Theoretical study on coordination of methanol clusters to 3-methyl-4-pyrimidone

Muzomwe, Mayaliwa; Muya, Jules Tshishimbi; Chung, Hoeil; Kasende, Okuma Emile

doi:10.1007/s11224-017-0992-1

Cited by 5 publications

(2 citation statements)

References 12 publications

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“…The interaction energy in water dimer is nearly − 4.9 kcal/mol [60]. This difference indicates that H-bonds in water clusters are strengthened due to H-bond cooperativity [61]. The shortest H-bonds formed between A-D and nearest water molecule in M(H 2 O) n are in good agreement with the computed interaction energies ( Table 3).…”

Section: Interaction Energy Of A-e With Watersupporting

confidence: 70%

Conceptual DFT study of the chemical reactivity of four natural products with anti-sickling activity

et al. 2019

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Theoretical reactivity indices based on the conceptual density functional theory were computed to investigate the reactivity of four anti-sickling plant-isolated terpenes: betulinic acid, betulinic acid acetate, friedelan-3-one, and ursolic acid. Herein, global reactivity indices such as the HOMO energy, electronic chemical potential, hardness, and electrophilicity and the local reactivity descriptors like Fukui functions, dual descriptors, and molecular electrostatic potentials for the anti-sickling agents are discussed. The binding energies of water on the most active site are in between − 19 and − 6 kcal/ mol at B3LYP/6-31G(d). A molecular docking of anti-sickling agents and deoxyhemoglobin including binding energies, hydrogen bond distances and pictorial representation of viable docked poses revealed that betulinic acid and ursolic acid are the most potent molecules with a common binding site.

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Section: Interaction Energy Of A-e With Watersupporting

confidence: 70%

Conceptual DFT study of the chemical reactivity of four natural products with anti-sickling activity

et al. 2019

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“…The enthusiasm behind this topic is to be associated with the central role that nuclear bases play in the genetics and reproduction of species (18)(19). Along similar lines, the literature documents several theoretical and experimental studies on hydrogen bonds involving pyrimidine and pyrimidone derivatives with proton donor species due to the paramount role of hydrogen bonding in biological molecules (20)(21)(22). These studies revealed that strong acids prefer to interact with nitrogen while weak acids prefer to form more stable complexes when they interact with carbonyl.…”

Section: Introductionmentioning

confidence: 99%

Regioselectivity and physical nature of the interactions between (methyl)guanine with HCl and CH3OH

Detila,

Isamura,

Bilonda

et al. 2024

Preprint

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A comprehensive study of the hydrogen bonding interactions between guanine (G) and methyl guanine derivatives (MGs) in the presence of HCl and MeOH is carried out at B3LYP, B3LYP-D3 and M062X/6-311 + + G(d.p) levels using molecular electrostatic potential, natural bond orbital, and symmetry adapted perturbation theory. Making use of these state-of-the-art techniques, this study attempts to elucidate the chemical bonding, regioselectivity, and physical nature of the interactions responsible for the stability of (M)G…L (L = HCl, MeOH) acid-base complexes. Our calculations reveal that 1-G, 3-MG, and 5-MG interact more strongly with MeOH than HCl due to the positive hydrogen bond cooperativity. Furthermore, the carbonyl site on G is found to be the most reactive site, while methyl substitution increases the basicity of the nucleobase, thus yielding more stable complexes. The strongest H-bond interaction in G-complexes is found when HCl and MeOH attack carbonyl in anti-position. Finally, energy decomposition analyses through the symmetry-adapted perturbation theory reveal that most complexes are mainly stabilized via electrostatic interactions. The energy difference between complex isomers shows a competition between 3-HCl-G (MG) and 4-HCl-G (MG) at ∆G level where thermal, BSSE and entropy terms are included.

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Interplay of thermochemistry and Structural Chemistry: the journal (volume 29, 2018, issues 1–2) and the discipline

2019

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Theoretical study on coordination of methanol clusters to 3-methyl-4-pyrimidone

Cited by 5 publications

References 12 publications

Conceptual DFT study of the chemical reactivity of four natural products with anti-sickling activity

Conceptual DFT study of the chemical reactivity of four natural products with anti-sickling activity

Regioselectivity and physical nature of the interactions between (methyl)guanine with HCl and CH3OH

Interplay of thermochemistry and Structural Chemistry: the journal (volume 29, 2018, issues 1–2) and the discipline

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