| Added by | eric_julien |
|---|---|
| Group name | EquipeEJ |
| Item Type | Journal Article |
| Title | Structures of Nahuoic Acids B-E Produced in Culture by a Streptomyces sp. Isolated from a Marine Sediment and Evidence for the Inhibition of the Histone Methyl Transferase SETD8 in Human Cancer Cells by Nahuoic Acid A |
| Creator | Williams et al. |
| Author | David E. Williams |
| Author | Fanny Izard |
| Author | Stéphanie Arnould |
| Author | Doralyn S. Dalisay |
| Author | Cholpisut Tantapakul |
| Author | Wisanu Maneerat |
| Author | Teatulohi Matainaho |
| Author | Eric Julien |
| Author | Raymond J. Andersen |
| Abstract | Nahuoic acids A-E (1-5) have been isolated from laboratory cultures of a Streptomyces sp. obtained from a tropical marine sediment. The structures of the new polyketides 2-5 were elucidated by analysis of spectroscopic data of the natural products and the chemical derivatives 6 and 7. Nahuoic acids 1-5 are in vitro inhibitors of the histone methyltransferase SETD8, and nahuoic acid A (1) and its pentaacetate derivative 8 inhibit the proliferation of several cancer cells lines in vitro with modest potency. At the IC50 for cancer cell proliferation, nahuoic acid A (1) showed selective inhibition of SETD8 in U2OS osteosarcoma cells that reflect its selectivity against a panel of pure histone methyl transferases. A cell cycle analysis revealed that the cellular toxicity of nahuoic acid A (1) is likely linked to its ability to inhibit SETD8 activity. |
| Publication | The Journal of Organic Chemistry |
| Volume | 81 |
| Issue | 4 |
| Pages | 1324-1332 |
| Date | Feb 19, 2016 |
| Journal Abbr | J. Org. Chem. |
| Language | eng |
| DOI | 10.1021/acs.joc.5b02569 |
| ISSN | 1520-6904 |
| Library Catalog | PubMed |
| Extra | PMID: 26815947 |
| Tags | Antineoplastic Agents, Cell Line, Cell Proliferation, Geologic Sediments, Histone-Lysine N-Methyltransferase, Histones, Humans, Molecular Structure, original, Polyketides, Streptomyces |
| Date Added | 2018/09/26 - 15:46:18 |
| Date Modified | 2019/05/28 - 13:57:43 |
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