<p>Two new dimeric diketopiperazines, piperasagamines A (<b>1</b>) and B (<b>2</b>), were discovered from the cultured material of a deep-sea-derived <i>Aspergillus</i> sp. FKJ-0404 strain. The planar structures of <b>1</b> and <b>2</b> were elucidated by spectroscopic analysis as dimeric diketopiperazines featuring an α, β-dehydroproline moiety. The absolute configurations of <b>1</b> and <b>2</b> were determined by advanced Marfey’s analysis combined with the analysis of their reduced derivatives. Among them, <b>2</b> showed moderate antimalarial activity with an IC<sub>50</sub> value of 9.9 µg ml<sup>−1</sup> against <i>Plasmodium falciparum</i> FCR3 strain.</p>

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New antimalarial dimeric diketopiperazines, piperasagamines A and B, produced by a deep-sea-derived fungus Aspergillus sp. FKJ-0404 strain

  • Karin Hamada,
  • Yoshihiro Watanabe,
  • Hiroki Kojima,
  • Toshiyuki Tokiwa,
  • Mayuka Higo,
  • Akihiro Sugawara,
  • Kenichi Nonaka,
  • Tomoyasu Hirose,
  • Yuriko Nagano,
  • Rei Hokari,
  • Aki Ishiyama,
  • Masato Iwatsuki

摘要

Two new dimeric diketopiperazines, piperasagamines A (1) and B (2), were discovered from the cultured material of a deep-sea-derived Aspergillus sp. FKJ-0404 strain. The planar structures of 1 and 2 were elucidated by spectroscopic analysis as dimeric diketopiperazines featuring an α, β-dehydroproline moiety. The absolute configurations of 1 and 2 were determined by advanced Marfey’s analysis combined with the analysis of their reduced derivatives. Among them, 2 showed moderate antimalarial activity with an IC50 value of 9.9 µg ml−1 against Plasmodium falciparum FCR3 strain.