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.
Highlights
IntroductionOctocorals belonging to the Sinularia genus have been well-recognized as marine organisms containing large quantities of terpenoid metabolites that exhibit varying degrees of bioactivities [1,2]
Octocorals belonging to the Sinularia genus have been well-recognized as marine organisms containing large quantities of terpenoid metabolites that exhibit varying degrees of bioactivities [1,2].Our previous investigation on the soft coral Sinularia gaweli (Verseveldt, 1978, phylum Cnidaria, classAnthozoa, order Alcyonacea, family Alcyoniidae). (Figure 1) had afforded norcembranoidal diterpenes and steroid analogues [3,4,5]
Comparison of the 13C NMR and distortionless enhancement by polarization transfer (DEPT) data with the molecular formula indicated that there was an exchangeable proton, which required the presence of a hydroxy group
Summary
Octocorals belonging to the Sinularia genus have been well-recognized as marine organisms containing large quantities of terpenoid metabolites that exhibit varying degrees of bioactivities [1,2]. Our previous investigation on the soft coral Sinularia gaweli (Figure 1) had afforded norcembranoidal diterpenes and steroid analogues [3,4,5]. Our continuing studies on this soft coral has, again, led to the isolation of four terpenoid metabolites, including two eudesmane sesquiterpenoids, verticillatol (1) [6] and 5α-acetoxy4(14)-eudesmene-1β-ol (2) and two cembranes, (–)-leptodiol acetate (3) and sinulacembranolide A (4). (Figure 1), and compounds 2–4 are new isolates. The isolation, structure determination and anti-inflammatory activity of compounds 1–4 are described
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