Convenient synthesis of benzothiazinoisoindol-11-ones and benzoindenothiazin-11-ones, and antimicrobial testing thereof

Mor, Satbir; Khatri, Mohini

doi:10.1007/s11030-022-10483-9

Cited by 4 publications

(1 citation statement)

References 56 publications

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“…Also, it is worth to note that pyrazole derivatives, served as important pharmacophores in antidiabetic drug discovery programme [32] . Mainly, the combination of pyrazoles and thiazolidinones resulted in α‐glucosidase and α‐amylase inhibition property for compounds 5 – 8 [33–36] (Figure 1). Hence, linking of pyrazole to different heterocyclic scaffold can also increases its potency towards various diabetic targets.…”

Section: Introductionmentioning

confidence: 99%

Pyrazole‐Imidazopyridine Hydrazones: Synthesis, α‐Glucosidase, α‐Amylase Inhibitory Activity and Computational Studies

et al. 2023

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Diabetic complications poses major threat to mankind which found to be dangerously fatal all over the world. It is thought vital to find new class of molecules to combat diabetic problems. Thus, in continuation of our efforts in identifying new class of α‐glucosidase and α‐amylase inhibitors, a novel series of hybrid molecules comprising of imidazo[1,2‐a]pyridine and pyrazoles, i. e. (3‐(Substituted phenyl)‐1H‐pyrazol‐4‐yl)methylene)‐2,7‐dimethyl‐1H‐imidazo[1,2‐a]pyridine‐3‐carbohydrazide derivatives (8 a–m) were designed through a acyl hydrazone bridge. The compound (Z)‐N′‐({3‐[4‐(2‐Fluorobenzyloxy)phenyl]‐1H‐pyrazol‐4‐yl}methylene)‐2,7‐dimethyl‐imidazo[1,2‐a]pyridine‐3‐carbohydrazide (8 m) emerged as potent inhibitor of α‐glucosidase and α‐amylase enzyme with IC50 5.00±0.10 μg/mL and 15±0.35 μg/mL respectively. The enzyme kinetics studies revealed reversible non‐competitive mode of inhibition of 8 m against both enzymes. In addition, these compounds were subjected to detailed in‐silico studies to understand their interaction with respective target proteins.

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Section: Introductionmentioning

confidence: 99%

Pyrazole‐Imidazopyridine Hydrazones: Synthesis, α‐Glucosidase, α‐Amylase Inhibitory Activity and Computational Studies

et al. 2023

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Design and synthesis of new quinazolinone derivatives: investigation of antimicrobial and biofilm inhibition effects

Hassan,

Yehia,

El-Behairy

et al. 2024

Mol Divers

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New quinazolin-4-ones 9–32 were synthesized in an attempt to overcome the life-threatening antibiotic resistance phenomenon. The antimicrobial screening revealed that compounds 9, 15, 16, 18, 19, 20 and 29 are the most broad spectrum antimicrobial agents in this study with safe profile on human cell lines. Additionally, compounds 19 and 20 inhibited biofilm formation in Pseudomonas aeruginosa, which is regulated by quorum sensing system, at sub-minimum inhibitory concentrations (sub-MICs) with IC50 values 3.55 and 6.86 µM, respectively. By assessing other pseudomonal virulence factors suppression, it was found that compound 20 decreased cell surface hydrophobicity compromising bacterial cells adhesion, while both compounds 19 and 20 curtailed the exopolysaccharide production which constitutes the major component of the matrix binding biofilm components together. Also, at sub-MICs Pseudomonas cells twitching motility was impeded by compounds 19 and 20, a trait which augments the cells pathogenicity and invasion potential. Molecular docking study was performed to further evaluate the binding mode of candidates 19 and 20 as inhibitors of P. aeruginosa quorum sensing transcriptional regulator PqsR. The achieved results demonstrate that both compounds bear promising potential for discovering new anti-biofilm and quorum quenching agents against Pseudomonas aeruginosa without triggering resistance mechanisms as the normal bacterial life cycle is not disturbed. Graphical abstract New 4-quinazolinones were synthesized and screened for their antimicrobial activity. Compounds 19 and 20 inhibited biofilm formation in Pseudomonas aeruginosa at sub- minimum inhibitory concentrations. Also, they decreased other virulence factors at low concentrations without affecting bacterial growth bacteria indicating their promising profile as anti-virulence agents that cause less bacterial resistance than the conventional antibiotics.

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Catalyst-free regioselective synthesis of fused 11H-benzo[5,6][1,4]thiazino[3,4-a]isoindol-11-ones and benzo[b]indeno[1,2-e][1,4]thiazin-11(10aH)-ones targeting bacterial and fungal microbes

Punia,

Mor

2024

Journal of Molecular Structure

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Convenient synthesis of benzothiazinoisoindol-11-ones and benzoindenothiazin-11-ones, and antimicrobial testing thereof

Cited by 4 publications

References 56 publications

Pyrazole‐Imidazopyridine Hydrazones: Synthesis, α‐Glucosidase, α‐Amylase Inhibitory Activity and Computational Studies

Pyrazole‐Imidazopyridine Hydrazones: Synthesis, α‐Glucosidase, α‐Amylase Inhibitory Activity and Computational Studies

Design and synthesis of new quinazolinone derivatives: investigation of antimicrobial and biofilm inhibition effects

Catalyst-free regioselective synthesis of fused 11H-benzo[5,6][1,4]thiazino[3,4-a]isoindol-11-ones and benzo[b]indeno[1,2-e][1,4]thiazin-11(10aH)-ones targeting bacterial and fungal microbes

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