Contemporary Progress in the Synthetic Strategies of Imidazole and its Biological Activities

Soni, Jay; Sethiya, Ayushi; Sahiba, Nusrat; Agarwal, Dinesh K.; Agarwal, Shikha

doi:10.2174/1570179416666191007092548

Cited by 27 publications

(17 citation statements)

References 102 publications

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“…Owning to this, a detailed discussion is a demand of present era to demonstrate the huge expansion and state-of-art innovation on this field. Motivated by the aforesaid outcomes and in continuation of our interest in the N-heterocyclic scaffolds studies, [33][34][35][36][37] a comprehensive and systematic review article on acridine-1,8-dione's synthetic pathways and bio-applicability from 1980's to date has been written by our research group which divulges their utility as a potent pharmacophore for the treatment of different ailments and also enlighten their current propersity in diverse areas. Firstly, we have recapitulated synthetic methodologies of acridinediones via varied routes like use of different catalysts, acid, metal, nano-catalyst, ionic-liquid, deep eutectic solvent applying conventional heating, stirring, microwave-irradiation (MWI), ultrasound (US) and other energy sources.…”

Section: Introductionmentioning

confidence: 99%

Acridine‐1,8‐diones: Synthesis and Biological Applications

Sahiba¹,

Sethiya²,

Soni³

et al. 2021

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The unpretentious features of acridine‐1,8‐diones viz. presence of N‐heteroatom, electronic behavior, acridine ring skeleton and wide possibilities of diversified substitution, bichromophoric structure and interaction ability with various proteins, make them an interesting scaffold of heterocyclic, medicinal and industrial chemistry. A tremendous development in the field of acridinediones in terms of synthetic strategies, bioactivity, industrial and other applicability has been explored in past four decades. In this perspective, an overview has been given on the state‐of‐art discoveries for the synthesis and biological applications of acridine‐1,8‐diones from 1980 to 2020. The study highlighted the history, chemistry and properties of these derivatives and provided deep insights into the synthetic protocols using various catalysts and techniques like nano‐catalyst, ionic‐liquids, microwave, ultrasound etc. under varied conditions along with biological activity against many lethal diseases. Finally, the respective prospects and limitations to these systems have been addressed. Furthermore, attempts have been done to bring many outstanding researches together and express the significance of acridine‐1,8‐diones through several aspects. We hope that the article shall deliver an impetus to explore further the synthetic values and mechanistic puzzles of acridinedione moiety and to design more promising hybrid multi‐targeted drugs and other industrial composites for the goodness of humanity

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Section: Introductionmentioning

confidence: 99%

Acridine‐1,8‐diones: Synthesis and Biological Applications

Sahiba¹,

Sethiya²,

Soni³

et al. 2021

ChemistrySelect

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“…The outstanding and diverse bioactivity of imidazole-containing pharmaceuticals [ 6 ], as well as their role as ligands for transition metals [ 7 ], and organocatalysis [ 8 ], has stimulated an array of creative syntheses [ 9 – 10 ]. Among the numerous routes to imidazoles [ 11 – 12 ], the condensation of metalated isocyanides with nitrogenous π-electrophiles is distinguished by excellent efficiency and modularity.…”

Section: Introductionmentioning

confidence: 99%

One-step synthesis of imidazoles from Asmic (anisylsulfanylmethyl isocyanide)

Mueller¹,

Chao²,

Alwedi³

et al. 2021

Beilstein J. Org. Chem.

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Substituted imidazoles are readily prepared by condensing the versatile isocyanide Asmic, anisylsulfanylmethylisocyanide, with nitrogenous π-electrophiles. Deprotonating Asmic with lithium hexamethyldisilazide effectively generates a potent nucleophile that efficiently intercepts nitrile and imine electrophiles to afford imidazoles. In situ cyclization to the imidazole is promoted by the conjugate acid, hexamethyldisilazane, which facilitates the requisite series of proton transfers. The rapid formation of imidazoles and the interchange of the anisylsulfanyl for hydrogen with Raney nickel make the method a valuable route to mono- and disubstituted imidazoles.

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“…antivirals, anticancer, anti-inflammatory, antimicrobials, anti-ulcer, etc. Due to the distinct mechanisms of actions, this area of research is always expanding [ 17 ].…”

Section: Introductionmentioning

confidence: 99%

Assessment of effective imidazole derivatives against SARS-CoV-2 main protease through computational approach

et al. 2020

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Because of the fast increase in deaths due to Corona Viral Infection in majority region in the world, the detection of drugs potent of this infection is a major need. With this idea, docking study was executed on eighteen imidazole derivatives based on 7-chloro-4-aminoquinoline against novel Coronavirus (SARS-CoV-2). In this study, we carried out a docking study of these molecules in the active site of SARS-CoV-2 main protease. The result indicate that Molecules N° 3, 7 and 14 have more binding energy with SARS-CoV-2 main protease recently crystallized (pdb code 6LU7 ) in comparison with the other imidazole derivatives and the two drug; Chloroquine and hydroxychloroquine. Because of the best energy of interaction, these three molecules could have the most potential antiviral treatment of COVID-19 than the other studied compounds. The structures with best affinity in the binding site of the protease have more than 3 cycles and electronegative atoms in the structure. This may increase the binding affinity of these molecules because of formation of π-bonds, halogen interactions and/or Hydrogen bond interactions between compounds and the enzyme. So, compounds with more cycles and electronegative atoms could have a potent inhibition of SARS-CoV-2 main protease.

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Contemporary Progress in the Synthetic Strategies of Imidazole and its Biological Activities

Cited by 27 publications

References 102 publications

Acridine‐1,8‐diones: Synthesis and Biological Applications

Acridine‐1,8‐diones: Synthesis and Biological Applications

One-step synthesis of imidazoles from Asmic (anisylsulfanylmethyl isocyanide)

Assessment of effective imidazole derivatives against SARS-CoV-2 main protease through computational approach

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