Institute of Pharmacy/Pharmacognosy, University of Innsbruck, Innrain 80-82, 6020 Innsbruck, Austria.
Functional Proteo-Metabolomics, Department of Biochemistry, University of Innsbruck, Innrain 80-82, 6020 Innsbruck, Austria.
Biomolecules. 2021 May 12;11(5):723. doi: 10.3390/biom11050723.
The class of demosponges is the biggest and most diverse of all described sponge species and it is reported to produce a plethora of chemically different metabolites with interesting biological activities. The focus of the present study was to investigate the chemical composition of two Mediterranean demosponges, targeting their brominated compounds and prenylated hydroquinones, compounds with interesting cytotoxic and anti-microbial properties. In order to gain a deeper insight into the chemical diversity of their metabolites and their activities, 20 pure secondary metabolites including new natural products were isolated from two different species ( and sp.) using various chromatographic techniques. Their structures were confirmed by NMR and HRMS, revealing molecules with various chemical scaffolds, mainly prenylated hydroquinones from sp. and halogenated compounds from including 5 novel natural products. The isolated compounds were investigated for their cytotoxic properties using 9 different cell lines, and especially one compound, 2,6-dibromo-4-hydroxy-4-methoxycarbonylmethylcyclohexa-2,5-dien-1-one showed good activities in all tested models.
寻常海绵纲是所有已描述海绵物种中最大和最多样化的一类，据报道，它们能产生大量具有有趣生物活性的化学结构不同的代谢物。本研究的重点是研究两种地中海寻常海绵的化学组成，针对它们的溴化化合物和烯丙基氢醌，这些化合物具有有趣的细胞毒性和抗微生物特性。为了更深入地了解它们代谢物的化学多样性及其活性，我们使用各种色谱技术从两个不同的种（ 和 sp.）中分离出了 20 种纯次生代谢物，包括新的天然产物。通过 NMR 和 HRMS 确定了它们的结构，揭示了具有各种化学结构骨架的分子，主要是来自 sp. 的烯丙基氢醌和来自 的卤化化合物，其中包括 5 种新的天然产物。我们用 9 种不同的细胞系研究了分离出的化合物的细胞毒性，特别是一种化合物 2,6-二溴-4-羟基-4-甲氧羰基甲基环己-2,5-二烯-1-酮，在所有测试的模型中都表现出良好的活性。
