Acanthocyclamine A From the Indonesian Marine Sponge Acanthostrongylophora ingens

被引:8
作者
Dewi, Ariyanti S. [1 ,2 ]
Hadi, Tri A. [3 ]
Fajarningsih, Nurrahmi D. [2 ]
Blanchfield, Joanne T. [1 ]
Bernhardt, Paul V. [1 ]
Garson, Mary J. [1 ]
机构
[1] Univ Queensland, Sch Chem & Mol Biosci, St Lucia, Qld 4072, Australia
[2] Minist Marine Affairs & Fisheries, Res & Dev Ctr Marine & Fisheries Prod Proc & Biot, Jakarta 10260, Indonesia
[3] Indonesian Inst Sci, Res Ctr Oceanog, Jakarta 14430, Indonesia
关键词
ALKYLPIPERIDINE ALKALOIDS; CYTOTOXIC ALKALOIDS; HALICLONACYCLAMINES;
D O I
10.1071/CH14107
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new 3-alkylpiperidine compound (-)-acanthocyclamine A (1) has been obtained from the methanolic extract of Acanthostrongylophora ingens (order Haplosclerida, family Petrosiidae) collected from Wakatobi Marine National Park in South East Sulawesi, Indonesia. The structure of 1 was investigated by extensive 1D- and 2D-NMR experiments. The absolute configuration of 1 was established by X-ray crystallography from anomalous dispersion effects using Cu radiation as C2 (R), C3 (R), C7 (R), and C9 (R). A plausible biosynthetic scheme leading to 1 is presented, and compared with the biosynthetic pathway proposed for the manzamine alkaloids.
引用
收藏
页码:1205 / 1210
页数:6
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