Tulongicin, an Antibacterial Tri-Indole Alkaloid from a Deep-Water Topsentia sp. Sponge.,Journal of Natural Products

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Tulongicin, an Antibacterial Tri-Indole Alkaloid from a Deep-Water Topsentia sp. Sponge.
Journal of Natural Products ( IF 3.3 ) Pub Date : 2017-08-24 00:00:00 , DOI: 10.1021/acs.jnatprod.7b00452
Hong-Bing Liu ₁ , Gianluigi Lauro ₂ , Robert D O'Connor ₁ , Katheryn Lohith ₁ , Michelle Kelly ₃ , Patrick Colin ₄ , Giuseppe Bifulco ₂ , Carole A Bewley ₁

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Antibacterial-guided fractionation of an extract of a deep-water Topsentia sp. marine sponge led to the isolation of two new indole alkaloids, tulongicin A (1) and dihydrospongotine C (2), along with two known analogues, spongotine C (3) and dibromodeoxytopsentin (4). Their planar structures were determined by NMR spectroscopy. Their absolute configurations were determined through a combination of experimental and computational analyses. Tulongicin (1) is the first natural product to contain a di(6-Br-1H-indol-3-yl)methyl group linked to an imidazole core. The coexistence of tri-indole 1 and bis-indole alcohol 2 suggests a possible route to 1. All of the compounds showed strong antimicrobial activity against Staphylococcus aureus.

中文翻译：

Tulongicin，一种来自深水Topsentia sp。的抗菌三吲哚生物碱。海绵。

深水Topsentia sp。提取物的抗菌引导分级分离。海洋海绵导致分离出两种新的吲哚生物碱，图隆霉素A（1）和二氢皂苷C（2），以及两种已知的类似物，海绵蛋白C（3）和二溴脱氧托普汀（4）。它们的平面结构通过NMR光谱测定。它们的绝对构型是通过实验和计算分析的组合来确定的。Tulongicin（1）是第一个包含与咪唑核心相连的二（6-Br-1 H-吲哚-3-基）甲基的天然产物。三吲哚醇1和双吲哚醇2并存建议前往1的可能路线。所有化合物对金黄色葡萄球菌均表现出较强的抗菌活性。

更新日期：2017-08-24

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