ArticleJournal of natural products2014
Isolation of pyrrolocins A-C: cis- and trans-decalin tetramic acid antibiotics from an endophytic fungal-derived pathway.
Article in Journal of natural products, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed.
- Exploring a general multi-pronged activation strategy for natural product discovery in Actinomycetes.Communications biology · 2024Article
- Elucidation of the stereocontrol mechanisms of the chemical and biosynthetic intramolecular Diels-Alder cycloaddition for the formation of bioactive decalins.RSC advances · 2023Article
- cis-Decalin-containing tetramic acids as inhibitors of insect steroidogenic glutathione S-transferase Noppera-bo.PloS one · 2023Article
- Easy Access to Polyfunctionalized Chiral Decalins.ACS omega · 2020Article
- Article
- Hyalodendrins A and B, New Decalin-Type Tetramic Acid Larvicides from the Endophytic Fungus Hyalodendriella sp. Ponipodef12.Molecules (Basel, Switzerland) · 2019Article
- Genetic platforms for heterologous expression of microbial natural products.Natural product reports · 2019Review
- Design and Application of a High-Throughput, High-Content Screening System for Natural Product Inhibitors of the Human ParasiteACS infectious diseases · 2019Article
- Article
- Pyrrolocin A, a 3-Decalinoyltetramic Acid with Selective Biological Activity, Isolated from Amazonian Cultures of the Novel Endophyte Diaporthales sp. E6927E.Natural product communications · 2015Article
- Native promoter strategy for high-yielding synthesis and engineering of fungal secondary metabolites.ACS synthetic biology · 2015Article
- Synthetic Strategies Toward the Decalin Motif of Maklamicin and Related Spirotetronates.Organic chemistry frontiers : an international journal of organic chemistry · 2015Article
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Authors and funding
12 authors.
Funding
Abstract
Three new decalin-type tetramic acid analogues, pyrrolocins A (1), B (2), and C (3), were defined as products of a metabolic pathway from a fern endophyte, NRRL 50135, from Papua New Guinea. NRRL 50135 initially produced 1 but ceased its production before chemical or biological evaluation could be completed. Upon transfer of the biosynthetic pathway to a model host, 1-3 were produced. All three compounds are structurally related to equisetin-type compounds, with 1 and 3 having a trans-decalin ring system, while 2 has a cis-fused decalin. All were active against Mycobacterium tuberculosis, with the trans-decalin analogues 1 and 3 exhibiting lower MICs than the cis-decalin analogue 2. Here we report the isolation, structure elucidation, and antimycobacterial activities of 1-3 from the recombinant expression as well as the isolation of 1 from the wild-type fungus NRRL 50135.
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