Abstract
Three new 8-hydroxybriaranes—fragilides R–T (1–3) were obtained from a sea whip gorgonian coral Junceella fragilis. The structures of briaranes 1–3 were elucidated by using spectroscopic methods, including 1D (1H and 13C NMR), 2D (COSY, HSQC, HMBC, and NOESY experiments) NMR studies, and (+)-HRESIMS. Fragilides S and T (2 and 3) are the only briaranes known to possess 8α-hydroxy and 17β-methyl groups, respectively. Briarane 2 exerted an inhibition effect on iNOS release from RAW264.7; a macrophage cell line that originated from a mouse monocyte macrophage, stimulated with lipopolysaccharides.
Highlights
Gorgonian corals belonging to the genus Junceella [1,2,3] have been found to produce marine origin briarane-type diterpenoids in abundance [4]
Specimens of J. fragilis used for this study were collected in June 2017 by self-contained underwater breathing apparatus (SCUBA) divers off the coast of Orchid Island, Taiwan
Fraction F10 was repurified by reverse-phase high-performance liquid chromatography (HPLC) (RP-HPLC) using a mixture of MeOH and H2 O to yield 2 (0.2 mg) and 3 (0.5 mg)
Summary
Gorgonian corals belonging to the genus Junceella (family Ellisellidae) [1,2,3] have been found to produce marine origin briarane-type diterpenoids in abundance [4]. Our recent research into the chemical constituents and properties of a gorgonian coral, Junceella fragilis (Ridley 1884) (Figure 1), which was distributed extensively in the waters of Orchid Island (= Lanyu Island), intersection of Kuroshio current and South China Sea surface current, has resulted in the isolation of three new. A pro-inflammatory suppression assay was employed to assess the activity of these isolates against the release of inducible nitric oxide synthase (iNOS) from macrophage cells. Mar. Drugs 2019, 17, 534; doi:10.3390/md17090534 www.mdpi.com/journal/marinedrugs
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