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Short Paper | Regular issue | Vol 96, No. 9, 2018, pp.1601-1609
Published online, 15th August, 2018
DOI: 10.3987/COM-18-13943
(+)-12-epi-Fragilide G, a New Chlorinated Briarane from the Sea Whip Gorgonian Coral Junceella fragilis

Li-Guo Zheng, Yu-Chia Chang, Jih-Jung Chen, Zhi-Hong Wen,* Tsong-Long Hwang,* and Ping-Jyun Sung*

*National Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan

Abstract

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.