Cytotoxic labdane alkaloids from an ascidian Lissoclinum sp.:: Isolation, structure elucidation, and structure-activity relationship

被引:85
作者
Uddin, Jasim
Ueda, Katsuhiro [1 ]
Siwu, Eric R. O.
Kita, Masaki
Uemura, Daisuke
机构
[1] Univ Ryukyus, Dept Chem Biol & Marine Sci, Nishihara, Okinawa 9030213, Japan
[2] Nagoya Univ, Grad Sch Sci, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan
[3] Nagoya Univ, Res Ctr Mat Sci, Chikusa Ku, Nagoya, Aichi 4648602, Japan
[4] Nagoya Univ, Inst Adv Res, Chikusa Ku, Nagoya, Aichi 4648602, Japan
关键词
diterpene; labdane alkaloid; haterumaimide; cytotoxicity; structure-activity relationship;
D O I
10.1016/j.bmc.2006.06.043
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
Four labdane alkaloids, haterumaimides N-Q (1-4), were isolated from an ascidian Lissoclinum sp. and their structures were elucidated by chemical and spectral analyses. Investigation of the structure-activity relationships of haterumaimides J-K, N-Q, and 14 related compounds suggested that the presence of hydroxyl groups at C-6, C-7, C-12, and C-18, a chlorine atom at C-2, and an imido NH in ring C should be essential for cytotoxicity against P388 cells. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6954 / 6961
页数:8
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