(+)-7-Bromotrypargine: an antimalarial β-carboline from the Australian marine sponge Ancorina sp.

被引:55
作者
Davis, Rohan A. [1 ]
Duffy, Sandra [1 ]
Avery, Vicky M. [1 ]
Camp, David [1 ]
Hooper, John N. A. [2 ]
Quinn, Ronald J. [1 ]
机构
[1] Griffith Univ, Eskitis Inst, Brisbane, Qld 4111, Australia
[2] Queensland Museum, Brisbane, Qld 4101, Australia
关键词
TROPICAL PARASITIC DISEASES; NATURAL-PRODUCTS; MANZAMINE ALKALOIDS; INDONESIAN SPONGE; (-)-TRYPARGINE; DERIVATIVES; TRYPARGINE; MALARIA;
D O I
10.1016/j.tetlet.2009.11.055
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mass-directed isolation of the CH2Cl2/MeOH extract from the Australian marine sponge Ancorina sp. resulted in the purification of a new antimalarial p-carboline, (+)-7-bromotrypargine 1, along with the previously isolated natural product, 6-bromotryptamine 2. The structure of I is determined by extensive 1D/2D NMR and MS data analyses. Comparison of the chiro-optical data for I with literature values of related natural products is used to determine the absolute stereochemistry of (+)-7-bromotrypargine as 1R. Antimalarial activity data for 1 and 2 against a chloroquine-resistant (Dd2) and chloroquine-sensitive (3D7) Plasmodium falciparum strain are also provided. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:583 / 585
页数:3
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