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Halogenated Briarane Diterpenes with Acetyl Migration from the Gorgonian Coral Junceella fragilis
Author(s) -
Cheng Wei,
Li Xiaodan,
Yin Fuling,
Ofwegen Leen,
Lin Wenhan
Publication year - 2017
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.201700053
Subject(s) - gorgonian , coral , chemistry , stereochemistry , terpene , sponge , botany , biology , ecology
Chemical examination of the gorgonian coral Junceella fragilis resulted in the isolation of four pairs of acetyl isomers belonging to briarane diterpenoids, including five new compounds. Their structures were determined on the basis of extensive spectroscopic ( IR , MS , NMR , and single‐crystal X‐ray diffraction) analysis in association with the chemical conversion. Each pair of isomers featured by dynamical interconversion through as acetyl migration in 1,2‐diol, which was postulated to be generated under the formation of a cyclic orthoacetate intermediate. All compounds exerted the inhibitory activities against the nitric oxide production in RAW 264.7 macrophage cells.