In vitro and in silico evaluation of 2-(substituted phenyl) oxazolo[4,5-b]pyridine derivatives as potential antibacterial agents

Reen, Gagandeep Kour; Kumar, Ashok; Sharma, Pratibha

doi:10.1007/s00044-017-2026-3

Cited by 15 publications

(10 citation statements)

References 25 publications

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“…The compounds were then tested for ligand-protein binding (MRSA protein) affiniy toward S. aureus, wherein the compounds had higher ligand-protein binding affinity than the stand drugs. 187 Novel pyrazolo [3,4-b]pyridine derivatives of 4-thiazolidinone Schiff bases, and azetidin-2-ones have also been synthesized and screened for antimicrobial activity. 188 Most compounds exhibited moderate-high activity at 0.12-62.5 µg/mL, wherein amphotericin B, ampicillin, and gentamicin were used as standard antimicrobial agents.…”

Section: Anti-infectious Drugs and Bioactive Compounds Antibacterial Agentsmentioning

confidence: 99%

The Expanding Role of Pyridine and Dihydropyridine Scaffolds in Drug Design

Ling

Hao

Liang

et al. 2021

DDDT

220

114

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Pyridine-based ring systems are one of the most extensively used heterocycles in the field of drug design, primarily due to their profound effect on pharmacological activity, which has led to the discovery of numerous broad-spectrum therapeutic agents. In the US FDA database, there are 95 approved pharmaceuticals that stem from pyridine or dihydropyridine, including isoniazid and ethionamide (tuberculosis), delavirdine (HIV/AIDS), abiraterone acetate (prostate cancer), tacrine (Alzheimer's), ciclopirox (ringworm and athlete's foot), crizotinib (cancer), nifedipine (Raynaud's syndrome and premature birth), piroxicam (NSAID for arthritis), nilvadipine (hypertension), roflumilast (COPD), pyridostigmine (myasthenia gravis), and many more. Their remarkable therapeutic applications have encouraged researchers to prepare a larger number of biologically active compounds decorated with pyridine or dihydropyridine, expandeing the scope of finding a cure for other ailments. It is thus anticipated that myriad new pharmaceuticals containing the two heterocycles will be available in the forthcoming decade. This review examines the prospects of highly potent bioactive molecules to emphasize the advantages of using pyridine and dihydropyridine in drug design. We cover the most recent developments from 2010 to date, highlighting the ever-expanding role of both scaffolds in the field of medicinal chemistry and drug development.

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Section: Anti-infectious Drugs and Bioactive Compounds Antibacterial Agentsmentioning

confidence: 99%

The Expanding Role of Pyridine and Dihydropyridine Scaffolds in Drug Design

Ling

Hao

Liang

et al. 2021

DDDT

220

114

View full text Add to dashboard Cite

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“…In continuation to our recent studies for the construction of fused pyrido[3,2,1‐ jk ]carbazol‐6‐one derivatives as well as evaluation of antibacterial properties and docking studies herein, we further disclose a mild, organobase‐promoted [3+3] annulation reaction of several MBH acetates of MVK/acrylate with 4‐hydroxy‐6 H ‐pyrido[3,2,1‐ jk ]carbazol‐6‐one to make a family of diversely functionalized tetrahydropyrano[2',3':4,5]pyrido[3,2,1‐ jk ]carbazole‐6‐carboxylates as promising antibacterial agents. Moreover, all the prepared scaffolds were docked with most sensitive bacterial E. coli protein (2Q85) by using Molegro Virtual Docker (MVD) 6.0.…”

Section: Introductionmentioning

confidence: 55%

Metal‐Free Based Domino Approach to Pyrano‐Fused‐Pyrido[3,2,1‐jk]carbazolones: Antibacterial and Molecular Docking Studies

et al. 2019

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A facile, metal-free based one-pot annulation reaction of several Morita-Baylis-Hillman acetates of MVK/acrylate with 4hydroxy-6H-pyrido[3,2,1-jk]carbazol-6-one as C/O-1,3-binucleophile promoted by DABCO as an organobase in 2-MeTHF at room temperature is reported. This environmentally benign method delivers a family of pyrano-fused pyridocarbazolones in high yields with medium to good diastereoselectivities under mild conditions. Antibacterial studies showed that attaching carboxylate group on pyran ring of pyrano-fused pyridocarbazolones has shown better activities (MIC up to � 6.25 μg/mL) as compared to acetyl one. Interestingly, incorporation of several substituents namely CF 3 , NO 2 , MeO, F, Cl and Br on the aryl rings of pyridocarbazolones carboxylates sharply enhanced the antibacterial activities which make them more potent or equipotent than commercial antibiotic ofloxacin. Furthermore, in silico docking studies indicated that MolDock scores of transisomers with E. coli protein are in general higher than cisisomers which are in good agreement with their observed in vitro antibacterial activities. Results and DiscussionWe started our initial reaction by involving 4-hydroxy-6Hpyrido[3,2,1-jk]carbazol-6-one (1) and MBH acetate of methyl vinyl ketone (MVK) 2 a as model substrates in CH 2 Cl 2 in the [a] Dr.

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“…Yet, the first bioactivity (anthelmintic and acaricidal activity) of compounds with oxazolopyridine moiety, namely oxazolo [4,5-b]pyridine, was reported nearly 20 years later by Rüfenacht et al, and then, oxazolo [5,4-b] Fused Pyridine Derivatives: Synthesis and Biological Activities DOI: http://dx.doi.org/10.5772/intechopen.107537 pyridine-bearing compounds were reported having carrageenan rat foot edema assay activity by Clark et al [118,119]. Later, antimicrobial, anti-infective, antiviral, and antiproliferative activities of several compounds having oxazololopyridine moiety were reported [120][121][122][123][124].…”

Section: Oxazolopyridines Isoxazolopyridines and Oxadiazolopyridinesmentioning

confidence: 99%

Fused Pyridine Derivatives: Synthesis and Biological Activities

Istanbullu¹,

Bayraktar²,

Saylam³

2023

Exploring Chemistry With Pyridine Derivatives

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Five-membered heteroaromatic ring fused pyridine derivatives are of increasing interest in drug design and medicinal chemistry. The structural similarity of many drugs (especially antiviral and anticancer ones) with DNA bases such as adenine and guanine is a key factor to explain their effectiveness. Apart from these, it is also found in the structures of substances with antituberculosis, antibacterial, antifungal, anti-inflammatory, and antimalarial activities. Another advantage of this group of compounds is their positive contribution to solubility, polarity, lipophilicity, and hydrogen bonding capacity properties of the compounds they are incorporated into. In this chapter, various bioactivities of fused pyridine derivatives will be categorized and summarized.

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In vitro and in silico evaluation of 2-(substituted phenyl) oxazolo[4,5-b]pyridine derivatives as potential antibacterial agents

Cited by 15 publications

References 25 publications

The Expanding Role of Pyridine and Dihydropyridine Scaffolds in Drug Design

The Expanding Role of Pyridine and Dihydropyridine Scaffolds in Drug Design

Metal‐Free Based Domino Approach to Pyrano‐Fused‐Pyrido[3,2,1‐jk]carbazolones: Antibacterial and Molecular Docking Studies

Fused Pyridine Derivatives: Synthesis and Biological Activities

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