<p>A novel linear acylated tripeptide, catenulamide A (<b>1</b>), was isolated from a culture extract of <i>Catenuloplanes</i> sp. RD061694. Comprehensive spectroscopic analyses coupled with Marfey’s analysis established that <b>1</b> comprised <i>n</i>-butyric acid, <i>N</i>-methyl-<span>L</span>-isoleucine, <span>L</span>-valine, and a lactamized new amino acid, 5-methoxy-<span>L</span>-kynurenine lactam. Compound <b>1</b> exhibited dual PPARα and PPARγ agonist activities in a luciferase reporter gene assay and anti-inflammatory potential by inhibiting nitric oxide production in lipopolysaccharide-stimulated murine macrophages with an IC<sub>50</sub> value of 29 µM. Furthermore, <b>1</b> at 1 μM promoted radicle elongation of germinated lettuce seeds by 40% compared to vehicle-treated seeds.</p>

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Catenulamide A, an acylated tripeptide containing 5-methoxy-L-kynurenine lactam from an actinomycete of the genus Catenuloplanes

  • Most. Lipy Khatun,
  • Desy Wulan Triningsih,
  • Naoya Oku,
  • Toshihiko Nogawa,
  • Natsuko Arai,
  • Kazuki Takahashi,
  • Nobuyasu Matsuura,
  • Kaho Ito,
  • Chisato Iwata,
  • Shun Saito,
  • Yasuhiro Meguro,
  • Masaru Enomoto,
  • Midori A. Arai,
  • Yasuhiro Igarashi

摘要

A novel linear acylated tripeptide, catenulamide A (1), was isolated from a culture extract of Catenuloplanes sp. RD061694. Comprehensive spectroscopic analyses coupled with Marfey’s analysis established that 1 comprised n-butyric acid, N-methyl-L-isoleucine, L-valine, and a lactamized new amino acid, 5-methoxy-L-kynurenine lactam. Compound 1 exhibited dual PPARα and PPARγ agonist activities in a luciferase reporter gene assay and anti-inflammatory potential by inhibiting nitric oxide production in lipopolysaccharide-stimulated murine macrophages with an IC50 value of 29 µM. Furthermore, 1 at 1 μM promoted radicle elongation of germinated lettuce seeds by 40% compared to vehicle-treated seeds.