Solvent effect on the intramolecular hydrogen bond in 8-quinolinol N-oxide

1996 ◽  
Vol 25 (2) ◽  
pp. 179-189 ◽  
Author(s):  
T. Dziembowska ◽  
Z. Malarski ◽  
B. Szczodrowska
Keyword(s):  
Hydrogen Bond ◽  
Solvent Effect ◽  
Intramolecular Hydrogen Bond ◽  
Intramolecular Hydrogen

Intramolecular Hydrogen Bond Reverting the Solvent Effect on Phosphorus Hyperfine Coupling Constants of β-Phosphorylated Nitroxides

ChemPhysChem ◽  
2016 ◽  
Vol 17 (23) ◽  
pp. 3954-3963 ◽  
Author(s):  
Gérard Audran ◽  
Lionel Bosco ◽  
Paul Brémond ◽  
Teddy Butscher ◽  
Sylvain R. A. Marque ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Solvent Effect ◽  
Intramolecular Hydrogen Bond ◽  
Hyperfine Coupling ◽  
Coupling Constants ◽  
Hyperfine Coupling Constants ◽  
Intramolecular Hydrogen

Solvent Effect on the Isomeric Equilibrium of Carbohydrates:  The Superior Ability of 2,2,2-Trifluoroethanol for Intramolecular Hydrogen Bond Stabilization†

2001 ◽  
Vol 123 (50) ◽  
pp. 12605-12610 ◽  
Author(s):  
Antonio Molinaro ◽  
Cristina De Castro ◽  
Rosa Lanzetta ◽  
Emiliano Manzo ◽  
Michelangelo Parrilli
Keyword(s):  
Hydrogen Bond ◽  
Solvent Effect ◽  
Intramolecular Hydrogen Bond ◽  
Intramolecular Hydrogen

Effect of the intramolecular hydrogen bond in the active metabolite analogs of leflunomide for blocking the Plasmodium falciparum dihydroorotate dehydrogenase enzyme: QTAIM, NBO, and docking study

2020 ◽  
Vol 16 ◽  
Author(s):  
Reihaneh Heidarian ◽  
Mansoureh Zahedi-Tabrizi
Keyword(s):  
Hydrogen Bond ◽  
Plasmodium Falciparum ◽  
Molecular Orbital ◽  
Intramolecular Hydrogen Bond ◽  
Active Metabolite ◽  
Chemical Hardness ◽  
Dihydroorotate Dehydrogenase ◽  
Molecular Orbital Analysis ◽  
Intramolecular Hydrogen ◽  
Orbital Analysis

: Leflunomide (LFM) and its active metabolite, teriflunomide (TFM), have drawn a lot of attention for their anticancer activities, treatment of rheumatoid arthritis and malaria due to their capability to inhibit dihydroorotate dehydrogenase (DHODH) and Plasmodium falciparum dihydroorotate dehydrogenase (PfDHODH) enzyme. In this investigation, the strength of intramolecular hydrogen bond (IHB) in five analogs of TFM (ATFM) has been analyzed employing density functional theory (DFT) using B3LYP/6-311++G (d, p) level and molecular orbital analysis in the gas phase and water solution. A detailed electronic structure study has been performed using the quantum theory of atoms in molecules (QTAIM) and the hydrogen bond energies (EHB) of stable conformer obtained in the range of 76-97 kJ/mol, as a medium hydrogen bond. The effect of substitution on the IHB nature has been studied by natural bond orbital analysis (NBO). 1H NMR calculations show an upward trend in the proton chemical shift of the enolic proton in the chelated ring (14.5 to 15.7ppm) by increasing the IHB strength. All the calculations confirmed the strongest IHB in 5-F-ATFM and the weakest IHB in 2-F-ATFM. Molecular orbital analysis, including the HOMO-LUMO gap and chemical hardness, was performed to compare the reactivity of inhibitors. Finally, molecular docking analysis was carried out to identify the potency of inhibition of these compounds against PfDHODH enzyme.

scholarly journals CP/MASS 13C NMR Spectra of Cellulose Solids: An Explanation by the Intramolecular Hydrogen Bond Concept

1985 ◽  
Vol 17 (5) ◽  
pp. 701-706 ◽  
Author(s):  
Kenji Kamide ◽  
Kunihiko Okajima ◽  
Keisuke Kowsaka ◽  
Toshihiko Matsui
Keyword(s):  
Hydrogen Bond ◽  
Intramolecular Hydrogen Bond ◽  
13C Nmr ◽  
Nmr Spectra ◽  
13C Nmr Spectra ◽  
Intramolecular Hydrogen
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