ArticleScientific reports2014
Chemical modulation of the biological activity of reutericyclin: a membrane-active antibiotic from Lactobacillus reuteri.
Article in Scientific reports, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.
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Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
18 citing papers in PubMed, 31 citations in OpenAlex.
- Modular biosynthesis of microbiome-derived polyketides and nonribosomal peptides: insights and opportunities for Lactobacillaceae.Microbial cell factories · 2026Review
- Evolutionary repurposing of a metabolic thiolase complex enables antibiotic biosynthesis.Nature communications · 2026Article
- Reutericyclin mitigates risperidone-induced suppression of anaerobic energy expenditure.American journal of physiology. Regulatory, integrative and comparative physiology · 2025Article
- Development ofFrontiers in reproductive health · 2023Article
- Clostridioides difficile Modifies its Aromatic Compound Metabolism in Response to Amidochelocardin-Induced Membrane Stress.mSphere · 2022Article
- Structural Studies of β-Diketones and Their Implications on Biological Effects.Pharmaceuticals (Basel, Switzerland) · 2021Review
- (S)-Reutericyclin: Susceptibility Testing and In Vivo Effect on Murine Fecal Microbiome and Volatile Organic Compounds.International journal of molecular sciences · 2021Article
- Tetramic Acids Mutanocyclin and Reutericyclin A, Produced byFrontiers in oral health · 2021Article
- CariogenicACS infectious diseases · 2020Article
- Pharmacophore Modeling, Synthesis, and Antibacterial Evaluation of Chalcones and Derivatives.ACS omega · 2018Article
- Synthesis and Biological Evaluation of the Antimicrobial Natural Product Lipoxazolidinone A.Angewandte Chemie (International ed. in English) · 2018Article
- Development of Methionyl-tRNA Synthetase Inhibitors as Antibiotics for Gram-Positive Bacterial Infections.Antimicrobial agents and chemotherapy · 2017Article
- 5-Hydroxyethyl-3-tetradecanoyltetramic acid represents a novel treatment for intravascular catheter infections due to Staphylococcus aureus.The Journal of antimicrobial chemotherapy · 2017Article
- Design, synthesis and microbiological evaluation of ampicillin-tetramic acid hybrid antibiotics.The Journal of antibiotics · 2017Article
- The biofilm inhibitor Carolacton inhibits planktonic growth of virulent pneumococci via a conserved target.Scientific reports · 2016Article
- In vitro toxicity determination of antifungal constituents from Combretum zeyheri.BMC complementary and alternative medicine · 2016Article
- Gastrointestinal localization of metronidazole by a lactobacilli-inspired tetramic acid motif improves treatment outcomes in the hamster model of Clostridium difficile infection.The Journal of antimicrobial chemotherapy · 2015Article
- Synthesis, structure-activity relationship studies, and antibacterial evaluation of 4-chromanones and chalcones, as well as olympicin A and derivatives.Journal of medicinal chemistry · 2014Article
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Authors and funding
6 authors at 2 institutions in 1 country.
Funding
Abstract
Whilst the development of membrane-active antibiotics is now an attractive therapeutic concept, progress in this area is disadvantaged by poor knowledge of the structure-activity relationship (SAR) required for optimizing molecules to selectively target bacteria. This prompted us to explore the SAR of the Lactobacillus reuteri membrane-active antibiotic reutericyclin, modifying three key positions about its tetramic acid core. The SAR revealed that lipophilic analogs were generally more active against Gram-positive pathogens, but introduction of polar and charged substituents diminished their activity. This was confirmed by cytometric assays showing that inactive compounds failed to dissipate the membrane potential. Radiolabeled substrate assays indicated that dissipation of the membrane potential by active reutericyclins correlated with inhibition of macromolecular synthesis in cells. However, compounds with good antibacterial activities also showed cytotoxicity against Vero cells and hemolytic activity. Although this study highlights the challenge of optimizing membrane-active antibiotics, it shows that by increasing antibacterial potency the selectivity index could be widened, allowing use of lower non-cytotoxic doses.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.