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. 2009 Dec 17;7(4):816-32.
doi: 10.3390/md7040816.

Isolation of C11 cyclopentenones from two didemnid species, Lissoclinum sp. and Diplosoma sp

Takayuki Ogi  1 , Palupi Margiastuti, Toshiaki Teruya, Junsei Taira, Kiyotake Suenaga, Katsuhiro Ueda
Affiliations

Isolation of C11 cyclopentenones from two didemnid species, Lissoclinum sp. and Diplosoma sp

Takayuki Ogi et al. Mar Drugs. .

Abstract

A series of new C(11) cyclopentenones 1-7 was isolated, together with four known metabolites 9/10, 12 and 13, from the extract of the didemnid ascidian Lissoclinum sp. The other didemnid ascidian Diplosoma sp. contained didemnenones 1, 2 and 5, and five known metabolites 8-12. The structures of 1-7 were elucidated by spectroscopic analyses. Cytotoxicity of the isolated compounds was evaluated against three human cancer cell lines (HCT116, A431 and A549).

Keywords: Diplosoma; Lissoclinum; cyclopentenone; cytotoxicity; didemnenone.

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Figures

Figure 1.
Figure 1.
Some C11 metabolites isolated from marine organisms.
Figure 2.
Figure 2.
Compounds isolated from two didemnid ascidians.
Figure 3.
Figure 3.
Partial structures of 1 and 2 based on COSY (bold line) and some important HMBC–correlations (arrows).
Figure 4.
Figure 4.
Selected NOEs for 1 and 2.
Figure 5.
Figure 5.
Compounds used for determining the absolute structure of 8.
Scheme 1.
Scheme 1.
Plausible biosynthesis of the carbon skeletons for didemnenones and related compounds.
See this image and copyright information in PMC

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