New α-Hydrazinophosphonic acid: Synthesis, characterization, DFT study and in silico prediction of its potential inhibition of SARS-CoV-2 main protease

Benbouguerra, Khalissa; Chafai, Nadjib; Chafaa, Salah; Touahria, Youcef Islam; Tlidjane, Hamida

doi:10.1016/j.molstruc.2021.130480

Cited by 60 publications

(27 citation statements)

References 49 publications

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“…In general, studies included in this review use conventional chemical reactions and short synthetic routes, with moderate to high overall yields. One-pot multicomponent reactions were applied as well [22,35]. It is an excellent tool for rapidly generating small molecules with broad chemical diversity and molecular complexity [45].…”

Section: Resultsmentioning

confidence: 99%

“…The gram-scale synthesis was also efficient under ultrasound irradiation, providing the phloroglucinol derivative in 94% after 20 min of reaction. Under optimized conditions, quinoxaline derivatives [22,37] and pyrazine derivatives [36] were prepared using an ultrasound-assisted methodology. Compared to their previously reported synthesis, the new sonochemical method was performed in shorter times and avoided using solvents that are not environmentally friendly.…”

Section: Resultsmentioning

confidence: 99%

“…Potential multi-target drugs are more advantageous than mono-target ones in better pharmacokinetics prediction and reduced risk of drug synergism [7]. Only 4 studies (16% of the studies) evaluated the novel synthetic compounds as multi-target potential drugs [19,21,22,29]. In this regard, we can mention the work of Kalay et al [29].…”

Section: Computational Studiesmentioning

confidence: 99%

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2021

Biointerface Res Appl Chem

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Severe Acute Respiratory Syndrome Coronavirus 2 (SARS-CoV-2), detected first in China, spread out fast to other parts of the world, and was soon recognized as a pandemic in March 2020. According to WHO, 179.686.071 confirmed cases and 3.899.172 deaths due to new coronavirus were reported worldwide on 26th June 2021. Despite countless efforts in searching for repositioned drugs to treat this disease, the results are still modest. Thus, the search for new molecular entities in the treatment of COVID-19 is an essential field in medicinal chemistry. Since the pandemic's beginning, several studies have reported the synthesis of novel organic compounds and their in silico interactions with the new coronavirus. Such computational studies are currently being applied to unveil the complexities of drug-target molecule interaction and also helping in developing new pharmacological treatments. This systematic review aims to provide an overview of studies describing the utilization of novel compounds as prospective drugs in the treatment of COVID-19.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Computational Studiesmentioning

confidence: 99%

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2021

Biointerface Res Appl Chem

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“…Similarly, the values of HOMO (the capacity of a molecule to give electrons to an acceptor species is favored by high values) and LUMO (the ability of a molecule to take electrons is preferred by the low values) can determine the stability and reactivity of our compounds (Benbouguerra et al 2021;Mubarik et al 2021). C33 was seen to be able to donate electrons (HOMO = −8.898 eV) and also could take electrons (LUMO = −1.636 eV).…”

Section: Quantum Reactivity Analysismentioning

confidence: 99%

“…The active regions on our three compounds were elucidated by measuring their molecular surface electrostatic potentials (MEP) through quantum chemical calculations (Benbouguerra et al 2021;Mubarik et al 2021). This evaluation will locate the site of chemical reactivity of our molecules which is represented by the 3D maps at optimized geometry in Fig.…”

Section: Molecular Surface Electrostatic Potentialmentioning

confidence: 99%

Novel Molecules derived from 3-O-(6-galloylglucoside) inhibit Main Protease of SARS-CoV 2 In Silico

et al. 2021

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The ongoing pandemic caused by the severe acute respiratory syndrome 2 (SARS-CoV 2) has led to more than 168 million confirmed cases with 3.5 million deaths as at 28th May, 2021 across 218 countries. The virus has a cysteine protease called main protease (Mpro) which is significant to it life cycle, tagged as a suitable target for novel antivirals. In this computer-assisted study, we designed 100 novel molecules through an artificial neural network-driven platform called LigDream ( https://playmolecule.org/LigDream/ ) using 3-O-(6-galloylglucoside) as parent molecule for design. Druglikeness screening of the molecules through five (5) different rules was carried out, followed by a virtual screening of those molecules without a single violation of the druglike rules using AutoDock Vina against Mpro. The in silico pharmacokinetic features were predicted and finally, quantum mechanics/molecular mechanics (QM/MM) study was carried out using Molecular Orbital Package 2016 (MOPAC2016) on the overall hit compound with controls to determine the stability and reactivity of the lead molecule. The findings showed that eight (8) novel molecules violated none of the druglikeness rules of which three (3) novel molecules (C33, C35 and C54) showed the utmost binding affinity of −8.3 kcal/mol against Mpro; C33 showed a good in silico pharmacokinetic features with acceptable level of stability and reactively better than our controls based on the quantum chemical descriptors analysis. However, there is an urgent need to carry out more research on these novel molecules for the fight against the disease. Supplementary Information The online version contains supplementary material available at 10.1007/s11696-021-01899-y.

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Substituted Benzalacetophenone Molecules: A Computational Investigation of Structural, PED & Non‐Linear Optical Properties

et al. 2023

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This protocol presents a complete theoretical study on the substituted benzalacetophenone molecules. In this study, eighteen chalcone derivatives 1-18 were evaluated with respect to their first-and second-order hyperpolarizability parameters. For this purpose, the molecular geometries of 1-18 were optimized using set 631 g (d,p) and hybrid functional B3LYP. Spectroscopic characterizations for 1-18 were executed through the calculations of IR, UV-Vis, 1 H NMR and 13 C NMR spectra. The quantum chemical parameters such as chemical potential, chemical hardness, electronegativity and electrophilicity indexes were obtained using the frontier molecular orbital (FMO) energies. The potential energy distribution (PED) analysis was used to provide a detailed assignment of vibrational bands. Important contributions to electronic absorption bands from FMOs were also evaluated. The distribution of FMOs to the whole molecule was investigated to determine the nature of electronic charge transfers in the target structures. The static and dynamic first-and second-order hyperpolarizability parameters for 1-18 were calculated by using CAM-B3LYP/6-31 + + G(d,p). The static β and γ were calculated at the ranges of 1.348-2.967 × 10 À 29 esu and 82.50-136.2 × 10 À 36 esu. This wide range of β and γ values indicates that chalcone derivatives with rational substitution may be promising candidates for first-and second-order NLO applications. The findings of this study contribute to the understanding of the relationships between molecular structure and non-linear optical properties, thus paving the way for the design of new materials with improved non-linear optical properties.

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New α-Hydrazinophosphonic acid: Synthesis, characterization, DFT study and in silico prediction of its potential inhibition of SARS-CoV-2 main protease

Cited by 60 publications

References 49 publications

Untitled

Untitled

Novel Molecules derived from 3-O-(6-galloylglucoside) inhibit Main Protease of SARS-CoV 2 In Silico

Substituted Benzalacetophenone Molecules: A Computational Investigation of Structural, PED & Non‐Linear Optical Properties

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