(+)-12-epi-fragilide G, a new chlorinated briarane from the sea whip gorgonian coral Junceella fragilis

Chemical investigation on the EtOAc-soluble fraction from the MeOH/DCM extract of a gorgonian coral Junceella fragilis afforded a new chlorinated briarane-type diterpenoid, (+)-12-epi-fragilide G (1) and this compound was found to be the enantiomer of (–)-12-epi-fragilide G (2). The structure of 1 was established on the basis of spectroscopic methods. Briarane 1 was found to inhibit the protein expression of pro-inflammatory iNOS in a murine macrophage-like cell line, RAW 264.7, stimulated with LPS and briarane 2 displayed inhibitory an effect on the generation of superoxide anion by human neutrophils.