ArticleJournal of natural products2012
Saquayamycins G-K, cytotoxic angucyclines from Streptomyces sp. Including two analogues bearing the aminosugar rednose.
Article in Journal of natural products, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 23 papers.
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Who cites it
23 citing papers in PubMed.
- Mass spectrometry-based metabolomics approaches to interrogate host-microbiome interactions in mammalian systems.Natural product reports · 2026Review
- Redox Disruption Induced by Saquayamycin B1 Promotes Cytotoxicity in Resistant Melanoma Cells.ChemMedChem · 2026Article
- Bioactive Angucyclines/Angucyclinones Discovered from 1965 to 2023.Marine drugs · 2025Review
- nanoRAPIDS as an analytical pipeline for the discovery of novel bioactive metabolites in complex culture extracts at the nanoscale.Communications chemistry · 2024Article
- Deciphering the Glycosylation Steps in the Biosynthesis of P-1894B and Grincamycin Isolated from Marine-DerivedMarine drugs · 2024Article
- Targeted Isolation ofACS omega · 2023Article
- Saquayamycin BMarine drugs · 2022Article
- Chemoenzymatic access to enantiopure N-containing furfuryl alcohol from chitin-derived N-acetyl-D-glucosamine.Bioresources and bioprocessing · 2021Article
- Himalaquinones A-G, Angucyclinone-Derived Metabolites Produced by the Himalayan IsolateJournal of natural products · 2021Article
- Grincamycins P-T: Rearranged Angucyclines from the Marine Sediment-DerivedJournal of natural products · 2021Article
- Ring D-Modified and Highly Reduced Angucyclinones From Marine Sediment-DerivedFrontiers in chemistry · 2021Article
- Highly oxygenated angucycline from Streptomyces sp. KCB15JA014.The Journal of antibiotics · 2020Article
- Baikalomycins A-C, New Aquayamycin-Type Angucyclines Isolated from Lake Baikal DerivedMicroorganisms · 2020Article
- OleD Loki as a Catalyst for Hydroxamate Glycosylation.Chembiochem : a European journal of chemical biology · 2020Article
- Antibacterial and Cytotoxic Bridged and Ring Cleavage Angucyclinones From a MarineFrontiers in chemistry · 2020Article
- Reagent Controlled Direct Dehydrative Glycosylation with 2-Deoxy Sugars: Construction of the Saquayamycin Z Pentasaccharide.Organic letters · 2019Article
- Cytotoxic, Anti-Migration, and Anti-Invasion Activities on Breast Cancer Cells of Angucycline Glycosides Isolated from a Marine-DerivedMarine drugs · 2019Article
- Angucycline Glycosides from an Intertidal Sediments StrainMarine drugs · 2018Article
- Cytotoxic antibiotic angucyclines and actinomycins from the Streptomyces sp. XZHG99T.The Journal of antibiotics · 2018Article
- Stress-Driven Discovery of New Angucycline-Type Antibiotics from a MarineMarine drugs · 2018Article
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Authors and funding
4 authors.
Funding
Abstract
Streptomyces sp. KY40-1, a strain isolated from the Kentucky Appalachian foothills, is the producer of moromycins A (18) and B (19). Further investigations of this strain led to the isolation and structure elucidation of the five new saquayamycins G-K (1-5), along with known compounds. Two of the new compounds bear the unusual aminosugar rednose, which was found here for the first time in angucyclines. The different attachment positions of this aminosugar in these two compounds indicate a high acceptor substrate flexibility of the responsible glycosyl transferase or alternatively the involvement of multiple glycosyl transferases. The cytotoxic activity of the isolated compounds was determined using human prostate cancer (PC-3) and non-small-cell lung cancer (H460) cell lines. Cell viability assays showed that saquayamycins J (4), K (5), A (7), and B (8) were most active in PC3 cells, with saquayamycin B (8) showing the highest activity (GI(50) = 0.0075 μM). The aminosugar-containing saquayamycins H (2) and saquayamycin B (8) showed the highest activity against H460 cells, with a GI(50) of 3.3 and 3.9 μM, respectively. The results presented here provide more insights into the structure-activity relationship of saquayamycins with respect to the nature, number, and linkage of sugar residues.
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