ArticleBioorganic & medicinal chemistry2016
Antibacterial sulfur-containing platensimycin and platencin congeners from Streptomyces platensis SB12029.
Article in Bioorganic & medicinal chemistry, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed.
- A Bacterial Sulfotransferase Catalyzes an Unusual Di-Sulfation in Natural Products Biosynthesis.Chembiochem : a European journal of chemical biology · 2025Article
- Class II terpene cyclases: structures, mechanisms, and engineering.Natural product reports · 2024Review
- Development of platensimycin, platencin, and platensilin overproducers by biosynthetic pathway engineering and fermentation medium optimization.Journal of industrial microbiology & biotechnology · 2024Article
- Bacterial terpenome.Natural product reports · 2021Review
- Implications for an imidazol-2-yl carbene intermediate in the rhodanase-catalyzed C-S bond formation reaction of anaerobic ergothioneine biosynthesis.ACS catalysis · 2021Article
- PtmC Catalyzes the Final Step of Thioplatensimycin, Thioplatencin, and Thioplatensilin Biosynthesis and Expands the Scope of ArylamineACS chemical biology · 2021Article
- Cryptic and Stereospecific Hydroxylation, Oxidation, and Reduction in Platensimycin and Platencin Biosynthesis.Journal of the American Chemical Society · 2019Article
- Semisynthesis of Platensimycin Derivatives with Antibiotic Activities in Mice via Suzuki-Miyaura Cross-Coupling Reactions.Journal of medicinal chemistry · 2018Article
- Semisynthesis and Biological Evaluation of Platensimycin Analogues with Varying Aminobenzoic Acids.ChemistrySelect · 2018Article
- Natural separation of the acyl-CoA ligase reaction results in a non-adenylating enzyme.Nature chemical biology · 2018Article
- Biosynthesis of thiocarboxylic acid-containing natural products.Nature communications · 2018Article
- Biomimetic Stereoselective Sulfa-Michael Addition Leads to Platensimycin and Platencin Sulfur Analogues against Methicillin-Resistant Staphylococcus aureus.Journal of natural products · 2018Article
- Platensimycin and platencin: Inspirations for chemistry, biology, enzymology, and medicine.Biochemical pharmacology · 2017Review
- In vivo instability of platensimycin and platencin: Synthesis and biological evaluation of urea- and carbamate-platensimycin.Bioorganic & medicinal chemistry · 2017Article
- A Facile Semi-Synthetic Approach towards Halogen-Substituted Aminobenzoic Acid Analogues of Platensimycin.Tetrahedron · 2017Article
- Biosynthetic Origin of the Ether Ring in Platensimycin.Journal of the American Chemical Society · 2016Article
- A Mutasynthetic Library of Platensimycin and Platencin Analogues.Organic letters · 2016Article
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3 authors.
Funding
Abstract
The platensimycin (PTM) and platencin (PTN) class of natural products are promising drug leads that target bacterial and mammalian fatty acid synthases. Natural congeners and synthetic analogues of PTM and PTN have been instrumental in determining their structure-activity relationships, with only a few analogues retaining the potencies of PTM and PTN. Here we describe the identification and isolation of two new sulfur-containing PTM congeners (3 and 5) from the engineered dual PTM-PTN overproducing Streptomyces platensis SB12029. Structure elucidation of platensimycin D1 (5), a sulfur-containing PTM pseudo-dimer, revealed the existence of its presumptive thioacid precursor (3). The unstable thioacid 3 was isolated and confirmed by structural characterization of its permethylated product (6). LC-MS analysis of crude extracts of SB12029 confirmed the presence of the thioacid analogue of PTN (4). The minimum inhibitory concentration (MIC) was determined for 5 revealing retention of the strong antibacterial activity of PTM.
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