4.8 Article

Lipodiscamides A-C, New Cytotoxic Lipopeptides from Discodermia kiiensis

Journal

ORGANIC LETTERS
Volume 16, Issue 12, Pages 3256-3259

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol501271v

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Funding

  1. Nagase Science Technology Foundation
  2. Astellas Foundation for Research on Metabolic Disorders
  3. CREST program from Japan Science and Technology Agency
  4. Ministry of Education, Culture, Sports, Science and Technology (MEXT), Japan
  5. Grants-in-Aid for Scientific Research [25560399, 26303005, 25108705] Funding Source: KAKEN

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Lipodiscamides A-C, three new lipodepsipeptides, were characterized from the marine sponge Discodermia kiiensis. These structurally rare cyclic lipodepsipeptides were found to possess an unprecedented dilactone macrocycle and, thus, represent a new family of lipopeptides. They are the only lipopeptides bearing 4S-hydroxy-trans-2-enoate, and non-canonical amino acids, L-3-ureidoalanine (Uda), E-dehydronorvaline (Denor), and D-citrulline (Cit). MTT assays against P388 and HeLa cells revealed the moderate cytotoxicity of all three compounds.

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