Click reaction inspired synthesis, antimicrobial evaluation and in silico docking of some pyrrole-chalcone linked 1,2,3-triazole hybrids

Yadav, Monika; Lal, Kashmiri; Kumar, Aman; Singh, Prashant; Vishvakarma, Vijay Kumar; Chandra, Ramesh

doi:10.1016/j.molstruc.2022.134321

Cited by 23 publications

(6 citation statements)

References 73 publications

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“…The selection of proteins is done on the basis of literature study and PASS prediction. Receptor 1KZN for Escherichia coli [ 50 ], 1IYL for Candida albicans [ 45 ], and 2NSD for Mycobacterium tuberculosis H 37 Rv strain [ 51 ] were selected from the RCSB database [ 43 ]. The synthesized compounds (3a-o) were docked against the respective enzyme using the default docking parameters.…”

Section: Resultsmentioning

confidence: 99%

Glycerol based carbon sulfonic acid catalyzed synthesis, in silico studies and in vitro biological evaluation of isonicotinohydrazide derivatives as potent antimicrobial and anti-tubercular agents

Sethiya¹,

Joshi²,

Manhas³

et al. 2023

Heliyon

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Section: Resultsmentioning

confidence: 99%

Glycerol based carbon sulfonic acid catalyzed synthesis, in silico studies and in vitro biological evaluation of isonicotinohydrazide derivatives as potent antimicrobial and anti-tubercular agents

Sethiya¹,

Joshi²,

Manhas³

et al. 2023

Heliyon

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“…The changes in solvents, reagent molar ratios, catalyst molar ratios, temperature and time are summarized in Table 2. Initially, we decided to apply the reaction conditions used on triazole hybrids found in the literature [39], isolating 1,4-disubstituted 1,2,3-triazole 23. In this case, we observed only a 22% yield of the product after 48 h at room temperature with degradation of alkyne 20 (Table 2, entry 1).…”

Section: Synthesismentioning

confidence: 99%

1,2,3-Triazole Hybrids Containing Isatins and Phenolic Moieties: Regioselective Synthesis and Molecular Docking Studies

Maiuolo,

Tallarida,

Meduri

et al. 2024

Molecules

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The synthesis of hybrid molecules is one of the current strategies of drug discovery for the development of new lead compounds. The 1,2,3-triazole moiety represents an important building block in Medicinal Chemistry, extensively present in recent years. In this paper, we presented the design and the synthesis of new 1,2,3-triazole hybrids, containing both an isatine and a phenolic core. Firstly, the non-commercial azide and the alkyne synthons were prepared by different isatines and phenolic acids, respectively. Then, the highly regioselective synthesis of 1,4-disubstituted triazoles was obtained in excellent yields by a click chemistry approach, catalyzed by Cu(I). Finally, a molecular docking study was performed on the hybrid library, finding four different therapeutic targets. Among them, the most promising results were obtained on 5-lipoxygenase, an enzyme involved in the inflammatory processes.

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“…After analyzing the complexes formed between the extracted compounds and the active residues of the beta-lactamase targets, it was observed that all the complexes exhibited negative and low binding energies. This indicates that the binding between the compounds and the target residues is thermodynamically favorable, meaning that the complexes are stable and energetically favorable (Sham et al, 1966;Vanommeslaeghe et al, 2012;Socha et al, 2015;Talla et al, 2017;Serairi-Beji et al, 2018;Yusof et al, 2020;Zakaria et al, 2020;Segueni et al, 2021;Yadav et al, 2023). On the other hand, the low binding energies indicate that the compounds have a strong affinity for the active residues of the beta-lactamase targets, suggesting that they could effectively inhibit the enzyme.…”

Section: Molecular Dockingmentioning

confidence: 99%

An integrated investigation into the antibacterial and antioxidant properties of propolis against Escherichia coli cect 515: A dual in vitro and in silico analysis

BOUDOU,

GUENDOUZI,

BELKREDAR

et al. 2024

Not Sci Biol

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Urinary tract infections resulting from Escherichia coli, are prevalent and have become increasingly difficult to treat due to antibiotic resistance. This study aimed to explore the potential of propolis extract from beehives in Algeria’s Tiout region as a natural antibacterial agent against E. coli CECT_515. The phytochemical composition, antioxidant activity, and antibacterial action of the extract has been evaluated and compared to four synthetic antibiotics, both in vitro and in silico. The propolis extract had high levels of total polyphenol and total flavonoids, regarding its antioxidant properties, the extract showed an important ability of DPPH radicals scavenging, as determined by its IC50 value of 330.08±13.35 μg/mL. The excerpt showed important antibacterial efficacy against Escherichia coli, as demonstrated with important inhibition zones. The extract’s inhibitory effects were compared to four synthetic antibiotics, including gentamicin, pipemidic acid, cefazolin, and colistin, molecular docking analysis revealed that the propolis extract interacted with the active site of beta-lactamase, a protein responsible for antibiotic resistance, and showed binding affinities and conformational stability during molecular dynamics simulation for 250 ns. Overall, the results suggest that the propolis has significant antioxidant and antibacterial properties and could serve as a promising natural alternative to synthetic antibiotics for the treatment of E. coli infections.

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Click reaction inspired synthesis, antimicrobial evaluation and in silico docking of some pyrrole-chalcone linked 1,2,3-triazole hybrids

Cited by 23 publications

References 73 publications

Glycerol based carbon sulfonic acid catalyzed synthesis, in silico studies and in vitro biological evaluation of isonicotinohydrazide derivatives as potent antimicrobial and anti-tubercular agents

Glycerol based carbon sulfonic acid catalyzed synthesis, in silico studies and in vitro biological evaluation of isonicotinohydrazide derivatives as potent antimicrobial and anti-tubercular agents

1,2,3-Triazole Hybrids Containing Isatins and Phenolic Moieties: Regioselective Synthesis and Molecular Docking Studies

An integrated investigation into the antibacterial and antioxidant properties of propolis against Escherichia coli cect 515: A dual in vitro and in silico analysis

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