Molecular docking studies of quercetin and its analogues against human inducible nitric oxide synthase

Singh, Salam Pradeep; Konwar, Bolin Kumar

doi:10.1186/2193-1801-1-69

Cited by 51 publications

(33 citation statements)

References 47 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Simulation studies carried out through AutoDock showed quercetin 3-glucoside 7-rhamnoside is a probable anticancerous candidate, confirming the results shown by Discovery Studio. Singh and Konwar also reported previously molecular docking studies of quercetin and its analogues as anticancerous agents [28] . Though all the compounds occupied the similar active site of H-Ras, the evident difference in binding energies may be due to wide structural variations and based on specificity of these natural compounds.…”

Section: Discussionmentioning

confidence: 94%

Molecular docking studies of anti-cancerous candidates in Hippophae rhamnoides and Hippophae salicifolia

Usha¹,

Middha²,

Goyal³

et al. 2014

J Biomed Res

View full text Add to dashboard Cite

Actinorhizal plants contain numerous antioxidants that may play a crucial role in preventing the formation of tumors. H-Ras p21, a member of the Ras-GTPase family, is a promising target to treat various kinds of cancers. An in silico docking study was carried out to identify the inhibitory potential of compounds of these plants against H-Ras by using Discovery Studio 3.5 and by using Autodock 4.2. Docking studies revealed that four compounds, isorhamnetin-7-rhamnoside, quercetin-3-glucoside-7-rhamnoside (present in H. rhamnoides), zeaxanthin, and translutein (present in H. salicifolia) significantly bind with binding energies −17.1534, −14.7936, −10.2105 and −17.2217 Kcal/mol, respectively, even though they slightly deviate from Lipinski's rule. Absorption, distribution, metabolism, excretion and toxicity (ADME/tox) analyses of these compounds and their stereoisomers showed that they were less toxic and non-mutagenic. Amongst them, isorhamntein-7-rhamnoside showed hepatotoxicity. Hence, these compounds can be further investigated in vivo to optimize their formulation and concentration and to develop potential chemical entities for the prevention and treatment of cancers.

show abstract

Section: Discussionmentioning

confidence: 94%

Molecular docking studies of anti-cancerous candidates in Hippophae rhamnoides and Hippophae salicifolia

Usha¹,

Middha²,

Goyal³

et al. 2014

J Biomed Res

View full text Add to dashboard Cite

show abstract

“…Similar studies have been taken away in the past by many scientists where bioactive compounds are docked on particular receptor to evaluate its affinity [34–36]. In our work, we used two approaches of structure based drug designing, namely, molecular docking and pharmacophore modeling for measuring the potential antidiabetic components and their mechanism of activity.…”

Section: Resultsmentioning

confidence: 99%

Pharmacophore Modeling and Molecular Docking Studies on Pinus roxburghii as a Target for Diabetes Mellitus

Kaushik

Khokra

Rana

et al. 2014

Advances in Bioinformatics

View full text Add to dashboard Cite

The present study attempts to establish a relationship between ethnopharmacological claims and bioactive constituents present in Pinus roxburghii against all possible targets for diabetes through molecular docking and to develop a pharmacophore model for the active target. The process of molecular docking involves study of different bonding modes of one ligand with active cavities of target receptors protein tyrosine phosphatase 1-beta (PTP-1β), dipeptidyl peptidase-IV (DPP-IV), aldose reductase (AR), and insulin receptor (IR) with help of docking software Molegro virtual docker (MVD). From the results of docking score values on different receptors for antidiabetic activity, it is observed that constituents, namely, secoisoresinol, pinoresinol, and cedeodarin, showed the best docking results on almost all the receptors, while the most significant results were observed on AR. Then, LigandScout was applied to develop a pharmacophore model for active target. LigandScout revealed that 2 hydrogen bond donors pointing towards Tyr 48 and His 110 are a major requirement of the pharmacophore generated. In our molecular docking studies, the active constituent, secoisoresinol, has also shown hydrogen bonding with His 110 residue which is a part of the pharmacophore. The docking results have given better insights into the development of better aldose reductase inhibitor so as to treat diabetes related secondary complications.

show abstract

“…Similarly, acacetin also displayed the prominent permissible The amino acid residues (in 1Å distance) were represented in atom types and the hydrogen bonds were denoted in green spheres along with the distance. [34]. Along with the ADME properties the investigation of Lipinski's rule of five has been widely accepted as physicochemical descriptors for predicting the drug-likeliness of a compound.…”

Section: Adme Analysismentioning

confidence: 99%

“…Moreover acacetin comprises the maximum Log value of 2.999. In general, the Log value is a critical factor for the determination of drug absorption within the human body [34].…”

Section: Adme Analysismentioning

confidence: 99%

Binding Mode Investigation of Polyphenols fromScrophulariaTargeting Human Aldose Reductase Using Molecular Docking and Molecular Dynamics Simulations

Manivannan

Soundararajan

Park

et al. 2015

Journal of Chemistry

View full text Add to dashboard Cite

Aldose reductase (ALR2), a vital enzyme involved in polyol pathway, has befitted as a novel drug target in antidiabetes drug discovery process. In the present study, the binding mode and pharmacokinetic properties of potential polyphenolic compounds with reported aldose reductase inhibitory activity from the genusScrophulariahave been investigated. The human ALR2 enzyme (PDB ID: 2FZD) acted as the receptor in the current study. Among the compounds investigated, acacetin, a methoxy flavonoid, displayed the stable binding to the active site of ALR2 with least binding energy value. Molecular interaction analysis revealed that acacetin interrupts the proton donation mechanism, necessary for the catalytic activity of ALR2, by forming H-bond with Tyr48 (proton donor). In addition, acacetin also possessed favorable ADME properties and complies with Lipinski’s rule of 5 representing the possible drug-like nature compared to other polyphenols. Interestingly, the biological activity predictions also ranked acacetin with higher probability score for aldose reductase inhibition activity. Moreover, the molecular dynamics simulation of ALR2-acacetin complex was validated for the stability of ligand binding and the refined complex was used for generation of receptor-ligand pharmacophore model. Thus, the molecular insights of receptor-ligand interactions gained from the present study can be utilized for the development of novel aldose reductase inhibitors fromScrophularia.

show abstract

Molecular docking studies of quercetin and its analogues against human inducible nitric oxide synthase

Cited by 51 publications

References 47 publications

Molecular docking studies of anti-cancerous candidates in Hippophae rhamnoides and Hippophae salicifolia

Molecular docking studies of anti-cancerous candidates in Hippophae rhamnoides and Hippophae salicifolia

Pharmacophore Modeling and Molecular Docking Studies on Pinus roxburghii as a Target for Diabetes Mellitus

Binding Mode Investigation of Polyphenols fromScrophulariaTargeting Human Aldose Reductase Using Molecular Docking and Molecular Dynamics Simulations

Contact Info

Product

Resources

About