ArticleJournal of the American Chemical Society2013
Discoipyrroles A-D: isolation, structure determination, and synthesis of potent migration inhibitors from Bacillus hunanensis.
Article in Journal of the American Chemical Society, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 25 papers.
What it found
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The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
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Who cites it
25 citing papers in PubMed, 72 citations in OpenAlex.
- Recent Progress in the Synthesis of Benzoxazin-4-Ones, Applications in N-Directed Ortho-Functionalizations, and Biological Significance.Molecules (Basel, Switzerland) · 2024Review
- Anithiactin D, a Phenylthiazole Natural Product from Mudflat-DerivedMarine drugs · 2024Article
- High-throughput functional annotation of natural products by integrated activity profiling.Proceedings of the National Academy of Sciences of the United States of America · 2022Article
- Chimeric natural products derived from medermycin and the nature-inspired construction of their polycyclic skeletons.Nature communications · 2022Article
- Article
- The Journey of DDR1 and DDR2 Kinase Inhibitors as Rising Stars in the Fight Against Cancer.International journal of molecular sciences · 2021Review
- Rate Dependence on Inductive and Resonance Effects for the Organocatalyzed Enantioselective Conjugate Addition of Alkenyl and Alkynyl Boronic Acids to β-Indolyl Enones and β-Pyrrolyl Enones.Molecules (Basel, Switzerland) · 2021Article
- Circumdatin-Aspyrone Conjugates from the Coral-AssociatedMarine drugs · 2019Article
- Elucidation of Spirodactylone, a Polycyclic Alkaloid from the Sponge Dactylia sp., and Nonenzymatic Generation from the Co-metabolite Denigrin B.Organic letters · 2019Article
- Diphenyl Ethers from a Marine-DerivedMarine drugs · 2018Article
- Carpatizine, a novel bridged oxazine derivative generated by non-enzymatic reactions.Organic & biomolecular chemistry · 2017Article
- Production of Stealthin C Involves an S-N-Type Smiles Rearrangement.Journal of the American Chemical Society · 2017Article
- Comparative mass spectrometry-based metabolomics strategies for the investigation of microbial secondary metabolites.Natural product reports · 2017Review
- Engineering microbial hosts for production of bacterial natural products.Natural product reports · 2016Review
- Generate a bioactive natural product library by mining bacterial cytochrome P450 patterns.Synthetic and systems biotechnology · 2016Review
- Discovery, Characterization, and Analogue Synthesis of Bohemamine Dimers Generated by Non-enzymatic Biosynthesis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2016Article
- Detailed Mechanistic Study of the Non-enzymatic Formation of the Discoipyrrole Family of Natural Products.Journal of the American Chemical Society · 2016Article
- Spithioneines A and B, Two New Bohemamine Derivatives Possessing Ergothioneine Moiety from a Marine-Derived Streptomyces spinoverrucosus.Organic letters · 2015Article
- Mode of action and pharmacogenomic biomarkers for exceptional responders to didemnin B.Nature chemical biology · 2015Article
- Connecting phenotype and chemotype: high-content discovery strategies for natural products research.Journal of natural products · 2015Review
Corrections and comments
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Authors and funding
8 authors at 2 institutions in 1 country.
Funding
Abstract
Discoidin domain receptor 2 (DDR2) is a receptor tyrosine kinase involved in a variety of cellular response pathways, including regulation of cell growth, proliferation, and motility. Using a newly developed platform to identify the signaling pathway/molecular target of natural products, we identified a family of alkaloid natural products, discoipyrroles A-D (1-4), from Bacillus hunanensis that inhibit the DDR2 signaling pathway. The structure of 1-4, determined by detailed two-dimensional (2D) NMR methods and confirmed by X-ray crystallographic analysis has an unusual 3H-benzo[d]pyrrolo][1,3]oxazine-3,5-dione core. Discoipyrroles A-D potently inhibit DDR2 dependent migration of BR5 fibroblasts and show selective cytotoxicity to DDR2 mutant lung cancer cell lines (IC50 120-400 nM). Examination of the biosynthesis has led to the conclusion that the discoipyrroles are formed through a nonenzymatic process, leading to a one-pot total synthesis of 1.
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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.