Dipartimento di Chimica delle Sostanze Naturali, University of Napoli Federico II, Via D. Montesano 49, 80131 Napoli, Italy.
J Am Chem Soc. 2012 Jan 25;134(3):1869-75. doi: 10.1021/ja210784u. Epub 2012 Jan 11.
Since 2005, the benthic dinoflagellate Ostreopsis cf. ovata has bloomed across the Mediterranean basin, provoking serious toxic outbreaks. LC/MS studies have identified a number of palytoxin-like compounds, termed ovatoxins, along with trace amounts of putative palytoxin as the causative agents of the O. cf. ovata -related human sufferings. So far, any risk assessment for ovatoxins as well as establishment of their allowance levels in seafood has been prevented by the lack of pure toxins. The present paper reports on the isolation, NMR-based structural determination, and preliminary mouse lethality evaluation of ovatoxin-a, the major toxic compound contained in O. cf. ovata extracts. Availability of pure ovatoxin-a will open the double prospect of fully evaluating its toxicity and preparing reference standards to be employed in LC/MS quantitative analyses. Elucidation of ovatoxin-a's complex structure will ultimately herald the understanding of the molecular bases of ovatoxins bioactivity.
自 2005 年以来,底栖甲藻属中拟菱形藻已在整个地中海盆地大量繁殖,引发了严重的有毒藻类爆发事件。LC/MS 研究已经确定了许多与芋螺毒素类似的化合物,称为拟芋螺毒素,以及痕量的可能的芋螺毒素,这些都是导致拟菱形藻相关人类痛苦的原因。到目前为止,由于缺乏纯毒素,拟芋螺毒素的任何风险评估以及在海鲜中建立其允许水平的工作都受到了阻碍。本文报告了拟菱形藻提取物中主要毒性化合物拟芋螺毒素-a 的分离、基于 NMR 的结构确定以及初步的小鼠致死性评估。纯拟芋螺毒素-a 的可用性将为全面评估其毒性和制备用于 LC/MS 定量分析的参考标准开辟双重前景。阐明拟芋螺毒素-a 的复杂结构最终将预示着对拟芋螺毒素生物活性的分子基础的理解。