Synthesis of potent urease inhibitors based on disulfide scaffold and their molecular docking studies

Taha, Muhammad; Ismail, Nor Hadiani; Imran, Syahrul; Wadood, Abdul; Riaz, Muhammad

doi:10.1016/j.bmc.2015.10.017

Cited by 26 publications

(5 citation statements)

References 37 publications

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“…Due to their structure with two ortho hydroxyl groups, isoflavone polyphenols become less toxic to urease only after the c-isoflavone ring is broken [122]. It should be emphasised that binding substituents with single pairs of electrons to the phenyl ring around the thiourea core and the presence of fluorine atom in phenyl groups, regardless of its position, also results in strong urease inhibition [123,124]. The findings of Zaborowska et al [110,111] and Siczek et al [101] corroborate the experiment results.…”

Section: Soil Enzymesupporting

confidence: 55%

Soil Microbiome Response to Contamination with Bisphenol A, Bisphenol F and Bisphenol S

Zaborowska

Wyszkowska

Borowik

2020

IJMS

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The choice of the study objective was affected by numerous controversies and concerns around bisphenol F (BPF) and bisphenol S (BPS)—analogues of bisphenol A (BPA). The study focused on the determination and comparison of the scale of the BPA, BPF, and BPS impact on the soil microbiome and its enzymatic activity. The following parameters were determined in soil uncontaminated and contaminated with BPA, BPF, and BPS: the count of eleven groups of microorganisms, colony development (CD) index, microorganism ecophysiological diversity (EP) index, genetic diversity of bacteria and activity of dehydrogenases (Deh), urease (Ure), catalase (Cat), acid phosphatase (Pac), alkaline phosphatase (Pal), arylsulphatase (Aryl) and β-glucosidase (Glu). Bisphenols A, S and F significantly disrupted the soil homeostasis. BPF is regarded as the most toxic, followed by BPS and BPA. BPF and BPS reduced the abundance of Proteobacteria and Acidobacteria and increased that of Actinobacteria. Unique types of bacteria were identified as well as the characteristics of each bisphenol: Lysobacter, Steroidobacter, Variovorax, Mycoplana, for BPA, Caldilinea, Arthrobacter, Cellulosimicrobium and Promicromonospora for BPF and Dactylosporangium Geodermatophilus, Sphingopyxis for BPS. Considering the strength of a negative impact of bisphenols on the soil biochemical activity, they can be arranged as follows: BPS > BPF > BPA. Urease and arylsulphatase proved to be the most susceptible and dehydrogenases the least susceptible to bisphenols pressure, regardless of the study duration.

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Section: Soil Enzymesupporting

confidence: 55%

Soil Microbiome Response to Contamination with Bisphenol A, Bisphenol F and Bisphenol S

Zaborowska

Wyszkowska

Borowik

2020

IJMS

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“…Taha and co-workers screened a series of symmetrical bis -thiourea derivatives bearing a disulfide moiety [53] ( Scheme 6 ). Compounds with different substituted phenyl rings at both terminal nitrogens were evaluated as inhibitors of C. ensiformis urease.…”

Section: Organic Substances As Urease Inhibitorsmentioning

confidence: 99%

A review on the development of urease inhibitors as antimicrobial agents against pathogenic bacteria

Rego

Queiroz

Brito

et al. 2018

Journal of Advanced Research

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“…Although urease is the first enzyme to be isolated and crystallized, its behavior inside the body is not fully discovered (Weber et al, 2008). Urease is greatly implicated in pathogenesis of several gastrointestinal diseases including gastric and peptic ulcers (Hameed et al, 2010;Taha et al, 2015). In the same context, Helicobacter pylori is considered as a major causative agent of peptic ulcers (Hooi et al, 2017).…”

Section: Introductionmentioning

confidence: 99%

Potent Urease Inhibitors: Design, Synthesis, Molecular Docking and in-Silico Adme Evaluation of Dihydropyrimidine Phthalimide Hybrids

Mourad

2021

Al-Azhar Journal of Pharmaceutical Sciences

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Urease inhibition has gained much attention for management of several gastrointestinal and kidney related diseases including peptic ulcer, urolithiasis as well as pyelonephritis. In the current study, novel dihydropyrimidine phthalimide hybrids were synthesized and evaluated for their in vitro urease inhibitory activity. The synthesized hybrids were tested their cytotoxic activity. Additionally, the pharmacokinetic properties and drug-likeness were calculated for all synthesized hybrids. Among the synthesized hybrids, compounds 10g, 10e, 10h, 10i, and 10j achieved greater urease inhibitory activity with IC 50 range of 12.6 ± 0.1 to 20.1 ± 1.3 µM, compared to the standard urease inhibitor, thiourea with IC 50 of 21.0 ± 0.1 µM. Consistent with our findings, the molecular docking study revealed that the most active compounds are docked well with the active sites of urease enzyme. The structure activity relationship concluded that electronic nature, lipophilicity and steric factor of the substituents markedly influenced the urease inhibitory activity. The pharmacokinetic study showed that our compounds have high oral bioavailability, poor blood brain barrier and CNS permeability as well as they have no teratogenic potential. Finally, the synthesized hybrids are considered safe as indicated by the in vitro cytotoxicity assay.

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Synthesis of potent urease inhibitors based on disulfide scaffold and their molecular docking studies

Cited by 26 publications

References 37 publications

Soil Microbiome Response to Contamination with Bisphenol A, Bisphenol F and Bisphenol S

Soil Microbiome Response to Contamination with Bisphenol A, Bisphenol F and Bisphenol S

A review on the development of urease inhibitors as antimicrobial agents against pathogenic bacteria

Potent Urease Inhibitors: Design, Synthesis, Molecular Docking and in-Silico Adme Evaluation of Dihydropyrimidine Phthalimide Hybrids

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