Isolation and structure elucidation of new and unusual saxitoxin analogues from mussels
Isolation and structure elucidation of new and unusual saxitoxin analogues from mussels
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DOI：
10.1021/np800066r
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发表时间：
2008-09-01
影响因子：
5.1
通讯作者：
Quilliam, Michael A.
中科院分区：
文献类型：
--
作者：
Dell'Aversano, Carmela;Walter, John A.;Quilliam, Michael A.
浮游生物和高毒性贻贝样品收集在加拿大东部的甲藻Alexandrium tamarense的强烈盛开的化学分析建立了麻痹性贝类中毒（PSP）毒素的复杂混合物的存在。一种新技术的应用。亲水相互作用液相色谱-质谱法，确认了已知毒素的身份，并揭示了在贻贝中存在的五种石房蛤毒素类似物（M1-M5），这些类似物不存在于浮游生物中。分离出其中四种化合物，并通过串联质谱法确定其结构。1D和2D-NMR光谱和化学互变实验。其中一种被发现是11 β-羟基石房蛤毒素（M2），而其他三种被发现是新的石房蛤毒素类似物。石房蛤毒素，11 β-羟基-N-磺基氨基甲酰基石房蛤毒素（M1），11，11-二羟基-N-磺基氨基甲酰基石房蛤毒素（M3）。和11，11-二羟基石房蛤毒素（M4）。由于表征材料不足，化合物M5仍未鉴别。
Chemical analyses of plankton and highly toxic Mussel samples collected in eastern Canada during an intense bloom of the dinoflagellate Alexandrium tamarense established the presence of a complex mixture of paralytic shellfish poisoning (PSP) toxins. Application of a newly developed technique. hydrophilic interaction liquid chromatography-mass spectrometry, confirmed the identities of the known toxins and revealed the presence in the Mussels of five saxitoxin analogues (M1-M5) that were not present in the plankton. Four of these compounds were isolated and their structures established by tandem mass spectrometry. 1D- and 2D-NMR spectroscopy, and chemical interconversion experiments. One of these was found to be 11 beta-hydroxysaxitoxin (M2), while the other three were found to be new saxitoxin analogues. nainely, 11 beta-hvdroxy-N-sulfocarbamoylsaxitoxin (M1), 11,11-dihydroxy-N-sulfocarbamoylsaxitoxin (M3). and 11,11-dihydroxysaxitoxin (M4). Compound M5 remains unidentified because of insufficient material for characterization.