Synthesis, characterization, docking study and antimicrobial activity of 2-(4-benzoylphenoxy)-1-[2-(1-methyl-1H-indol-3-yl)methyl)-1H-benzo[d]imidazol-1-yl] ethanone derivatives

Prashanth, T.; Ranganatha, V. Lakshmi; Ramu, Ramith; Mandal, Subhankar P.; Mallikarjunaswamy, C.; Khanum, Shaukath Ara

doi:10.1007/s13738-021-02230-y

Cited by 7 publications

(6 citation statements)

References 47 publications

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“…[2] Microbial infection is associated with invading pathogens in an organism and their replication and reaction with host cells. [3] The infections result from significant threats to human health, a rise in mortality, and the burden of healthcare professionals on every day. [4] Bacterial and fungal infections produce various deadly diseases.…”

Section: Introductionmentioning

confidence: 99%

Biological Activities, DFT and Molecular Docking Studies of Novel Schiff Bases Derived from Sulfamethoxypyridazine

Wajid,

Uzair,

Muhammad

et al. 2024

ChemistrySelect

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The present study reported the synthesis and biological activities of sulfamethoxypyridazine (SMPR) Schiff bases (SBs) with different aromatic aldehydes. The antimicrobial potential of SBs against various pathogenic strains (S. epidermidis, E. coli, S. agalactiae, S. aureus, S. typhi, K. pneumoniae, C. albicans, and C. tropicalis) was explored by disc diffusion method. The antidiabetic potential was monitored by inhibition of α‐amylase, α‐glucosidase, and anti‐inflammatory activity was studied by protein denaturation assay. The binding of protein with SBs was determined by MOE docking. The synthesized SBs reveal significant antimicrobial potential against all strains (p values<0.0001) better than the parent drug SMPR but less than amoxicillin. The synthesized SBs exhibited reasonable inhibition potential against α‐glucosidase, α‐amylase, and anti‐inflammatory activity. The derivative 10 a depicted antioxidant (IC50 value 12.18 μg/mL) and anti‐inflammatory (IC50 value 49.37 μg/mL) even better than standard ascorbic acid and diclofenac sodium (IC50 values 49.92 and 123.81 μg/mL), respectively. Molecular docking results revealed that synthesized SBs have good binding affinities towards different receptor proteins and results support our experimental results. The electronic properties have been calculated using density function theory (DFT) to determine the chemical reactivity of studied compounds. The low energy gap between Frontier Molecular Orbitals (FMOs) revealed the significant chemical reactivity of compounds 8 a and 10 a, among other compounds.

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Section: Introductionmentioning

confidence: 99%

Biological Activities, DFT and Molecular Docking Studies of Novel Schiff Bases Derived from Sulfamethoxypyridazine

Wajid,

Uzair,

Muhammad

et al. 2024

ChemistrySelect

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“…Benzamide with nitrogen and oxygen scaffolds is one of the important heterocyclic aromatic structures which plays a vital role in the design and development of various pharmaceutical drugs. 1 Benzamide derivatives exhibit various types of pharmacological applications such as antihistaminic, antifungal, antioxidant, anti-leukotriene, antiviral, antidiabetic and antibacterial. [2][3][4][5][6][7][8][9] The compound 6-N-(2-hydroxy-3,-5-dichlorophenyl)-2-hydroxy-3,5,6-trichlorobenzamide has benzamide structure which possesses anthelminthic properties and it helps in the treatment of liver fluke infection.…”

Section: Introductionmentioning

confidence: 99%

“…14 Among the various molecular targets of the virus, β-coronaviruses are of particular therapeutic importance due to their limited structural similarities to human proteases. 1 SARS-CoV-2 belongs to β coronaviridae family, which exhibits either round or crown shape with a diameter ranging from 60 to 140 nm. 4 This virus has an incubation period that spans from 2 to 14 days.…”

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

“…The α and β genera of coronaviruses predominantly infect mammals and humans, while the γ and δ genera mainly infect birds 14 . Among the various molecular targets of the virus, β‐coronaviruses are of particular therapeutic importance due to their limited structural similarities to human proteases 1 …”

Section: Introductionmentioning

confidence: 99%

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Spectroscopic, quantum chemical investigation and molecular docking studies on N‐(2‐benzoylamino) phenyl benzamide: A novel SARS‐CoV‐2 drug

Pushpam,

Christopher Jeyaseelan,

Jesintha Rani

et al. 2023

J of Molecular Recognition

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The present work describes the structural and spectral properties of N‐(2‐benzoylamino) phenyl benzamide (NBPB). The geometrical parameters of NBPB molecule such as bond lengths, bond angles and dihedral angles are calculated and compared with experimental values. The assigned vibrational wave numbers are in good agreement with the experimental FTIR and FT Raman spectra. The vibrational frequency of C=O stretching was downshifted to a lower wave number (red shift) due to mesomeric effect. The UV–Vis spectrum of the title compound was simulated and validated experimentally. The energy gap and charge transfer interaction of the title molecule were studied using frontier molecular orbital analysis. The electrophilic and nucleophilic reactivity sites of NBPB were investigated through the analysis of the molecular electrostatic potential surface and the Fukui function. An assessment of the intramolecular stabilization interactions of the molecule was performed using natural bond orbital analysis. The drug‐likeness parameter was calculated. To investigate the inhibitory potential of the molecule, molecular docking analysis was conducted against SARS‐CoV‐2 proteins, revealing its capability to serve as a novel inhibitor against SARS‐CoV‐2. The high binding affinity of NBPB molecule was due to the presence of hydrogen bonds along with different hydrophobic interactions between the drug and the SARS‐CoV‐2 protein receptor. Hence, the title molecule is identified to be a potential candidate for SARS‐CoV‐2.

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Molecular docking, synthesis and antimicrobial evaluation of metal complexes with Schiff base

Zabiulla

Kouser²,

Joythi³

et al. 2023

Results in Chemistry

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Synthesis, characterization, docking study and antimicrobial activity of 2-(4-benzoylphenoxy)-1-[2-(1-methyl-1H-indol-3-yl)methyl)-1H-benzo[d]imidazol-1-yl] ethanone derivatives

Cited by 7 publications

References 47 publications

Biological Activities, DFT and Molecular Docking Studies of Novel Schiff Bases Derived from Sulfamethoxypyridazine

Biological Activities, DFT and Molecular Docking Studies of Novel Schiff Bases Derived from Sulfamethoxypyridazine

Spectroscopic, quantum chemical investigation and molecular docking studies on N‐(2‐benzoylamino) phenyl benzamide: A novel SARS‐CoV‐2 drug

Molecular docking, synthesis and antimicrobial evaluation of metal complexes with Schiff base

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