Graphite catalyzed solvent free synthesis of dihydropyrimidin-2(1H)-ones/thiones and their antidiabetic activity

Dhumaskar, Kashinath L.; Meena, Surya Nandan; Ghadi, Sanjeev C.; Tilve, Santosh G.

doi:10.1016/j.bmcl.2014.04.099

Cited by 89 publications

(27 citation statements)

References 40 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In past decades, dihydropyrimidinones (DHPMs) and their derivatives have attracted considerable interest due to their heterocyclic scaffold and interesting pharmacological properties such as antiviral, antitumor, anti inflammatory as well their applications as calcium channel blockers and anticancer drugs (Ali et al, 2016;Desai et al, 2016;Xue et al, 2016;Dalil et al, 2016;Dhumaskar et al, 2014;Jetti et al, 2014). Different strategies have been used for the modification of 3,4-dihydropyrimidine-2(1H)-ones.…”

Section: Structure Descriptionmentioning

confidence: 99%

5-Acetyl-6-methyl-4-phenyl-1-(prop-2-ynyl)-3,4-dihydropyrimidin-2(1H)-one

Kaoukabi¹,

Taourirte²,

Lazrek³

et al. 2017

IUCr Data

View full text Add to dashboard Cite

The 4-dihydropyrimidin-2(1H)-one moiety of the title molecule, C16H16N2O2, displays a half-chair conformation. The least-squares mean plane through this heterocycle is almost perpendicular to the aromatic ring [dihedral angle = 89.52 (8)°] and to the prop-2-ynyl chain [C—C—N—C torsion angle of −73.2 (2)°]. The mean plane through the acetyl group makes a dihedral angle of 30.93 (10)° with the mean plane of the heterocycle. There is an intramolecular C—H...O hydrogen bond forming anS(6) ring motif. In the crystal, molecules are linked by pairs of N—H...O hydrogen bonds forming inversion dimers.

show abstract

Section: Structure Descriptionmentioning

confidence: 99%

5-Acetyl-6-methyl-4-phenyl-1-(prop-2-ynyl)-3,4-dihydropyrimidin-2(1H)-one

Kaoukabi¹,

Taourirte²,

Lazrek³

et al. 2017

IUCr Data

View full text Add to dashboard Cite

show abstract

“…The plates were then incubated at 37°C for 24 h and observed for clear zone of inhibition, and the inhibition zone was measured in millimeter. Six replications were maintained for each category [28].…”

Section: Antibacterial Potential Of Synthesized Compoundsmentioning

confidence: 99%

Synthesis, antibacterial studies, and molecular modeling studies of 3,4-dihydropyrimidinone compounds

Ramachandran

Arumugasamy²,

Edayadulla

et al. 2015

J Chem Biol

View full text Add to dashboard Cite

The syntheses of dihydropyrimidinones (DHPMs) using solvent-free grindstone chemistry method. All the synthesized compounds exhibited significant activity against pathogenic bacteria. The current effort has been developed to obtain new DHPM derivatives that focus on the bacterial ribosomal A site RNA as a drug target. Molecular docking simulation analysis was applied to confirm the target specificity of DHPMs. The crystal structure of bacterial 16S rRNA and human 40S rRNA was taken as receptors for docking. Finally, the docking score, binding site interaction analysis revealed that DHPMs exhibit more specificity towards 16S rRNA than known antibiotic amikacin. Accordingly, targeting the bacterial ribosomal A site RNA with potential drug leads promises to overcome the bacterial drug resistance. Even though, anti-neoplastic activities of DHPMs were also predicted through prediction of activity spectra for substances (PASS) tool. Further, the results establish that the DHPMs can serve as perfect leads against bacterial drug resistance.

show abstract

“…Biginelli reaction is an important reaction for synthesis of dihydropyrimidinone scaffolds . The interest in Biginelli reaction has increased in recent years as dihydropyrimidinone scaffold based molecules have been discovered as antifungal, antihypertensive, antidiabetic, antibacterial, anticancer agents . Prominent among these are, batzelladine, a HIV inhibitor activity, anti‐hypertensive calcium channel blockers and monastrol, a cell permeable molecule inhibiting mitosis kinase as anticancer agent .…”

Section: Introductionmentioning

confidence: 99%

Role of Degree of Oxidation of Graphene Oxide on Biginelli Reaction Kinetics

et al. 2017

View full text Add to dashboard Cite

The effect of varying degree of oxidation of graphene oxide on its catalytic activity for synthesis of dihydropyrimidinones via Biginelli reaction is investigated. Graphene oxide with varying degree of oxidation (GO‐x) was synthesized, and characterized to confirm the change in functional groups on GO surface with different amount of oxidizing agent used during synthesis. An increase in amount of oxidant, increases the percentage of oxygen in GO‐x, increasing the d‐spacing and thus enhancing the exfoliation of GO‐x. The carboxylic acid groups increase with increasing oxidation degree, while the proportion of hydroxyl groups is almost the same. GO‐x shows excellent activity towards catalysing Biginelli reaction. An increase in oxygen content in GO‐x improves its catalytic activity, which is attributed to the increased acidity in GO‐x. Reaction kinetics imply a second order reaction. GO‐x shows excellent recyclability with only marginal loss in activity on recycle.

show abstract

Graphite catalyzed solvent free synthesis of dihydropyrimidin-2(1H)-ones/thiones and their antidiabetic activity

Cited by 89 publications

References 40 publications

5-Acetyl-6-methyl-4-phenyl-1-(prop-2-ynyl)-3,4-dihydropyrimidin-2(1H)-one

5-Acetyl-6-methyl-4-phenyl-1-(prop-2-ynyl)-3,4-dihydropyrimidin-2(1H)-one

Synthesis, antibacterial studies, and molecular modeling studies of 3,4-dihydropyrimidinone compounds

Role of Degree of Oxidation of Graphene Oxide on Biginelli Reaction Kinetics

Contact Info

Product

Resources

About