Evaluation of estrogenic activities of hydroxylated polycyclic aromatic hydrocarbons in cigarette smoke condensate
Evaluation of estrogenic activities of hydroxylated polycyclic aromatic hydrocarbons in cigarette smoke condensate
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DOI：
10.1016/j.fct.2005.02.004
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发表时间：
2005-07-01
影响因子：
4.3
通讯作者：
Hayakawa, K
中科院分区：
文献类型：
--
作者：
Kamiya, M;Toriba, A;Hayakawa, K
采用表达人雌激素受体α（hER α）的酵母双杂交系统，对用苯/乙醇提取卷烟主流和侧流烟气颗粒物所得烟气冷凝物的雌激素活性进行了评价。为了鉴定卷烟烟气冷凝物中与雌激素活性有关的成分，采用液-液萃取法将冷凝物分离成11个组分。在这些组分中，主流和侧流烟的中性组分通过酵母双杂交试验显示出最强的雌激素受体介导的活性。中性组分经硅胶柱中压液相色谱分离。在表现出强雌激素活性的组分中，2-羟基芴（2-OHFle）、2-和3-羟基菲（2-和3-OHPhe）、1-羟基芘（1-OHPyr）和对羟基苯甲酸正丙酯（n-PHB）通过LC-和GGMS和HPLC荧光检测被鉴定。2-OHFle、2-OHPhe和n-PHB表现出雌激素活性，而3-OHPhe和1-OHPyr观察到弱活性。还发现了其他几种没有活性的羟基化多环芳烃。这是第一个研究，以确定在卷烟烟气冷凝物中的雌激素羟基化多环芳烃。目前的研究结果指出，有必要详细调查暴露于含有明显的雌激素化合物的气溶胶。(c)2005爱思唯尔有限公司保留所有权利。
Estrogenic activities of cigarette smoke condensates obtained from the extraction of particulate matters from mainstream and sidestream cigarette smoke with benzene/ethanol were evaluated by using a yeast two-hybrid assay system expressing human estrogen receptor alpha (hER alpha). To identify the constituents of the cigarette smoke condensate which are responsible for the estrogenic activity, the condensate was fractionated into eleven fractions by liquid-liquid extractions. Among these fractions, the neutral fractions of mainstream and sidestrearn smoke showed the strongest estrogen receptor-mediated activity by the yeast two-hybrid assay. Then the neutral fractions were fractionated by medium-pressure liquid chromatography with silica gel column. In the fractions that showed strong estrogenic activity, 2-hydroxyfluorene (2-OHFle), 2- and 3-hydroxyphenanthrene (2- and 3-OHPhe), 1-hydroxypyrene (1-OHPyr) and n-propyl-p-hydroxybenzoate (n-PHB) were identified by LC- and GGMS and HPLC with fluorescence detection. 2-OHFle, 2-OHPhe and n-PHB exhibited estrogenic activity, whereas weak activity was observed with 3-OHPhe and 1-OHPyr. Several other hydroxylated polycyclic aromatic hydrocarbons having no activity were also identified. This is a first study to identify estrogenic hydroxylated PAHs in cigarette smoke condensate. The present findings points out the necessity for detailed investigation of exposure to aerosols containing apparently estrogenic compounds. (c) 2005 Elsevier Ltd. All rights reserved.