Aplyronines D-H from the sea hare Aplysia kurodai

Isolation, structures, and cytotoxicity

Makoto Ojika, Hideo Kigoshi, Kiyotake Suenaga, Yoshifumi Imamura, Kohji Yoshikawa, Takeshi Ishigaki, Akira Sakakura, Tsuyoshi Mutou, Kiyoyuki Yamada

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

Five cytotoxic macrolides, aplyronines D-H (4-8), were isolated from the Japanese sea hare Aplysia kurodai. They are new congeners of the antitumor compound aplyronine A (1), which was previously isolated from the same organism. Their structures were determined by spectroscopic analysis (NMR and MS). The cytotoxicity of these new compounds was evaluated in comparison with that of aplyronines A-C (1-3), suggesting the importance of the 7-O-seryl ester group for mediating the potent cytotoxicity of aplyronines.

Original languageEnglish
Pages (from-to)982-987
Number of pages6
JournalTetrahedron
Volume68
Issue number4
DOIs
Publication statusPublished - Jan 28 2012
Externally publishedYes

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Aplysia
Cytotoxicity
Oceans and Seas
Spectroscopic analysis
Macrolides
Esters
Nuclear magnetic resonance
aplyronine A
aplyronine C

Keywords

  • Aplyronine
  • Cytotoxicity
  • Isolation
  • Marine natural product
  • Sea hare
  • Structure

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Ojika, M., Kigoshi, H., Suenaga, K., Imamura, Y., Yoshikawa, K., Ishigaki, T., ... Yamada, K. (2012). Aplyronines D-H from the sea hare Aplysia kurodai: Isolation, structures, and cytotoxicity. Tetrahedron, 68(4), 982-987. https://doi.org/10.1016/j.tet.2011.11.095

Aplyronines D-H from the sea hare Aplysia kurodai : Isolation, structures, and cytotoxicity. / Ojika, Makoto; Kigoshi, Hideo; Suenaga, Kiyotake; Imamura, Yoshifumi; Yoshikawa, Kohji; Ishigaki, Takeshi; Sakakura, Akira; Mutou, Tsuyoshi; Yamada, Kiyoyuki.

In: Tetrahedron, Vol. 68, No. 4, 28.01.2012, p. 982-987.

Research output: Contribution to journalArticle

Ojika, M, Kigoshi, H, Suenaga, K, Imamura, Y, Yoshikawa, K, Ishigaki, T, Sakakura, A, Mutou, T & Yamada, K 2012, 'Aplyronines D-H from the sea hare Aplysia kurodai: Isolation, structures, and cytotoxicity', Tetrahedron, vol. 68, no. 4, pp. 982-987. https://doi.org/10.1016/j.tet.2011.11.095
Ojika M, Kigoshi H, Suenaga K, Imamura Y, Yoshikawa K, Ishigaki T et al. Aplyronines D-H from the sea hare Aplysia kurodai: Isolation, structures, and cytotoxicity. Tetrahedron. 2012 Jan 28;68(4):982-987. https://doi.org/10.1016/j.tet.2011.11.095
Ojika, Makoto ; Kigoshi, Hideo ; Suenaga, Kiyotake ; Imamura, Yoshifumi ; Yoshikawa, Kohji ; Ishigaki, Takeshi ; Sakakura, Akira ; Mutou, Tsuyoshi ; Yamada, Kiyoyuki. / Aplyronines D-H from the sea hare Aplysia kurodai : Isolation, structures, and cytotoxicity. In: Tetrahedron. 2012 ; Vol. 68, No. 4. pp. 982-987.
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