2020
DOI: 10.1039/d0ra05717g
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Mannich bases derived from lawsone and their metal complexes: synthetic strategies and biological properties

Abstract: Lawsone (2-hydroxynaphthalene-1,4-dione) is a natural product which shows significant biological activity.

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Cited by 18 publications
(7 citation statements)
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“…26 Moreover, synthesis of aminonaphthoquinone Mannich base derivatives, as an interesting class of naphthoquinones, by multicomponent reactions of lawsone with a non-enolizable aldehyde and a primary or secondary amine via the Mannich reaction and their metal complexes using different conditions, and applications of these compounds has been reviewed. 27 Considering the above points, and also in continuation of our interest on the synthesis of different kinds of heterocyclic compounds based on MCRs, 28 herein we wish to report one-pot three-component synthesis of new lawsone enaminones from lawsone, triethyl orthoformate and aromatic amines in the presence of guanidinium chloride under solvent-free conditions and investigation of their Z/E(C]C)-isomerization in DMSO-d 6 at room temperature by 1 H-NMR spectroscopy. To the best of our knowledge, there are no reports available for the synthesis of lawsone enaminone derivatives in the literature.…”
Section: Introductionmentioning
confidence: 99%
“…26 Moreover, synthesis of aminonaphthoquinone Mannich base derivatives, as an interesting class of naphthoquinones, by multicomponent reactions of lawsone with a non-enolizable aldehyde and a primary or secondary amine via the Mannich reaction and their metal complexes using different conditions, and applications of these compounds has been reviewed. 27 Considering the above points, and also in continuation of our interest on the synthesis of different kinds of heterocyclic compounds based on MCRs, 28 herein we wish to report one-pot three-component synthesis of new lawsone enaminones from lawsone, triethyl orthoformate and aromatic amines in the presence of guanidinium chloride under solvent-free conditions and investigation of their Z/E(C]C)-isomerization in DMSO-d 6 at room temperature by 1 H-NMR spectroscopy. To the best of our knowledge, there are no reports available for the synthesis of lawsone enaminone derivatives in the literature.…”
Section: Introductionmentioning
confidence: 99%
“…Figs. [5][6][7][8][9][10][11][12][13][14][15] show the bonding of some compounds in proteins. Table 5 shows various interactions involved between receptors and compounds, types of bonding, and bond length.…”
Section: Molecular Docking Studymentioning
confidence: 99%
“…Moreover, it has been used as the starting material for the synthesis of a variety of biologically active compounds and materials with interesting properties. [28][29][30][31] This review highlights the synthesis of benzo[a]phenazin-5-ol derivatives from lawsone and benzene-1,2-diamines and their applications for the construction of a variety of ve and six membered fused heterocycles.…”
Section: Introductionmentioning
confidence: 99%