Sameuramide A, a new cyclic depsipeptide isolated from an ascidian of the family Didemnidae

Koshi Machida, Daisuke Arai, Ryosuke Katsumata, Satoshi Otsuka, Jun K. Yamashita, Tao Ye, Shoubin Tang, Nobuhiro Fusetani, Yoichi Nakao

研究成果: Article査読

5 被引用数 (Scopus)

抄録

Sameuramide A (1), a new cyclic depsipeptide encompassing one each of alanine, N-methyl alanine, N-methyl dehydroalanine, N,O-dimethyl threonine, phenyllactic acid, three β-hydroxy leucines, and two propionates, was isolated from a didemnid ascidian collected at the northern part of Japan. The planar structure was established based on the interpretation of MS and NMR data. The absolute configuration of the subunits was determined by the advanced Marfey's method and the chiral LC-MS analysis. Compound 1 exhibited the activity of maintaining colony formation of murine embryonic stem (mES) cells without leukemia inhibitory factor (LIF). Down regulation of the gene expression of Krüppel-like transcription factor 4 (Klf4) indicated that 1 itself was not able to maintain the undifferentiated state of the mES cells. However, the expression levels of the marker genes (Nestin, T, Sox17) for three germ layers were upregulated in embryoid bodies (EBs) after treatment of 1 together with LIF, suggesting that 1 plays a supportive role for LIF in maintaining the multipotency of mES cells.

本文言語English
ページ(範囲)3852-3857
ページ数6
ジャーナルBioorganic and Medicinal Chemistry
26
13
DOI
出版ステータスPublished - 2018 7 30

ASJC Scopus subject areas

  • 生化学
  • 分子医療
  • 分子生物学
  • 薬科学
  • 創薬
  • 臨床生化学
  • 有機化学

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