Agelasines O-U, new diterpene alkaloids with a 9-N-methyladenine unit from a marine sponge Agelas sp.

Takaaki Kubota, Takahiro Iwai, Azusa Takahashi-Nakaguchi, Jane Fromont, Tohru Gonoi, Jun'Ichi Kobayashi

Research output: Contribution to journalArticlepeer-review

28 Citations (Scopus)

Abstract

New diterpene alkaloids, agelasines O-U (1-7), have been isolated from an Okinawan marine sponge Agelas sp. The gloss structures and relative stereochemistries of 1-7 were elucidated from the spectroscopic data. Agelasines O-R (1-4) were the third examples of diterpene alkaloid with a 9-N-methyladenine and a pyrrole units. Agelasine O (1) has a halimane skeleton, while agelasines P-R (2-4) have a clerodane skeleton. Agelasines S-U (5-7) were new diterpene alkaloids with a 9-N-methyladenine unit consisting of a halimane skeleton, a labdane skeleton, and a clerodane skeleton, respectively. Agelasines O-R (1-4) and T (6) showed antimicrobial activities against several bacteria and fungi.

Original languageEnglish
Pages (from-to)9738-9744
Number of pages7
JournalTetrahedron
Volume68
Issue number47
DOIs
Publication statusPublished - Nov 25 2012
Externally publishedYes

Keywords

  • Agelas sp.
  • Agelasines O-U
  • Antimicrobial activity
  • Bromopyrrole alkaloid
  • Diterpene alkaloid
  • Marine sponge

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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