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黄桐素类似物,由 产生的 Gambierone 的两种新类似物。

Sulfo-Gambierones, Two New Analogs of Gambierone Produced by .

机构信息

Laboratoire Phycotoxines, DYNECO, Ifremer, F-44000 Nantes, France.

Beaufort Laboratory, National Centers for Coastal Ocean Science, National Ocean Service, NOAA, Beaufort, NC 28516, USA.

出版信息

Mar Drugs. 2021 Nov 24;19(12):657. doi: 10.3390/md19120657.

Abstract

Ciguatera poisoning is caused by the ingestion of fish or shellfish contaminated with ciguatoxins produced by dinoflagellate species belonging to the genera and . Unlike in the Pacific region, the species producing ciguatoxins in the Atlantic Ocean have yet to be definitely identified, though some ciguatoxins responsible for ciguatera have been reported from fish. Previous studies investigating the ciguatoxin-like toxicity of Atlantic species using Neuro2a cell-based assay identified as a potential toxin producer. To more rigorously characterize the toxin profile produced by this species, a purified extract from 124 million cells was prepared and partial characterization by high-resolution mass spectrometry was performed. The analysis revealed two new analogs of the polyether gambierone: sulfo-gambierone and dihydro-sulfo-gambierone. Algal ciguatoxins were not identified. The very low ciguatoxin-like toxicity of the two new analogs obtained by the Neuro2a cell-based assay suggests they are not responsible for the relatively high toxicity previously observed when using fractionated extracts, and are unlikely the cause of ciguatera in the region. These compounds, however, can be useful as biomarkers of the presence of due to their sensitive detection by mass spectrometry.

摘要

雪卡毒素中毒是由食用受藻类属和属的狄氏藻产生的雪卡毒素污染的鱼类或贝类引起的。与太平洋地区不同,在大西洋产生雪卡毒素的物种尚未得到明确鉴定,尽管有一些雪卡毒素已从鱼类中报告。以前使用基于Neuro2a 细胞的测定法研究大西洋属的雪卡毒素样毒性的研究表明,是一种潜在的毒素产生者。为了更严格地描述该物种产生的毒素特征,从 1.24 亿个细胞中制备了纯化提取物,并通过高分辨率质谱进行了部分表征。分析表明,两种新的聚醚 Gambierone 类似物:亚磺酸 Gambierone 和二氢亚磺酸 Gambierone。未鉴定出藻类雪卡毒素。通过基于 Neuro2a 细胞的测定法获得的两种新类似物的雪卡毒素样毒性非常低,这表明它们不是导致以前使用分馏提取物时观察到的相对高毒性的原因,也不太可能是该地区雪卡毒素中毒的原因。然而,由于它们可以通过质谱法灵敏地检测到,这些化合物可以作为存在的生物标志物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/482f/8703632/012e02ec37d2/marinedrugs-19-00657-g001.jpg

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