 20 publications

References 18 publications

Copper(i)-mediated synthesis of β-hydroxysulfones from styrenes and sulfonylhydrazides: an electrochemical mechanistic study

Copper(i)-mediated synthesis of β-hydroxysulfones from styrenes and sulfonylhydrazides: an electrochemical mechanistic study

Synthesis of Sulfonated 5‐Aminopyrazoles by I₂/Benzoyl Peroxide‐Mediated Tandem Reaction

Yeni Piridin Bazlı N-Açil Hidrazon Türevlerinin Sentezi ve Spektroskopik Karakterizasyonu ve Glukozamin-6-Fosfat Üzerine Moleküler Yerleştirme Çalışmaları

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Potent antimicrobial agents against azole-resistant fungi based on pyridinohydrazide and hydrazomethylpyridine structural motifs

Cited by 20 publications

References 18 publications

Copper(i)-mediated synthesis of β-hydroxysulfones from styrenes and sulfonylhydrazides: an electrochemical mechanistic study

Copper(i)-mediated synthesis of β-hydroxysulfones from styrenes and sulfonylhydrazides: an electrochemical mechanistic study

Synthesis of Sulfonated 5‐Aminopyrazoles by I2/Benzoyl Peroxide‐Mediated Tandem Reaction

Yeni Piridin Bazlı N-Açil Hidrazon Türevlerinin Sentezi ve Spektroskopik Karakterizasyonu ve Glukozamin-6-Fosfat Üzerine Moleküler Yerleştirme Çalışmaları

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Synthesis of Sulfonated 5‐Aminopyrazoles by I₂/Benzoyl Peroxide‐Mediated Tandem Reaction