Buhrke Thorsten, Merkel Roswitha, Lengler Imme, Lampen Alfonso
Department of Food Safety, Federal Institute for Risk Assessment, Max-Dohrn-Str. 8-10, 10589 Berlin, Germany.
Lipids. 2012 Apr;47(4):435-42. doi: 10.1007/s11745-012-3653-6. Epub 2012 Jan 18.
Furan fatty acids (furan-FA) can be formed by auto-oxidation of conjugated linoleic acids (CLA) and may therefore be ingested when CLA-containing foodstuff is consumed. Due to the presence of a furan ring structure, furan-FA may have toxic properties, however, these substances are toxicologically not well characterized so far. Here we show that 9,11-furan-FA, the oxidation product of the major CLA isomer cis-9,trans-11-CLA (c9,t11-CLA), is not toxic to human intestinal Caco-2 cells up to a level of 100 μM. Oil-Red-O staining indicated that 9,11-furan-FA as well as c9,t11-CLA and linoleic acid are taken up by the cells and stored in the form of triglycerides in lipid droplets. Chemical analysis of total cellular lipids revealed that 9,11-furan-FA is partially elongated probably by the enzymatic activity of cellular fatty acid elongases whereas c9,t11-CLA is partially converted to other isomers such as c9,c11-CLA or t9,t11-CLA. In the case of 9,11-furan-FA, there is no indication for any modification or activation of the furan ring system. From these results, we conclude that 9,11-furan-FA has no properties of toxicological relevance at least for Caco-2 cells which serve as a model for enterocytes of the human small intestine.
呋喃脂肪酸(furan-FA)可由共轭亚油酸(CLA)自动氧化形成,因此当食用含CLA的食品时可能会摄入。由于存在呋喃环结构,呋喃-FA可能具有毒性,然而,到目前为止这些物质在毒理学上尚未得到充分表征。在这里我们表明,主要CLA异构体顺式-9,反式-11-CLA(c9,t11-CLA)的氧化产物9,11-呋喃-FA,在浓度高达100μM时对人肠道Caco-2细胞无毒。油红O染色表明,9,11-呋喃-FA以及c9,t11-CLA和亚油酸被细胞摄取并以甘油三酯的形式储存在脂滴中。对细胞总脂质的化学分析表明,9,11-呋喃-FA可能通过细胞脂肪酸延长酶的酶活性部分延长,而c9,t11-CLA部分转化为其他异构体,如c9,c11-CLA或t9,t11-CLA。就9,11-呋喃-FA而言,没有迹象表明呋喃环系统有任何修饰或活化。从这些结果我们得出结论,至少对于作为人小肠肠上皮细胞模型的Caco-2细胞,9,11-呋喃-FA没有毒理学相关特性。