4.5 Article

Indole-based alkaloids from deep-sea bacterium Shewanella piezotolerans with antitumor activities

Journal

JOURNAL OF ANTIBIOTICS
Volume 67, Issue 5, Pages 395-399

Publisher

JAPAN ANTIBIOTICS RESEARCH ASSOC
DOI: 10.1038/ja.2014.3

Keywords

bacterium; chromatographic separation; cytotoxic evaluation; indole alkaloid; Shewanella piezotolerans; shewanellines A-C; structural elucidation

Funding

  1. NSFC [30930109]
  2. COMRA [DY125-15-T-01]
  3. SOA [2010319123366025-4]
  4. MOST 863 Project [2011AA090701, 2010DFA31610]

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Chromatographic separation of a crude extract obtained from a fermentation broth of a chemically unknown bacterium Shewanella piezotolerans WP3 collected in deep-sea yielded three new indole alkaloids namely shewanellines A (1a), B (1b) and C (2), together with 12 known indole alkaloids. The structures were unambiguously elucidated on the basis of 1D and 2D NMR (H-1, C-13, COSY, HMBC, HSQC and NOESY) in association with MS and CD data. Compounds 1-4, 7, 9 and 11-14 were selected for the evaluation of their cytotoxic activities against human tumor cell lines HL-60 and BEL-7402, whereas compounds 2, 4 and 9 exhibited significant inhibition toward HL-60.

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