New 4-iminohydantoin sulfamide derivatives with antiviral and anticancer activity

Kornii, Yurii; Шаблыкин, О. В.; Shablykina, O. V.; Броварец, В. С.

doi:10.15407/bioorganica2021.01.010

Cited by 2 publications

(13 citation statements)

References 14 publications

(22 reference statements)

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“…Compound 28 was effective against cytomegalovirus strain AD169. The EC50 value of the sulfonamide 28 was comparable to the EC50 of the reference drugs (ganciclovir and cidofovir) [44,45].…”

Section: Antiviral Sulfonamide Derivativesmentioning

confidence: 62%

“…Hydantoins are often considered as N-heterocycles containing an α-amino acid fragment and urea, which causes the presence of various types of biological activity, that can be easily changed by varying substituents [42,43]. Hydantoin-substituted sulfonamides showed antiviral activity [44,45] (Scheme 5): Scheme 4. The synthesis of cyclic sulfonamide SARS-CoV-2 inhibitor.…”

Section: Antiviral Sulfonamide Derivativesmentioning

confidence: 99%

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Sulfonamides with Heterocyclic Periphery as Antiviral Agents

Moskalik

2022

Molecules

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Sulfonamides are the basic motifs for a whole generation of drugs from a large group of antibiotics. Currently, research in the field of the new sulfonamide synthesis has received a “second wind”, due to the increase in the synthetic capabilities of organic chemistry and the study of their medical and biological properties of a wide spectrum of biological activity. New reagents and new reactions make it possible to significantly increase the number of compounds with a sulfonamide fragment in combination with other important pharmacophore groups, such as, for example, a wide class of N-containing heterocycles. The result of these synthetic possibilities is the extension of the activity spectrum—along with antibacterial activity, many of them exhibit other types of biological activity. Antiviral activity is also observed in a wide range of sulfonamide derivatives. This review provides examples of the synthesis of sulfonamide compounds with antiviral properties that can be used to develop drugs against coxsackievirus B, enteroviruses, encephalomyocarditis viruses, adenoviruses, human parainfluenza viruses, Ebola virus, Marburg virus, SARS-CoV-2, HIV and others. Since over the past three years, viral infections have become a special problem for public health throughout the world, the development of new broad-spectrum antiviral drugs is an extremely important task for synthetic organic and medicinal chemistry. Sulfonamides can be both sources of nitrogen for building a nitrogen-containing heterocyclic core and the side chain substituents of a biologically active substance. The formation of the sulfonamide group is often achieved by the reaction of the N-nucleophilic center in the substrate molecule with the corresponding sulfonylchloride. Another approach involves the use of sulfonamides as the reagents for building a nitrogen-containing framework.

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“…Compound 28 was effective against cytomegalovirus strain AD169. The EC50 value of the sulfonamide 28 was comparable to the EC50 of the reference drugs (ganciclovir and cidofovir) [44,45].…”

Section: Antiviral Sulfonamide Derivativesmentioning

confidence: 62%

Section: Antiviral Sulfonamide Derivativesmentioning

confidence: 99%

Sulfonamides with Heterocyclic Periphery as Antiviral Agents

Moskalik

2022

Molecules

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“…The interaction of sulfonyl chloride II with amines was performed in the presence of an excess of amine or triethylamine to give sulfonamides 1, 2, 4-14, respectively. [32] The structure of synthesized compounds 1, 2, 4-14 was confirmed by the 1 H, 13 C NMR, and elemental analysis (Experimental Section and Supplementary Materials).…”

Section: Chemistrymentioning

confidence: 92%

“…N‐[(4Z)‐5‐(Dichloromethylene)‐2‐oxoimidazolidin‐4‐ylidene]‐N′‐(4‐methoxyphenyl)sulfamide 7 was described [32] …”

Section: Methodsmentioning

confidence: 99%

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In Silico, in Vitro and in Vivo Study of Substituted Imidazolidinone Sulfonamides as Antibacterial Agents

Hodyna,

Kovalishyn,

Kachaeva

et al. 2023

Chemistry & Biodiversity

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New substituted imidazolidinone sulfonamides have been developed using a rational drug design strategy. Predictive QSAR models for the search of new antibacterials were created using the OCHEM platform. Regression models were applied to verify a virtual chemical library of new imidazolidinone derivatives designed to have antibacterial activity. A number of substituted imidazolidinone sulfonamides as effective antibacterial agents were identified by QSAR prediction, synthesized and characterized by spectral and elemental, and tested in vitro. Six studied compounds have shown the highest in vitro antibacterial activity against Gram‐negative E. coli and Gram‐positive S. aureus multidrug‐resistant strains. The in vivo acute toxicity of these imidazolidinone sulfonamides based on the LC50 value ranged from 16.01 to 44.35 mg/L (slightly toxic compounds class). The results of molecular docking suggest that the antibacterial mechanism of the compounds can be associated with the inhibition of post‐translational modification processes of bacterial peptides and proteins.

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New 4-iminohydantoin sulfamide derivatives with antiviral and anticancer activity

Cited by 2 publications

References 14 publications

Sulfonamides with Heterocyclic Periphery as Antiviral Agents

Sulfonamides with Heterocyclic Periphery as Antiviral Agents

In Silico, in Vitro and in Vivo Study of Substituted Imidazolidinone Sulfonamides as Antibacterial Agents

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