Odoamide, a cytotoxic cyclodepsipeptide from the marine cyanobacterium Okeania sp.

Kosuke Sueyoshi, Masato Kaneda, Shinpei Sumimoto, Shinya Oishi, Nobutaka Fujii, Kiyotake Suenaga, Toshiaki Teruya

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

The bioassay-guided fractionation of the Okinawan marine cyanobacterium Okeania sp. led to the isolation of the 26-membered cyclodepsipeptide odoamide (1). The gross structure of 1 was determined by 1D and 2D NMR analyses, whereas its absolute stereochemistry was determined using a variety of different methods, including synthesis and chemical degradation followed by chiral HPLC analysis. Notably, odoamide (1) showed potent cytotoxicity against HeLa S3 human cervical cancer cells with an IC50 value of 26.3 nM.

Original languageEnglish
Pages (from-to)5472-5478
Number of pages7
JournalTetrahedron
Volume72
Issue number35
DOIs
Publication statusPublished - 2016 Sep 1

Keywords

  • Cyclic depsipeptide
  • Cytotoxicity
  • Marine natural products
  • Okeania

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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  • Cite this

    Sueyoshi, K., Kaneda, M., Sumimoto, S., Oishi, S., Fujii, N., Suenaga, K., & Teruya, T. (2016). Odoamide, a cytotoxic cyclodepsipeptide from the marine cyanobacterium Okeania sp. Tetrahedron, 72(35), 5472-5478. https://doi.org/10.1016/j.tet.2016.07.031