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. 2015 Aug 18;16(8):19508-17.
doi: 10.3390/ijms160819508.

Terpenoids from the Octocoral Sinularia gaweli

Affiliations

Terpenoids from the Octocoral Sinularia gaweli

Wun-Jie Lin et al. Int J Mol Sci. .

Abstract

Two eudesmane sesquiterpenoids, verticillatol (1) and 5α-acetoxy-4(14)-eudesmene-1β-ol (2) and two cembrane diterpenoids, (-)-leptodiol acetate (3) and sinulacembranolide A (4) were isolated from the octocoral Sinularia gaweli and compounds 2-4 are new isolates. The structures of new terpenoids 2-4 were elucidated by spectroscopic methods and by comparison the spectral data with those of known analogues. Terpenoid 4 was found to inhibit the accumulation of the pro-inflammatory inducible nitric oxide synthase (iNOS) protein of the lipopolysaccharide (LPS)-stimulated RAW264.7 marcophage cells.

Keywords: Sinularia gaweli; cembrane; eudesmane; iNOS; octocoral.

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Figures

Figure 1
Figure 1
The soft coral Sinularia gaweli and the structures of verticillatol (1); 5α-acetoxy-4(14)-eudesmene-1β-ol (2); (–)-leptodiol acetate (3); and sinulacembranolide A (4).
Figure 2
Figure 2
Important nuclear overhauser effect spectroscopy (NOESY) correlations for compound 2.
Figure 3
Figure 3
NOESY (nuclear overhauser effect spectroscopy) correlations of compound 4.
Figure 4
Figure 4
Effects of compounds 14 on pro-inflammatory iNOS and COX-2 protein expression in LPS-stimulated murine macrophage cell line RAW264.7. (A) Relative density of iNOS immunoblot; (B) relative density of COX-2 immunoblot. The relative intensity of the LPS-stimulated group was taken to be 100%. Band intensities were quantified by densitometry and are indicated as the percent change relative to that of the LPS-stimulated group. Compound 4 and dexamethasone (Dex.) significantly inhibited LPS-induced iNOS protein expression in macrophage. The experiment was repeated three times. (* p < 0.05, significantly different from the LPS-stimulated group).

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