Manadomanzamines A and B: A novel alkaloid ring system with potent activity against mycobacteria and HIV-1

Manadomanzamines A and B: A novel alkaloid ring system with potent activity against mycobacteria and HIV-1
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DOI:
10.1021/ja030087z
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发表时间:
2003-11-05
影响因子:
15
通讯作者:
Hamann, MT
Hamann, MT
中科院分区:
化学1区
文献类型:
--
作者:
Peng, JN;Hu, JF;Hamann, MT

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从印尼海绵中分离得到两个新生物碱,分别命名为甘露糖胺A(1)和B(2)。(单翅目:石蛛科)。它们的结构被阐明,并被证明是一个与甘露糖胺类生物碱相关的新的有机骨架。通过CID、NOESY和分子模拟分析确定了它们的绝对构型和构象。产生这些前所未有的生物碱的海绵的微生物群落分析也已经完成。甘露糖胺A(1)和B(2)对结核分枝杆菌(Mtb)表现出较强的抗结核活性,MIC值分别为1.9和1.5mug/mL。金刚烷胺A和B还显示出抗人类免疫缺陷病毒(HIV-1)和艾滋病机会性真菌感染的活性。
Two novel alkaloids, named manadomanzamines A (1) and B (2), were isolated from an Indonesian sponge Acanthostrongylophora sp. (Haplosclerida: Petrosiidae). Their structures were elucidated and shown to be a novel organic skeleton related to the manzamine type alkaloids. Their absolute configuration and conformation were determined by CID, NOESY, and molecular modeling analysis. The microbial community analysis for the sponge that produces these unprecedented alkaloids has also been completed. Manadomanzamines A (1) and B (2) exhibited strong activity against Mycobacterium tuberculosis (Mtb) with MIC values of 1.9 and 1.5 mug/mL, respectively. Manadomanzamines A and B also exhibit activities against human immunodeficiency virus (HIV-1) and AIDS opportunistic fungal infections.