Synthesis and pharmacological evaluations of 4-hydroxycoumarin derivatives as a new class of anti-<i>S</i>
                  <i>taphylococcus aureus</i> agents

Li, Zhou-peng; Li, Jing; Qu, Di; Yang, Xiaohui; Zhang, Zidan; Wang, Yukun; Luo, Xiaoxing; Li, Mingkai

doi:10.1111/jphp.12343

Cited by 13 publications

(9 citation statements)

References 26 publications

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“…Treatment efficacy was evaluated by examining bacterial colonization in the organs and blood of mice after phage therapy (1 × 10 7 PFU/mouse) following 1 h of infection with a non-lethal dosage of S. aureus (1 × 10 7 CFU/mouse). Mice infected with S. aureus strains showed relatively high pathogen density in organs (Takemura-Uchiyama et al, 2014 ; Li et al, 2015 ). However, the mice treated with SLPW showed significantly lower S. aureus levels in the spleen and lung than the control groups at every time point (Figure 9 ) suggesting that SLPW was therapeutically effective against systemic infection caused by S. aureus .…”

Section: Resultsmentioning

confidence: 99%

SLPW: A Virulent Bacteriophage Targeting Methicillin-Resistant Staphylococcus aureus In vitro and In vivo

Wang

Zheng

et al. 2016

Front. Microbiol.

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Staphylococcus aureus (S. aureus) is a Gram-positive pathogen causing a variety of infections in humans and animals. Extensive use of antibiotics has led to the emergence of methicillin-resistant S. aureus (MRSA). As an alternative antibacterial agent against drug-resistant S. aureus, a lytic phage, designated SLPW, was isolated from fecal sewage in a pig farm. The SLPW was morphologically classified under Podoviridae and contains a double-stranded DNA genome. The genome of SLPW was 17,861 bp (29.35% G+C) containing 20 open reading frames and lacked regions encoding lysogeny-related integrase gene and cI repressor gene. Phage SLPW showed a broad host range and high efficiency of plating against various types of S. aureus. One-step growth curve showed a short latency period (10 min) and a long lytic period (120 min). Phage SLPW remained stable under a wide range of temperatures or pH and was almost unaffected in chloroform or ultraviolet light. Further, it efficiently lysed MRSA strains in vitro and in vivo. Intraperitoneal phage administration at 1 h post-infection cured the mice and reduced the bacterial expression of inflammatory cytokines in mice. Specifically, the phage SLPW displayed a wide antibacterial spectrum. It was therapeutically effective against intra-abdominal infection in mice harboring different multilocus sequence typing (MLST) types of S. aureus strains. Therefore, phage SLPW is a potential therapeutic agent against MRSA infections.

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Section: Resultsmentioning

confidence: 99%

SLPW: A Virulent Bacteriophage Targeting Methicillin-Resistant Staphylococcus aureus In vitro and In vivo

Wang

Zheng

et al. 2016

Front. Microbiol.

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“…Vancomycin is one of the most widely used antibiotics against methicillin‐resistant S. aureus (MRSA); however, emergence of vancomycin‐resistant S. aureus necessitated the development of new antibiotics. [ 32 ] In recent years, it was shown that cationic small molecules have a different mechanism of action such as depolarizing and disturbing the bacterial membrane. [ 33 ] Schmitzer et al showed that benzimidazolium salts also follow a similar mechanism of action.…”

Section: Resultsmentioning

confidence: 99%

Catechol‐bearing imidazolium and benzimidazolium chlorides as promising antimicrobial agents

Karataş

Günal

Mansur

et al. 2020

Archiv der Pharmazie

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Catechol-containing imidazolium (four) and benzimidazolium chlorides (eight) were synthesized to evaluate their antimicrobial properties. All the compounds were fully characterized using 1 H and 13 C nuclear magnetic resonance, liquid chromatography-mass spectrometry, infrared spectroscopic methods, and elemental analyses. Antimicrobial activities of the compounds were tested against the bacteria Escherichia coli, Pseudomonas aeruginosa, Acinetobacter baumannii, Klebsiella pneumoniae, Staphylococcus aureus, methicillin-resistant S. aureus (MRSA), Enterococcus faecalis, and the fungal strains Candida albicans and Candida glabrata , and promising results were achieved. The two most important benzyl-substituted benzimidazolium chlorides, 3l and 3k, showed comparable activity to vancomycin against MRSA.

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“…It is well-known that 4-hydroxychromen-2-one is a star molecule. To date, a large number of studies have demonstrated that it has a wide range of biological activities 15 − 17 including antioxidant activity, 14 antibacterial activity, 15 and anti-cancer activity. 16 Moreover, a lot of classical organic synthetic reactions have showed that acetone can smoothly react with aniline to generate the electron-rich iso -propenylphenylamine or iso -propylidenephenylamine.…”

Section: Introductionmentioning

confidence: 99%

Bran-New Four-Molecule and Five-Molecule Cascade Reactions for One-Pot Synthesis of Pyrano[3,2-c]chromen-5-ones and Spiro[benzo[b][1,4]diazepine-2,2′-pyrano[3,2-c]chromen]-5′-ones under Catalyst- and Solvent-Free Conditions

Zhu

Zhou

et al. 2018

ACS Omega

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Herein, two versatile bran-new methods have been developed for building three new kinds of complicated-framework compounds including 2,4,4-trimethyl-2-(phenylamino)-3,4-dihydro-2H,5H-pyrano[3,2-c]chromen-5-ones, 4,4,4′,4′-tetramethyl-1,3,3′,4,4′,5-hexahydro-5′H-spiro-[benzo[b][1,4]diazepine-2,2′-pyrano[3,2-c]-chromen]-5′-ones, and 2,2,4′,4′-tetramethyl-2,3,3′,4′-tetrahydro-5H,5′H-spiro[benzo[b][1,4]-oxazepine-4,2′-pyrano[3,2-c]chromen]-5′-ones in a one-pot manner via four-molecule and five-molecule cascade reactions of commercially available 4-hydroxychromen-2-one, substituted anilines, and acetone. In consideration of these impressive features including no need of additional catalysts and solvents, moderate to good yields, excellent site-selectivity, and broad substrate/functional group tolerance, we believe that the two present protocols should have the potential for broad synthetic utility.

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Synthesis and pharmacological evaluations of 4-hydroxycoumarin derivatives as a new class of anti-S taphylococcus aureus agents

Abstract: Compared with the dihydropyran derivatives, biscoumarins exhibited more promising activity against both drug-sensitive and drug-resistant S. aureus, and it is efficacious in treating MRSA infections in mouse models with a favourable safety in human cells.

Cited by 13 publications

References 26 publications

SLPW: A Virulent Bacteriophage Targeting Methicillin-Resistant Staphylococcus aureus In vitro and In vivo

SLPW: A Virulent Bacteriophage Targeting Methicillin-Resistant Staphylococcus aureus In vitro and In vivo

Catechol‐bearing imidazolium and benzimidazolium chlorides as promising antimicrobial agents

Bran-New Four-Molecule and Five-Molecule Cascade Reactions for One-Pot Synthesis of Pyrano[3,2-c]chromen-5-ones and Spiro[benzo[b][1,4]diazepine-2,2′-pyrano[3,2-c]chromen]-5′-ones under Catalyst- and Solvent-Free Conditions

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