Design, Synthesis, and Antibacterial Activity of Demethylvancomycin Analogues against Drug‐Resistant Bacteria

Chang, Jun; Zhang, Si-Ji; Jiang, Yongwei; Xu, Li; Yu, Jianming; Zhou, Wei

doi:10.1002/cmdc.201300011

Cited by 15 publications

(11 citation statements)

References 21 publications

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“…Substitution of diaminobenzenesulfone and cyclohexanethiol moieties into compound 1 at the C‐2 and C‐3 positions resulted in improved inhibitory activity. Introduction of an amide group into compound 4 showed a good range of antibacterial activity, although it was mainly contingent on both the structural arrangement of the molecule and the bacterial strain used in the experiment …”

Section: Resultsmentioning

confidence: 99%

“…Introduction of an amide group into compound 4 showed a good range of antibacterial activity, although it was mainly contingent on both the structural arrangement of the molecule and the bacterial strain used in the experiment. [31] Based on the results obtained, the structure-activity relationships (SARs) of the synthesized compounds (3-5 aa) were investigated. In summary, S-cyclohexane, sulfonated arylamine moieties were found to be important for improved antibacterial activity.…”

Section: In Vitro Antibacterial Activitymentioning

confidence: 99%

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Synthesis and Antimicrobial Evaluation of 1,4‐Naphthoquinone Derivatives as Potential Antibacterial Agents

Ravichandiran

Masłyk

Sheet³

et al. 2019

ChemistryOpen

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1,4‐Naphthoquinones are an important class of compounds present in a number of natural products. In this study, a new series of 1,4‐naphthoquinone derivatives were synthesized. All the synthesized compounds were tested for in vitro antimicrobial activity. In this present investigation, two Gram‐positive and five Gram‐negative bacterial strains and one pathogenic yeast strain were used to determine the antibacterial activity. Naphthoquinones tested for its antibacterial potencies, among seven of them displayed better antimicrobial activity against Staphylococcus aureus ( S. aureus ; 30–70 μg/mL). Some of the tested compounds showed moderate to low antimicrobial activity against Pseudomonas aeruginosa ( P. aeruginosa ) and Salmonella bongori ( S. bongori ; 70–150 μg/mL). In addition, most active compounds against S. aureus were evaluated for toxicity to human blood cells using a hemolysis assay. For better understanding, reactive oxygen species (ROS) generation, time‐kill kinetic study, and apoptosis, necrosis responses were investigated for three representative compounds.

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Section: Resultsmentioning

confidence: 99%

Section: In Vitro Antibacterial Activitymentioning

confidence: 99%

Synthesis and Antimicrobial Evaluation of 1,4‐Naphthoquinone Derivatives as Potential Antibacterial Agents

Ravichandiran

Masłyk

Sheet³

et al. 2019

ChemistryOpen

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“…Initial attempts for selective protection were not successful and are described in the Supporting Information (SI section 2.4). A convenient approach consisted in the use of HBr as a selective reagent with 4a and 4b resulting in monobromide intermediates 6a and 6b . HBr was also employed for the synthesis in previous work; however, the authors did not fully describe how they obtained monobromide intermediates …”

mentioning

confidence: 99%

Cysteine-Targeted Insecticides against A. gambiae Acetylcholinesterase Are Neither Selective nor Reversible Inhibitors

Górecki

Andrýs

Schmidt

et al. 2019

ACS Med. Chem. Lett.

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Acetylcholinesterase cysteine-targeted insecticides against malaria vector Anopheles gambia and other mosquitos have already been introduced. We have applied the olefin metathesis for the preparation of cysteine-targeted insecticides in high yields. The prepared compounds with either a succinimide or maleimide moiety were evaluated on Anopheles gambiae and human acetylcholinesterase with relatively high irreversible inhibition of both enzymes but poor selectivity. The concept of cysteine binding was not proved by several methods, and poor stability was observed of the chosen most potent/selective compounds in a water/ buffer environment. Thus, our findings do not support the proposed concept of cysteine-targeted selective insecticides for the prepared series of succinimide or maleimide compounds.

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“…Compounds 27 , 28 , and 11 were prepared according to the methods reported in the literature . The precursors 17a–c were prepared according to the methods reported in the literature …”

Section: Methodsmentioning

confidence: 99%

Donepezil–melatonin hybrids as butyrylcholinesterase inhibitors: Improving binding affinity through varying mode of linking fragments

Łozińska

Świerczyńska

Molęda

et al. 2018

Archiv der Pharmazie

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Hybrid inhibitors of acetyl-and butyrylcholinesterase are compounds that combine structural motifs of two different classical inhibitors, leading to a dual binding ligand. A rapidly growing collection of those compounds involves a wide diversity of structural motifs, but the way of linking two active fragments and its impact on the affinity toward cholinesterases usually remains beyond the extent of investigation. We present hereby a detailed analysis of this aspect using melatonin-donepezil hybrids. A new series of compounds, in which two fragments are connected using a carbamate linker, exhibits excellent activity and selectivity toward butyrylcholinesterase. K E Y W O R D S biological activity, drug design, hydrolases, medicinal chemistry, structure-activity relationship Arch Pharm Chem Life Sci. 2018;351:e1800194.wileyonlinelibrary.com/journal/ardp

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Design, Synthesis, and Antibacterial Activity of Demethylvancomycin Analogues against Drug‐Resistant Bacteria

Cited by 15 publications

References 21 publications

Synthesis and Antimicrobial Evaluation of 1,4‐Naphthoquinone Derivatives as Potential Antibacterial Agents

Synthesis and Antimicrobial Evaluation of 1,4‐Naphthoquinone Derivatives as Potential Antibacterial Agents

Cysteine-Targeted Insecticides against A. gambiae Acetylcholinesterase Are Neither Selective nor Reversible Inhibitors

Donepezil–melatonin hybrids as butyrylcholinesterase inhibitors: Improving binding affinity through varying mode of linking fragments

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