The haliclonacyclamines, cytotoxic tertiary alkaloids from the tropical marine sponge Haliclona sp.

被引:57
作者
Clark, RJ
Field, KL
Charan, RD
Garson, MJ [1 ]
Brereton, IM
Willis, AC
机构
[1] Univ Queensland, Dept Chem, Brisbane, Qld 4072, Australia
[2] Univ Queensland, Ctr Magnet Resonance, Brisbane, Qld 4072, Australia
[3] Australian Natl Univ, Res Sch Chem, Canberra, ACT 0200, Australia
关键词
alkaloids; NMR; piperidines; sponges;
D O I
10.1016/S0040-4020(98)00473-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2D-NMR spectroscopic data is reported for the haliclonacyclamines A - D (1)-(4) and for two bismethiodide adducts (5) and (6). The structures of two new alkaloids, haliclonacyclamines C (3) and D (4), which are the 15,16-dihydro analogues of the haliclonacyclamines A (1) and B (2) are described. Revised assignments deduced by 2D-INADEQUATE spectroscopy are presented for (1) and (2). The alkene substituent in the C,, spacer group of (2) and (4) is positioned between C27-C28 by NMR, and confirmed by x-ray structural analysis for (2). Metabolite (3) has a C25-C26 double bond. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8811 / 8826
页数:16
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