Fatuamide A, a Hybrid PKS/NRPS Metallophore from a sp. Marine Cyanobacterium Collected in American Samoa.
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Journal of natural products
2025
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| author | Alexander, Kelsey L Naman, C Benjamin Iwasaki, Arihiro Mangoni, Alfonso Leao, Tiago Reher, Raphael Petras, Daniel Kim, Hyunwoo Ternon, Eva Caro-Diaz, Eduardo J E Glukhov, Evgenia Mitrevska, Jana A Avalon, Nicole E Duggan, Brendan M Gerwick, Lena Gerwick, William H |
| author_facet | Alexander, Kelsey L Naman, C Benjamin Iwasaki, Arihiro Mangoni, Alfonso Leao, Tiago Reher, Raphael Petras, Daniel Kim, Hyunwoo Ternon, Eva Caro-Diaz, Eduardo J E Glukhov, Evgenia Mitrevska, Jana A Avalon, Nicole E Duggan, Brendan M Gerwick, Lena Gerwick, William H Alexander, Kelsey L Naman, C Benjamin Iwasaki, Arihiro Mangoni, Alfonso Leao, Tiago Reher, Raphael Petras, Daniel Kim, Hyunwoo Ternon, Eva Caro-Diaz, Eduardo J E Glukhov, Evgenia Mitrevska, Jana A Avalon, Nicole E Duggan, Brendan M Gerwick, Lena Gerwick, William H |
| collection | PubMed - marine biology |
| contents | Fatuamide A, a Hybrid PKS/NRPS Metallophore from a sp. Marine Cyanobacterium Collected in American Samoa. Alexander, Kelsey L Naman, C Benjamin Iwasaki, Arihiro Mangoni, Alfonso Leao, Tiago Reher, Raphael Petras, Daniel Kim, Hyunwoo Ternon, Eva Caro-Diaz, Eduardo J E Glukhov, Evgenia Mitrevska, Jana A Avalon, Nicole E Duggan, Brendan M Gerwick, Lena Gerwick, William H Cyanobacteria American Samoa Humans Molecular Structure Peptide Synthases Multigene Family Polyketide Synthases Marine Biology Nuclear Magnetic Resonance, Biomolecular Drug Screening Assays, Antitumor A structurally novel metabolite, fatuamide A (), was discovered from a laboratory cultured strain of the marine cyanobacterium sp., collected from Faga'itua Bay, American Samoa. A bioassay-guided approach using NCI-H460 human lung cancer cells directed the isolation of fatuamide A, which was obtained from the most cytotoxic fraction. The planar structure of fatuamide A was elucidated by integrated NMR and MS/MS analysis, and a combination of bioinformatic and computational approaches was used to deduce the absolute configuration at its eight stereocenters. A putative hybrid PKS/NRPS biosynthetic gene cluster responsible for fatuamide A production was identified from the sequenced genomic DNA of the cultured cyanobacterium. The biosynthetic gene cluster possessed elements that suggested fatuamide A binds metals, and this metallophore property was demonstrated by native metabolomics and indicated a preference for binding copper. The producing strain was found to be highly resistant to toxicity from elevated copper concentrations in culture media. |
| format | Artículo científico |
| id | pubmed_39879528 |
| institution | PubMed |
| language | en |
| publishDate | 2025 |
| publisher | Journal of natural products |
| record_format | pubmed |
| spellingShingle | Fatuamide A, a Hybrid PKS/NRPS Metallophore from a sp. Marine Cyanobacterium Collected in American Samoa. Alexander, Kelsey L Naman, C Benjamin Iwasaki, Arihiro Mangoni, Alfonso Leao, Tiago Reher, Raphael Petras, Daniel Kim, Hyunwoo Ternon, Eva Caro-Diaz, Eduardo J E Glukhov, Evgenia Mitrevska, Jana A Avalon, Nicole E Duggan, Brendan M Gerwick, Lena Gerwick, William H Cyanobacteria American Samoa Humans Molecular Structure Peptide Synthases Multigene Family Polyketide Synthases Marine Biology Nuclear Magnetic Resonance, Biomolecular Drug Screening Assays, Antitumor Fatuamide A, a Hybrid PKS/NRPS Metallophore from a sp. Marine Cyanobacterium Collected in American Samoa. Alexander, Kelsey L Naman, C Benjamin Iwasaki, Arihiro Mangoni, Alfonso Leao, Tiago Reher, Raphael Petras, Daniel Kim, Hyunwoo Ternon, Eva Caro-Diaz, Eduardo J E Glukhov, Evgenia Mitrevska, Jana A Avalon, Nicole E Duggan, Brendan M Gerwick, Lena Gerwick, William H Cyanobacteria American Samoa Humans Molecular Structure Peptide Synthases Multigene Family Polyketide Synthases Marine Biology Nuclear Magnetic Resonance, Biomolecular Drug Screening Assays, Antitumor A structurally novel metabolite, fatuamide A (), was discovered from a laboratory cultured strain of the marine cyanobacterium sp., collected from Faga'itua Bay, American Samoa. A bioassay-guided approach using NCI-H460 human lung cancer cells directed the isolation of fatuamide A, which was obtained from the most cytotoxic fraction. The planar structure of fatuamide A was elucidated by integrated NMR and MS/MS analysis, and a combination of bioinformatic and computational approaches was used to deduce the absolute configuration at its eight stereocenters. A putative hybrid PKS/NRPS biosynthetic gene cluster responsible for fatuamide A production was identified from the sequenced genomic DNA of the cultured cyanobacterium. The biosynthetic gene cluster possessed elements that suggested fatuamide A binds metals, and this metallophore property was demonstrated by native metabolomics and indicated a preference for binding copper. The producing strain was found to be highly resistant to toxicity from elevated copper concentrations in culture media. |
| title | Fatuamide A, a Hybrid PKS/NRPS Metallophore from a sp. Marine Cyanobacterium Collected in American Samoa. |
| topic | Cyanobacteria American Samoa Humans Molecular Structure Peptide Synthases Multigene Family Polyketide Synthases Marine Biology Nuclear Magnetic Resonance, Biomolecular Drug Screening Assays, Antitumor |
| url | https://pubmed.ncbi.nlm.nih.gov/39879528/ |