Halogenated Briarane Diterpenes with Acetyl Migration from the Gorgonian Coral Junceella fragilis

被引:18
作者
Cheng, Wei [1 ]
Li, Xiaodan [1 ]
Yin, Fuling [1 ]
van Ofwegen, Leen [2 ]
Lin, Wenhan [1 ]
机构
[1] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
[2] Natl Museum Nat Hist Nat, NL-2300 RA Leiden, Netherlands
基金
美国国家科学基金会;
关键词
Gorgonian coral; Junceella fragilis; Briarane diterpenoids; Structure elucidation; Inhibition of NO production; ORIGIN;
D O I
10.1002/cbdv.201700053
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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 RAW264.7 macrophage cells.
引用
收藏
页数:8
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