Antibacterial Drugs

Chan, Ariane; Cross, J.Thomas; He, Yinghui; and, Blaise Lippa; Ryan, D. M.

doi:10.1002/9781118354483.ch10

Drug Discovery 2013

DOI: 10.1002/9781118354483.ch10

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Antibacterial Drugs

Ariane Chan¹,

J.Thomas Cross²,

Yinghui He³

et al.

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Cited by 2 publications

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“…With the discovery of the “magic” drug penicillin ( 1 ) in 1928 (Figure ), the golden age of antibiotic discovery was ignited. Many natural, synthetic, and semisynthetic antibacterial subclasses within the β-lactam family have been identified since Fleming’s landmark discovery, for example, the cephalosporins, clavulanates, penemes, carbapenems, or the monocyclic monobactams [aztreonam ( 2 )]. All of these family members make β-lactams the most frequently prescribed drugs to cure infections caused by both Gram-positive and Gram-negative bacteria.…”

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confidence: 99%

Iodine(III)-Catalyzed Cascade Reactions Enabling a Direct Access to β-Lactams and α-Hydroxy-β-amino Acids

2016

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In the presented method, a one-pot metal-free access to β-lactams is provided. The developed strategy employs a hypervalent iodine(III)-triggered bromination/rearrangement/cyclization cascade reaction that allows the straightforward synthesis of a broad range of structurally different lactams from cheap and easily available imides. This triple cascade reaction is furthermore extendable by an in situ ring-opening reaction, giving direct access to isoserine derivatives from simple imines in a four-step, one-pot reaction.

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Iodine(III)-Catalyzed Cascade Reactions Enabling a Direct Access to β-Lactams and α-Hydroxy-β-amino Acids

2016

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Synthesis and antifungal activity of novel oxazolidin-2-one-linked 1,2,3-triazole derivatives

et al. 2017

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Novel oxazolidin-2-one-linked 1,2,3-triazole derivatives () were synthesized by straightforward and versatile azide-enolate (3 + 2) cycloaddition. The series of compounds was screened for antifungal activity against four filamentous fungi as well as six yeast species of spp. According to their efficiency and breadth of scope, they can be ordered as > > > , especially in relation to the activity displayed against ATCC-34138, ATCC-28592 and ATCC-8690, compounds, and showed excellent activity against (MIC 0.12, 0.25 and 0.12 μg mL, respectively), better than that of itraconazole (MIC 1 μg ml). The activity of compound (MIC = 2 μg mL) was higher than that observed for the standard antifungal drug (MIC = 8 μg mL) against , while compound displayed an excellent antimycotic activity against (MIC = 2 μg mL 4 μg mL for itraconazole). In addition, we describe herein a novel mild and eco-friendly synthetic protocol for obtaining β-ketosulfones (adducts to afford compounds ) from α-brominated carbonyls in an aqueous nanomicellar medium at room temperature.

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Antibacterial Drugs

Cited by 2 publications

References 331 publications

Iodine(III)-Catalyzed Cascade Reactions Enabling a Direct Access to β-Lactams and α-Hydroxy-β-amino Acids

Iodine(III)-Catalyzed Cascade Reactions Enabling a Direct Access to β-Lactams and α-Hydroxy-β-amino Acids

Synthesis and antifungal activity of novel oxazolidin-2-one-linked 1,2,3-triazole derivatives

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