ArticleNature communications2019
Gram-scale total synthesis of teixobactin promoting binding mode study and discovery of more potent antibiotics.
Article in Nature communications, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed.
- Vancomycin-Teixobactin Conjugates.Journal of the American Chemical Society · 2025Article
- Drug repurposing of natural depsipeptide fromFrontiers in pharmacology · 2025Article
- Discovery of a family of menaquinone-targeting cyclic lipodepsipeptides for multidrug-resistant Gram-positive pathogens.Communications biology · 2024Article
- Chimeric natural products derived from medermycin and the nature-inspired construction of their polycyclic skeletons.Nature communications · 2022Article
- Linearized teixobactin is inactive and after sequence enhancement, kills methicillin-resistant Staphylococcus aureus via a different mechanism.Peptide science (Hoboken, N.J.) · 2022Article
- Article
- Synthetic antibacterial discovery of symbah-1, a macrocyclic β-hairpin peptide antibiotic.iScience · 2022Article
- Biosynthesis and Mechanism of Action of the Cell Wall Targeting Antibiotic Hypeptin.Angewandte Chemie (International ed. in English) · 2021Article
- Emerging peptide antibiotics with therapeutic potential.Medicine in drug discovery · 2021Review
- Towards the sustainable discovery and development of new antibiotics.Nature reviews. Chemistry · 2021Review
- Article
- Exploring metabolic adaptation of Streptococcus pneumoniae to antibiotics.The Journal of antibiotics · 2020Article
- Strategic Moves of "Superbugs" Against Available Chemical Scaffolds: Signaling, Regulation, and Challenges.ACS pharmacology & translational science · 2020Review
- Mode of action of teixobactins in cellular membranes.Nature communications · 2020Article
- Design, Synthesis, and Study of Lactam and Ring-Expanded Analogues of Teixobactin.The Journal of organic chemistry · 2020Article
- Spotlight on the Selected New Antimicrobial Innate Immune Peptides Discovered During 2015-2019.Current topics in medicinal chemistry · 2020Review
Corrections and comments
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Authors and funding
9 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Teixobactin represents a new class of antibiotics with novel structure and excellent activity against Gram-positive pathogens and Mycobacterium tuberculosis. Herein, we report a one-pot reaction to conveniently construct the key building block L-allo-Enduracidine in 30-gram scale in just one hour and a convergent strategy (3 + 2 + 6) to accomplish a gram-scale total synthesis of teixobactin. Several analogs are described, with 20 and 26 identified as the most efficacious analogs with 3~8-fold and 2~4-fold greater potency against vancomycin resistant Enterococcus faecalis and methicillin-resistant Staphylococcus aureus respectively in comparison with teixobactin. In addition, they show high efficiency in Streptococcus pneumoniae septicemia mouse model and neutropenic mouse thigh infection model using methicillin-resistant Staphylococcus aureus. We also propose that the antiparallel β-sheet of teixobactin is important for its bioactivity and an antiparallel dimer of teixobactin is the minimal binding unit for lipid II via key amino acids variations and molecular docking.
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Registered trials
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