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Cited by 16Microbial Natural Products and BiosynthesisMarine Sponges and Natural ProductsMicrobial Metabolism and Applications

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Pattern-Based Genome Mining Guides Discovery of the Antibiotic Indanopyrrole A from a Marine Streptomycete

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Sweeney, Douglas, Bogdanov, Alexander, Chase, Alexander B., Castro-Falcón, Gabriel, Trinidad-Javier, Alma, Dahesh, Samira, Nizet, Victor, Jensen, Paul R.·2024·Journal of Natural Products
DOI 10.1021/acs.jnatprod.4c00934PMC PMC11686505

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Abstract

ABSTRACT Terrestrial actinomycetes in the genus Streptomyces have long been recognized as prolific producers of small molecule natural products, including many clinically important antibiotics and cytotoxic agents. Although Streptomyces can also be isolated from marine environments, their potential for natural product biosynthesis remains underexplored. The MAR4 clade of largely marine-derived Streptomyces has been a rich source of novel halogenated natural products of diverse structural classes. To further explore the biosynthetic potential of this group, we applied pattern-based genome mining leading to the discovery of the first halogenated pyrroloketoindane natural products, indanopyrrole A ( 1 ) and B ( 2 ), and the bioinformatic linkage of these compounds to an orphan biosynthetic gene cluster (BCG) in 20 MAR4 genomes. Indanopyrrole A displays potent broad-spectrum antibiotic activity against clinically relevant pathogens. A comparison of the putative indanopyrrole BGC with that of the related compound indanomycin provides new insights into the terminal cyclization and offloading mechanisms in pyrroloketoindane biosynthesis. Broader searches of public databases reveal the rarity of this BGC while also highlighting opportunities for discovering additional compounds in this uncommon class. GRAPHICAL ABSTRACT

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Metadata

Authors
Sweeney, D., Bogdanov, A., Chase, A. B., Castro-Falcón, G., Trinidad-Javier, A., Dahesh, S., Nizet, V., & Jensen, P. R.
Affiliations
  • Scripps Institution of Oceanography (US)
  • Southern Methodist University (US)
  • Scripps Institution of Oceanography
  • University of California San Diego (US)
Corresponding author
Jensen, Paul R.
ORCID
Venue
Journal of Natural Products
Publisher
American Chemical Society (ACS)
Published
2024-11-22
Volume
87
Issue
12
Pages
2768-2778
ISSN
  • 0163-3864 (ISSN-L)
  • 1520-6025
DOI
10.1021/acs.jnatprod.4c00934
PMC
PMC11686505
OpenAlex
W4404640871
Cited by
16
References
2
Citations by year
2026: 9 · 2025: 7
FWCI
4.55
Type
journal article
Language
en
Open access
Licence
Locations
  • Journal of Natural Products (publishedVersion, cc-by-nc-nd)
  • bioRxiv (Cold Spring Harbor Laboratory) (acceptedVersion, cc-by-nd)
  • PubMed Central (publishedVersion, cc-by-nc-nd)
  • PubMed (publishedVersion)
  • eScholarship (California Digital Library) (submittedVersion, cc-by-nc-nd)
  • PubMed Central (submittedVersion, cc-by-nd)
Funders
National Institutes of Health (R01GM085770)
Topics
  • Life Sciences › Immunology and Microbiology › Applied Microbiology and Biotechnology › Microbial Natural Products and Biosynthesis
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Biotechnology › Marine Sponges and Natural Products
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Biotechnology › Microbial Metabolism and Applications
Keywords
halogenated natural products, marine Streptomyces, biosynthetic gene clusters, antibiotic activity, natural product biosynthesis

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