Cymatherelactone and cymatherols A-C, polycyclic oxylipins from the marine brown alga Cymathere triplicata

被引:11
作者
Choi, Hyukjae [1 ]
Proteau, Philip J. [2 ]
Byrum, Tara [1 ]
Gerwick, William H. [1 ]
机构
[1] Univ Calif San Diego, Scripps Inst Oceanog, Ctr Marine Biotechnol & Biomed, La Jolla, CA 92093 USA
[2] Oregon State Univ, Coll Pharm, Dept Pharmaceut Sci, Corvallis, OR 97331 USA
关键词
Cymathere triplicata; Brown alga; Oxylipin; Sodium channel inhibition; LAURENCIA-HYBRIDA; METABOLITES; BIOASSAY;
D O I
10.1016/j.phytochem.2011.09.014
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
An investigation of the oxylipin chemistry of the temperate brown alga Cymathere triplicata led to the isolation of several secondary metabolites, cymatherelactone (1) and cymatherols A-C (2-4), the latter as their methyl ester derivatives (5-7), which contained cyclopentyl, cyclopropyl, epoxide and lactone rings. Their structures were elucidated using a combination of spectroscopic techniques and synthetic chemistry. Cymatherelactone (1), as well as R- and S-Mosher's esters of its seco acid, exhibited moderate sodium channel blocking activity. (C) 2011 Published by Elsevier Ltd.
引用
收藏
页码:134 / 141
页数:8
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