Fine tuning of folded conformation by change of substituents: 1H NMR and crystallographic evidence for folded conformation due to arene interactions in pyrazolo[3,4-d]pyrimidine core based ‘propylene linker’ compounds

Avasthi, Kamlakar; Aswal, Sangeeta; Kumar, Ranjeet; Yadav, Umesh C. S.; Rawat, Diwan S.; Maulik, Prakas R.

doi:10.1016/j.molstruc.2005.04.033

Cited by 15 publications

(2 citation statements)

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“…The missing residues were added through the prime application. The coordinate of the indomethacin (IMN) was extracted from the protein complex while the coordinate of pyrazolo [3,4-d]pyrimidine ligands were obtained from the reported entries [40][41][42][43][44][45][46][47].…”

Section: Glide Dockingmentioning

confidence: 99%

“…Like indomethacin, pyrazolo [3,4-d]pyrimidine molecules have planar moieties and have various pharmacological properties. The pyrazolo [3,4-d]pyrimidine molecules considered for docking studies are 1,3-bis(4,6-diethylthio-1Hpyrazolo [3,4-d]pyrimidin-1-yl)propane [40] (1); 1,3-bis(4-ethoxy-6-methyl-sulfanyl-1H-pyrazolo [3,4-d] pyrimidin-1-yl)propane [41] (2); 1,10-(1,3-propanediyl)bis(5-methyl-6-methylthio-4,5- [46] (7); 6-methylsulfanyl-1-phthalimidopropyl-4(pyrrolidin-1-yl)-1H-pyrazolo [3,4-d]pyrimidine [46] (8); and 6-methylsulfanyl-1-(3-phenylpropyl)-4,5-dihydro-1H-pyrazolo [3,4-d]pyrimidin-4-one [47] (9). All these molecules have either two PP moieties or one PP moiety and one other aromatic moiety connected through a trimethyline linker (Fig.…”

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confidence: 99%

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Pyrazolo[3,4-d]pyrimidines as inhibitor of anti-coagulation and inflammation activities of phospholipase A 2 : insight from molecular docking studies

2013

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Phospholipase A 2 (PLA2), isolated from Daboia russelli pulchella (Russell's viper), is enzymatically active as well as induces several pharmacological disorders including neurotoxicity, myotoxicity, cardiotoxicity, anti-coagulant, hemolytic, and platelet effects. Indomethacin reduces the effects of anti-coagulant and pro-inflammatory actions of PLA2. Pyrazolo [3,4-d]pyrimidines constitute a class of naturally occurring fused uracils that posses diverse biological activities. The in-silico docking studies of nine pyrazolo[3,4-d]pyrimidine molecules have been carried out with the X-ray crystal structure of Russell's viper PLA2 (PDB ID: 3H1X) to predict the binding affinity, molecular recognition, and to explicate the binding modes, using AUTODOCK and GLIDE (Standard precision and Extra precision) modules, respectively. Docking results through each method make obvious that pyrazolo [3,4-d]pyrimidine molecules with trimethylene linker can bind with both anticoagulation and enzymatic regions of PLA 2 .

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Section: Glide Dockingmentioning

confidence: 99%

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confidence: 99%

Pyrazolo[3,4-d]pyrimidines as inhibitor of anti-coagulation and inflammation activities of phospholipase A 2 : insight from molecular docking studies

2013

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Intramolecular π‐Stacking in Isostructural Conformational Probes Depends Strongly on Charge Separation, a Proton NMR Study

2008

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Our solution state conformational methods used previously to study a dicationic molecular template for intramolecular aromatic association were applied to a neutral hydrocarbon analogue to probe the effect of charge on conformation. Conformational analysis of the hydrocarbon revealed modest solvent dependence in largely unfolded molecules. Conformations found in the solid state were unfolded also corroborating the findings of the solution-state study. This study also adds solid-state evidence for three competing solution-state[a]

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The Development of Boronic Acids as Sensors and Separation Tools

Fossey

D’Hooge

Elsen

et al. 2012

The Chemical Record

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Synthetic receptors for diols that incorporate boronic acid motifs have been developed as new sensors and separation tools. Utilizing the reversible interactions of diols with boronic acids to form boronic esters under new binding regimes has provided new hydrogel constructs that have found use as dye-displacement sensors and electrophoretic separation tools; similarly, molecular boronic-acid-containing chemosensors were constructed that offer applications in the sensing of diols. This review provides a somewhat-personal perspective of developments in boronic-acid-mediated sensing and separation, placed in the context of the seminal works of others in the area, as well as offering a concise summary of the contributions of the co-authors in the area.

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Fine tuning of folded conformation by change of substituents: 1H NMR and crystallographic evidence for folded conformation due to arene interactions in pyrazolo[3,4-d]pyrimidine core based ‘propylene linker’ compounds

Cited by 15 publications

References 39 publications

Pyrazolo[3,4-d]pyrimidines as inhibitor of anti-coagulation and inflammation activities of phospholipase A 2 : insight from molecular docking studies

Pyrazolo[3,4-d]pyrimidines as inhibitor of anti-coagulation and inflammation activities of phospholipase A 2 : insight from molecular docking studies

Intramolecular π‐Stacking in Isostructural Conformational Probes Depends Strongly on Charge Separation, a Proton NMR Study

The Development of Boronic Acids as Sensors and Separation Tools

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