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海洋环境中的烃类隆起:单芳烃化合物的合成、毒性及水溶性

Hydrocarbon humps in the marine environment: synthesis, toxicity, and aqueous solubility of monoaromatic compounds.

作者信息

Smith E, Wraige E, Donkin P, Rowland S

机构信息

Department of Environmental Sciences, Plymouth Environmental Research Centre, University of Plymouth, United Kingdom.

出版信息

Environ Toxicol Chem. 2001 Nov;20(11):2428-32.

PMID:11699765
Abstract

A recent study has shown that some monoaromatic hydrocarbon constituents of the so-called unresolved complex mixtures (UCMs) or gas chromatographic humps, which are widespread in the marine environment, are toxic to the mussel Mytilus edulis. Here we describe the synthesis and toxicological assessment of 6-cyclohexyltetralin, 7-cyclohexyl-1-methyltetralin, and 7-cyclohexyl-1-n-propyltetralin, which contain structural features consistent with some monoaromatic UCM hydrocarbons. The compounds were all toxic to M. edulis when measured in the assay used previously to determine the toxicity of a monoaromatic UCM. The aqueous solubilities of the hydrocarbons in fresh and seawater at different temperatures were determined and found to range from about 10 to 110 microg/L (10-60 microg/L in seawater at 15 degrees C). Further studies of the aromatic UCM composition of a wide range of oils and oil residues are required to determine whether such alkylated compounds as 7-cyclohexyl-1-methyltetralin and 7-cyclohexyl-1-n-propyltetralin or their analogues are widespread in oils. If these aromatic compounds prove to be important in UCMs, toxicity experiments should be conducted with other biological end points and monitoring studies of pollutant hydrocarbons should probably include measurement of aromatic UCM hydrocarbons.

摘要

最近的一项研究表明,在海洋环境中广泛存在的所谓未解析复杂混合物(UCMs)或气相色谱峰中的一些单芳烃成分,对贻贝紫贻贝有毒。在此,我们描述了6-环己基四氢化萘、7-环己基-1-甲基四氢化萘和7-环己基-1-正丙基四氢化萘的合成及毒理学评估,这些化合物的结构特征与一些单芳烃UCM碳氢化合物一致。在先前用于测定单芳烃UCM毒性的试验中测定时,这些化合物对紫贻贝均有毒性。测定了这些碳氢化合物在不同温度下在淡水和海水中的水溶性,发现其范围约为10至110微克/升(15℃时在海水中为10 - 60微克/升)。需要对广泛的油类和油类残渣的芳烃UCM组成进行进一步研究,以确定7-环己基-1-甲基四氢化萘和7-环己基-1-正丙基四氢化萘等烷基化化合物或其类似物在油类中是否广泛存在。如果这些芳烃化合物在UCM中被证明很重要,则应使用其他生物学终点进行毒性实验,并且对污染性碳氢化合物的监测研究可能应包括对芳烃UCM碳氢化合物的测量。

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