Synthesis, antimicrobial and QSAR studies of substituted anilides

Narasimhan, Balasubramanian; Narang, Rakesh; Judge, Vikramjeet; Ohlan, Ruchita; Ohlan, Sucheta

doi:10.3998/ark.5550190.0008.f12

Cited by 22 publications

(1 citation statement)

References 25 publications

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“…Agar plate spotting was carried out for each spore and incubated for 24 h at 37 ± 1 °C (for bacteria spores), 48 h at 37 ± 1 °C (for C. albicans ), and 7 days at 25 ± 1 °C (for A. niger ) to determine CFU. To assess reproducibility, duplicate tests were performed on three separate days [ 67 , 68 , 69 , 70 ].…”

Section: Methodsmentioning

confidence: 99%

Hybrid Caffeic Acid-Based DHFR Inhibitors as Novel Antimicrobial and Anticancer Agents

Sehrawat,

Pasrija,

Rathee

et al. 2024

Antibiotics

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A novel series of 1,2,4-triazole analogues of caffeic acid was designed, synthesized, characterized, and assessed for their capacity to inhibit DHFR, as well as their anticancer and antimicrobial properties. A molecular docking analysis was conducted on DHFR, utilizing PDB IDs 1U72 and 2W9S, aiming to design anticancer and antimicrobial drugs, respectively. Among all the synthesized derivatives, compound CTh7 demonstrated the highest potency as a DHFR inhibitor, with an IC50 value of 0.15 μM. Additionally, it exhibited significant cytotoxic properties, with an IC50 value of 8.53 µM. The molecular docking analysis of the CTh7 compound revealed that it forms strong interactions with key residues of homo sapiens DHFR such as Glu30, Phe34, Tyr121, Ile16, Val115, and Phe31 within the target protein binding site and displayed excellent docking scores and binding energy (−9.9; −70.38 kcal/mol). Additionally, synthesized compounds were screened for antimicrobial properties, revealing significant antimicrobial potential against bacterial strains and moderate effects against fungal strains. Specifically, compound CTh3 exhibited notable antibacterial efficacy against Staphylococcus aureus (MIC = 5 µM). Similarly, compound CTh4 demonstrated significant antibacterial activity against both Escherichia coli and Pseudomonas aeruginosa, with MIC values of 5 µM for each. A docking analysis of the most active antimicrobial compound CTh3 revealed that it forms hydrogen bonds with Thr121 and Asn18, a π–cation bond with Phe92, and a salt bridge with the polar residue Asp27.

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Section: Methodsmentioning

confidence: 99%

Hybrid Caffeic Acid-Based DHFR Inhibitors as Novel Antimicrobial and Anticancer Agents

Sehrawat,

Pasrija,

Rathee

et al. 2024

Antibiotics

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Dodecanoic acid derivatives: Synthesis, antimicrobial evaluation and development of one-target and multi-target QSAR models

et al. 2010

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In this study a series of dodecanoic acid derivatives (1-30) were synthesized and evaluated for in vitro antimicrobial activity against the panel of Gram positive, Gram negative bacterial and fungal strains. 4-Nitro phenyl dodecanoate (4) and quinolin-8-yl dodecanoate (5) emerged as most effective antibacterial agents, and 1-(4-benzylpiperazin-1-yl) dodecan-1-one (15) was found to be the most effective antifungal agent amongst the synthesized dodecanoic acid derivatives. Quantitative structure activity relationship (QSAR) studies performed by the development of one-target and multi-target models indicated that multitarget model was effective in describing the antimicrobial activity of dodecanoic acid derivatives as well demonstrated the importance of topological parameter, zero-order molecular connectivity index ( 0 v).

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Hansch analysis for the prediction of antimycobacterial activity of ofloxacin derivatives

et al. 2010

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The present study was attempted to predict the antimycobacterial activity of ofloxacin derivatives. The QSAR results indicated the importance of electronic properties of molecules viz. energy of the lowest unoccupied molecular orbital (LUMO), total energy (T e ), dipole moment (l) and the topological parameter, third order shape index Kappa (j 3 ) in describing the antimycobacterial activity of ofloxacin derivatives. The validity of developed models has been supported by significant statistical parameters.

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Synthesis, antimicrobial and QSAR studies of substituted anilides

Cited by 22 publications

References 25 publications

Hybrid Caffeic Acid-Based DHFR Inhibitors as Novel Antimicrobial and Anticancer Agents

Hybrid Caffeic Acid-Based DHFR Inhibitors as Novel Antimicrobial and Anticancer Agents

Dodecanoic acid derivatives: Synthesis, antimicrobial evaluation and development of one-target and multi-target QSAR models

Hansch analysis for the prediction of antimycobacterial activity of ofloxacin derivatives

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