Solid supported microwave induced synthesis of imidazole–pyrimidine hybrids: Antimicrobial evaluation and docking study as 14DM-CPY51 inhibitors

Pathan, Naziyanaz B.; Rahatgaonkar, Anjali M.

doi:10.1016/j.arabjc.2011.02.013

Cited by 10 publications

(9 citation statements)

References 9 publications

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“…After reviewing the different chemical classes that docked into the enoyl reductase active site, such as amides, triazoles, azoles, and pyridone derivatives [ 30 , 31 , 32 , 33 ], we examined our compounds on the active site because some structural similarities exist. The same was done with respect to the cytochrome P450 14-α-sterol demethylase active site, which was examined with different groups of compounds from different chemical classes, such as imidazoles, pyrimidines, triazoles, thiosemicarbazides, and acetamide derivatives [ 34 , 35 , 36 , 37 ].…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Molecular Docking Studies, In Vitro Antimicrobial and Antifungal Activities of Novel Dipeptide Derivatives Based on N-(2-(2-Hydrazinyl-2-oxoethylamino)-2-oxoethyl)-Nicotinamide

et al. 2018

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A series of linear dipeptide derivatives (4–10) were prepared and evaluated as antimicrobial agents via the synthesis of N-(2-(2-hydrazinyl-2-oxoethylamino)-2-oxoethyl) nicotinamide (4). Compound 4 was reacted with 4-chlorobenzaldehyde or 4-hydroxybenzaldehyde, to give the hydrazones 5 and 6, respectively. On the other hand, Compound 4 was coupled with phenylisocyanate or methylisothiocyanate to give Compounds 7 and 8, respectively. The latter compounds (7 and 8) were coupled with chloroacetic acid to give oxazolidine (9) and thiazolidine (10), respectively. The newly synthesized dipeptide compounds were confirmed by means of their spectral data. The antimicrobial activity of the newly synthesized compounds 4–10 was evaluated by agar well diffusion, and they showed good activity. Compounds 4, 5, and 9 gave the most promising activity in this study. Most of the tested compounds possessed MIC values ranging from 50 to 500 µg/mL. Furthermore, docking studies were carried out on enoyl reductase from E. coli and cytochrome P450 14 α-sterol demethylase (Cyp51) from Candida albicans active sites. The MolDock scores of the seven tested compounds ranged between −117 and −171 and between −107 and −179, respectively.

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Section: Resultsmentioning

confidence: 99%

Synthesis, Molecular Docking Studies, In Vitro Antimicrobial and Antifungal Activities of Novel Dipeptide Derivatives Based on N-(2-(2-Hydrazinyl-2-oxoethylamino)-2-oxoethyl)-Nicotinamide

et al. 2018

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“…In recent years, a large number of studies has been done on the synthesis and evaluation of the antibacterial properties of pyrimidine derivatives [224][225][226][227][228][229][230][231] and in this context significant attention has been paid to the identification, synthesis, and evaluation of the antibacterial properties of pyrimidine/imidazole hybrids with potentially significant activity [232][233][234][235].…”

Section: Pyrimidine/imidazole Hybridsmentioning

confidence: 99%

An Updated Review on the Synthesis and Antibacterial Activity of Molecular Hybrids and Conjugates Bearing Imidazole Moiety

Rossi

Ciofalo

2020

Molecules

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The rapid growth of serious infections caused by antibiotic resistant bacteria, especially the nosocomial ESKAPE pathogens, has been acknowledged by Governments and scientists and is one of the world’s major health problems. Various strategies have been and are currently investigated and developed to reduce and/or delay the bacterial resistance. One of these strategies regards the design and development of antimicrobial hybrids and conjugates. This unprecedented critical review, in which our continuing interest in the synthesis and evaluation of the bioactivity of imidazole derivatives is testified, aims to summarise and comment on the results obtained from the end of the 1900s until February 2020 in studies conducted by numerous international research groups on the synthesis and evaluation of the antibacterial properties of imidazole-based molecular hybrids and conjugates in which the pharmacophoric constituents of these compounds are directly covalently linked or connected through a linker or spacer. In this review, significant attention was paid to summarise the strategies used to overcome the antibiotic resistance of pathogens whose infections are difficult to treat with conventional antibiotics. However, it does not include literature data on the synthesis and evaluation of the bioactivity of hybrids and conjugates in which an imidazole moiety is fused with a carbo- or heterocyclic subunit.

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“…Giraldi et al [15] in year 1967, synthesized a series of 1-aminoalkyl and 1aminoalkyl-2-methyl-5(4)-nitro-4(5)-styrylimidazoles (30)(31)(32)(33)(34)(35)(36)(37) and these compounds were tested to check the potency of synthesized compounds against various non-pathogenic bacteria and fungi.…”

Section: Structural Variation Of Metronidazolementioning

confidence: 99%

“…Compounds 228 exhibited 44% inhibitory activity against HIV-1 RT. Pathan and Rahatgoankar [35] in the year 2011, synthesized a series of substituted 4,5-diphenyl imidazolyl-pyrimidine hybrids (233-239).…”

Section: Antibacterial and Antifungal Agentsmentioning

confidence: 99%

Azoles as Potent Antimicrobial Agents

Singh¹,

Ganguly²

2020

Heterocycles - Synthesis and Biological Activities

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Solid supported microwave induced synthesis of imidazole–pyrimidine hybrids: Antimicrobial evaluation and docking study as 14DM-CPY51 inhibitors

Cited by 10 publications

References 9 publications

Synthesis, Molecular Docking Studies, In Vitro Antimicrobial and Antifungal Activities of Novel Dipeptide Derivatives Based on N-(2-(2-Hydrazinyl-2-oxoethylamino)-2-oxoethyl)-Nicotinamide

Synthesis, Molecular Docking Studies, In Vitro Antimicrobial and Antifungal Activities of Novel Dipeptide Derivatives Based on N-(2-(2-Hydrazinyl-2-oxoethylamino)-2-oxoethyl)-Nicotinamide

An Updated Review on the Synthesis and Antibacterial Activity of Molecular Hybrids and Conjugates Bearing Imidazole Moiety

Azoles as Potent Antimicrobial Agents

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