ArticleJournal of industrial microbiology & biotechnology2019
Discovery of novel glycerolated quinazolinones from Streptomyces sp. MBT27.
Article in Journal of industrial microbiology & biotechnology, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed, 28 citations in OpenAlex.
- Tryptophan triggers the production of anthranilamide and quinazolinone derivatives inRSC advances · 2026Article
- Metabolomics Approach to Explore Bioactive Natural Products Derived From Plant-Root-Associated Streptomyces.Applied biochemistry and biotechnology · 2024Article
- Actinoquinazolinone, a New Quinazolinone Derivative from a Marine BacteriumMarine drugs · 2023Article
- A multi-aspect analysis of two analogous aspergillus spp. belonging to section Flavi: aspergillus flavus and aspergillus oryzae.BMC microbiology · 2023Article
- Microbial Metabolites Annotation by Mass Spectrometry-Based Metabolomics.Advances in experimental medicine and biology · 2023Article
- Discovery of actinomycin L, a new member of the actinomycin family of antibiotics.Scientific reports · 2022Article
- Influence of Amino Acid Feeding on Production of Calcimycin and Analogs inInternational journal of environmental research and public health · 2021Article
- Triaging of Culture Conditions for Enhanced Secondary Metabolite Diversity from Different Bacteria.Biomolecules · 2021Article
- Control of the rubber anthracnose fungus Colletotrichum gloeosporioides using culture filtrate extract from Streptomyces deccanensis QY-3.Antonie van Leeuwenhoek · 2020Article
- Reproducible molecular networking of untargeted mass spectrometry data using GNPS.Nature protocols · 2020Article
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Authors and funding
5 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Actinobacteria are a major source of novel bioactive natural products. A challenge in the screening of these microorganisms lies in finding the favorable growth conditions for secondary metabolite production and dereplication of known molecules. Here, we report that Streptomyces sp. MBT27 produces 4-quinazolinone alkaloids in response to elevated levels of glycerol, whereby quinazolinones A (1) and B (2) form a new sub-class of this interesting family of natural products. Global Natural Product Social molecular networking (GNPS) resulted in a quinazolinone-related network that included anthranilic acid (3), anthranilamide (4), 4(3H)-quinazolinone (5), and 2,2-dimethyl-1,2-dihydroquinazolin-4(3H)-one (6). Actinomycins D (7) and X2 (8) were also identified in the extracts of Streptomyces sp. MBT27. The induction of quinazolinone production by glycerol combined with biosynthetic insights provide evidence that glycerol is integrated into the chemical scaffold. The unprecedented 1,4-dioxepane ring, that is spiro-fused into the quinazolinone backbone, is most likely formed by intermolecular etherification of two units of glycerol. Our work underlines the importance of varying the growth conditions for the discovery of novel natural products and for understanding their biosynthesis.
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