Crambescidin 826 and dehydrocrambine A:: New polycyclic guanidine alkaloids from the marine sponge Monanchora sp that inhibit HIV-1 fusion

被引:84
作者
Chang, LC [1 ]
Whittaker, NF [1 ]
Bewley, CA [1 ]
机构
[1] NIDDKD, Bioorgan Chem Lab, NIH, DHHS, Bethesda, MD 20892 USA
来源
JOURNAL OF NATURAL PRODUCTS | 2003年 / 66卷 / 11期
关键词
D O I
10.1021/np030256t
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Two new polycyclic guanidine alkaloids, crambescidin 826 (1) and dehydrocrambine A (2), and the known compounds crambescidin 800 (3) and fromiamycalin (4) were isolated from the marine sponge Monanchora sp. The structures of 1 and 2 were elucidated by 2D NMR and mass spectrometry, and relative stereochemistry was established by analysis of coupling constants and ROESY spectra. The pentacyclic guanidine alkaloids 1, 3, and 4 inhibit HIV-1 envelope-mediated fusion in vitro with IC50's of 1-3 muM, while compound 2, a tricyclic guanidine alkaloid, showed weaker inhibition, with an IC50 of similar to35 muM.
引用
收藏
页码:1490 / 1494
页数:5
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