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热带西南太平洋海绵中的溴色胺和溴酪胺衍生物

Bromotryptamine and Bromotyramine Derivatives from the Tropical Southwestern Pacific Sponge .

机构信息

Marine Biodiscovery, School of Chemistry and Ryan Institute, National University of Ireland Galway (NUI Galway), University Road, H91 TK33 Galway, Ireland.

Departamento de Farmacología, Facultad de Veterinaria, Universidade de Santiago de Compostela, 27002 Lugo, Spain.

出版信息

Mar Drugs. 2019 May 30;17(6):319. doi: 10.3390/md17060319.

DOI:10.3390/md17060319
PMID:31151240
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6627171/
Abstract

So far, the Futuna Islands located in the Central Indo-Pacific Ocean have not been inventoried for their diversity in marine sponges and associated chemical diversity. As part of the Tara Pacific expedition, the first chemical investigation of the sponge collected around the Futuna Islands yielded 18 brominated alkaloids: seven new bromotryptamine derivatives - and one new bromotyramine derivative together with 10 known metabolites of both families -. Their structures were deduced from extensive analyses of nuclear magnetic resonance (NMR) and high-resolution mass spectrometry (HRMS) data. metabolite anticipation using the online tool MetWork revealed the presence of a key and minor biosynthetic intermediates. These 18 compounds showed almost no cytotoxic effect up to 10 µM on human neuroblastoma SH-SY5Y and microglia BV2 cells, and some of them exhibited an interesting neuroprotective activity by reducing oxidative damage.

摘要

迄今为止,位于中太平洋的富图纳群岛尚未对其海绵动物的多样性及其相关的化学多样性进行清查。作为塔拉太平洋考察的一部分,对富图纳群岛周围采集的海绵进行了首次化学调查,共获得了 18 种溴代生物碱:7 种新型溴色胺衍生物——以及 1 种新型溴酪胺衍生物——与这两个家族的 10 种已知代谢物一起。根据核磁共振(NMR)和高分辨率质谱(HRMS)数据分析,推断出它们的结构。使用在线工具 MetWork 进行代谢产物预测,揭示了关键和次要生物合成中间体的存在。这些 18 种化合物在 10µM 以下对人神经母细胞瘤 SH-SY5Y 和小胶质细胞 BV2 细胞几乎没有细胞毒性作用,其中一些化合物通过减少氧化损伤表现出有趣的神经保护活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/6d27d4ff5262/marinedrugs-17-00319-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/e1664070eb6e/marinedrugs-17-00319-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/62e330b33ada/marinedrugs-17-00319-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/0c3025c70ea1/marinedrugs-17-00319-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/94b08176bef5/marinedrugs-17-00319-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/7ed968195eb3/marinedrugs-17-00319-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/c0e759a04d92/marinedrugs-17-00319-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/15a11ae2efe7/marinedrugs-17-00319-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/6d27d4ff5262/marinedrugs-17-00319-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/e1664070eb6e/marinedrugs-17-00319-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/62e330b33ada/marinedrugs-17-00319-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/0c3025c70ea1/marinedrugs-17-00319-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/94b08176bef5/marinedrugs-17-00319-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/7ed968195eb3/marinedrugs-17-00319-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/c0e759a04d92/marinedrugs-17-00319-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/15a11ae2efe7/marinedrugs-17-00319-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1493/6627171/6d27d4ff5262/marinedrugs-17-00319-g007.jpg

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