Discovery of New Chlorinated Briaranes from Junceella fragilis

作者:Sung, Ping Jyun*; Wang, Su Hui; Chiang, Michael Y; Su, Yin Di; Chang, Yu Chia; Hu, Wan Ping; Tai, Chen Yu; Liu, Chih Yang
来源:Bulletin of the Chemical Society of Japan, 2009, 82(11): 1426-1432.
DOI:10.1246/bcsj.82.1426

摘要

Four briarane-type diterpenoids, including two new chlorinated metabolites, fragilides F (1) and G (2), along with two known compounds, junceellonoid D (3) and juncin Z (4), were isolated from the gorgonian coral Junceella fragilis. The structures of new briaranes 1 and 2 were elucidated by spectral data analysis and the absolute configuration of 1 was directly determined by a single-crystal X-ray diffraction analysis. The relationships between proton chemical shifts and conformations of the methylenecyclohexane ring in briaranes possessing a C-11/20 carbon-carbon double bond are described. Briarane 4 was found to exhibit significant cytotoxicity toward the CCRF-CEM tumor cells.