Design and total synthesis of (-)-codonopsinine, (-)-codonopsine and codonopsinine analogues by O-(2-oxopyrrolidin-5-yl)trichloroacetimidate as amidoalkylating agent with improved antimicrobial activity via solid lipid nanoparticle formulations

El‐Nezhawy, Ahmed O. H.; Alrobaian, Majed; Khames, Ahmed; El-Badawy, Mohamed F.; Abdelwahab, Sayed F.

doi:10.1016/j.bmc.2019.02.021

Cited by 9 publications

(4 citation statements)

References 48 publications

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“…It was and remains a fascinating field of research which need to be deeply investigated. Referring to previous studies, many uses of heterocyclic compounds as antiallergic [ 55 ], analgesic [ 56 ], anti-inflammatory, antidiabetic [ 57 ] and Ocular hypotensive activities [ 58 ]. One of the most motivating cyclical amino L-pyroglutamic acid (L-PGA) which has several pharmaceutical properties.…”

Section: Resultsmentioning

confidence: 99%

Searching potential antiviral candidates for the treatment of the 2019 novel coronavirus based on DFT calculations and molecular docking

Sagaama

Brandán

Issa

et al. 2020

Heliyon

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In the present work, the succinic acid (SA), L-pyroglutamic acid (L-PGA), N-phenyl-thioacetamide (N-NPTA), 2-amino-5-chloropyridine hydrogen succinate (ACPS), epigallocatechine Gallate (EGCG) or KDH and, selenomethionine (SeM) compounds have been proposed as potential antiviral candidates to treatment of COVID-19 based on B3LYP/6-311++G∗∗ calculations and molecular docking. Solvation energies, stabilization energies, topological properties have been evaluated as function of acceptors and donors groups present in their structures. ACPS presents the higher reactivity in solution possibly because has the higher nucleophilicity and elecrophilicity indexes while KDH evidence the higher solvation energy probably due to the higher quantity of donors and acceptors groups. NBO studies show that KDH is the most stable in solution. Mapped MEP surfaces have evidenced stronger nucleophilic and electrophilic sites in ACPS, in agreement with the three C=O and two N–H and O–H groups present in this species while KDH has only a C=O group but a total of 19 acceptors and donors groups. From the above studies for six species we can propose that the better potential antiviral candidate to treatment of COVID-19 is ACPS and then, KDH. For a better prediction of the antiviral and anti-inflammatory properties of the proposed compounds, molecular docking calculations were performed by using four structures of COVID-19. Docking results were discussed basing on binding affinities and the interaction types among ligands and different amino acid residues, indicating the powerful ability of KDH and then ACPS ligands on front of the novel coronavirus disease especially for the first and the fourth species (6LU7, 7BTF).

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Section: Resultsmentioning

confidence: 99%

Searching potential antiviral candidates for the treatment of the 2019 novel coronavirus based on DFT calculations and molecular docking

Sagaama

Brandán

Issa

et al. 2020

Heliyon

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“…Subsequently, the resulting silyl radical (15) abstracts bromine from alkyl bromide ( 16 hypotensive activity without effects on the central nervous system. 35 Allylamine 2aa, prepared by a decarboxylative cross-coupling of (3,4-dimethoxyphenyl)acetic acid with 1a, was subjected to OsO4-catalyzed dihydroxylation reaction to provide isomeric products 26.…”

Section: Methodsmentioning

confidence: 99%

The synthesis of chiral branched allylamines through dual photoredox/nickel catalysis

Garbacz

Stecko

2021

Preprint

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Allylamines are versatile building blocks in the synthesis of various naturally occurring products and pharmaceuticals. In contrast to terminal allylamines, the methods of synthesis of their branched congeners with internal, stereodefined double bond are less explored. This work describes a new approach for a preparation of allylamines via cross-coupling of alkyl bromides with simple 3-bromoallylamines by merging photoredox and Ni-catalysis. The reaction proceeds under mild conditions, under blue light irradiation and in the presence of an organic dye, 4CzIPN, as a photocatalyst. The scope of suitable reaction partners is broad, including alkyl bromides bearing reactive functionalities (e.g., esters, nitriles, aldehydes, ketones, epoxides), and N-protected allylamines, as well as N-allylated secondary and tertiary amines and heterocycles. The employment of non-racemic starting mater.ials allows for rapid and easy construction of complex multifunctional allylamine derivatives without erosion of enatiomeric purity

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“…This method is routinely applied in laboratory medicine to determine the susceptibility profile of clinical isolates to conventional antibiotics. Moreover, it is also successfully used for the screening and investigation of plant extracts, quantum dots, and nanoparticles [64][65][66][67][68][69][70].…”

Section: Standard Methods Used For the Determination Of Antimicrobialmentioning

confidence: 99%

Methods Used for the Eradication of Staphylococcal Biofilms

et al. 2019

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Staphylococcus aureus is considered one of the leading pathogens responsible for community and healthcare-associated infections. Among them, infections caused by methicillin-resistant strains (MRSA) are connected with ineffective or prolonged treatment. The therapy of staphylococcal infections faces many difficulties, not only because of the bacteria’s resistance to antibiotics and the multiplicity of virulence factors it produces, but also due to its ability to form a biofilm. The present review focuses on several approaches used for the assessment of staphylococcal biofilm eradication. The methods described here are successfully applied in research on the prevention of biofilm-associated infections, as well as in their management. They include not only the evaluation of the antimicrobial activity of novel compounds, but also the methods for biomaterial functionalization. Moreover, the advantages and limitations of different dyes and techniques used for biofilm characterization are discussed. Therefore, this review may be helpful for those scientists who work on the development of new antistaphylococcal compounds.

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Design and total synthesis of (-)-codonopsinine, (-)-codonopsine and codonopsinine analogues by O-(2-oxopyrrolidin-5-yl)trichloroacetimidate as amidoalkylating agent with improved antimicrobial activity via solid lipid nanoparticle formulations

Cited by 9 publications

References 48 publications

Searching potential antiviral candidates for the treatment of the 2019 novel coronavirus based on DFT calculations and molecular docking

Searching potential antiviral candidates for the treatment of the 2019 novel coronavirus based on DFT calculations and molecular docking

The synthesis of chiral branched allylamines through dual photoredox/nickel catalysis

Methods Used for the Eradication of Staphylococcal Biofilms

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