Proposed formation mechanism, antioxidant activity and MDA-MB-231 cells survival analysis of two glucose–ammonium sulfite caramel colour melanoidins fractions
Proposed formation mechanism, antioxidant activity and MDA-MB-231 cells survival analysis of two glucose–ammonium sulfite caramel colour melanoidins fractions
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两种葡萄糖-亚硫酸铵焦糖色素黑素组分的形成机制、抗氧化活性和 MDA-MB-231 细胞存活分析
DOI：
10.1016/j.carbpol.2011.05.049
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发表时间：
2011-08
影响因子：
11.2
通讯作者：
Xian-Bing Xu
中科院分区：
文献类型：
--
作者：
Yong-Guang Guan;Xin-Lan Wu;Shu-Juan Yu;Xian-Bing Xu
采用超滤和凝胶色谱法分离焦糖色类黑精，并采用元素分析和热裂解-GC/MS法分析不同分子量的葡萄糖-亚硫酸铵焦糖色类黑精的特征。结果表明，呋喃是葡萄糖-亚硫酸铵焦糖色素类黑精的主要骨架。5-羟甲基-2-糠醛可能是类黑精骨架的来源之一，类黑精骨架是通过羟醛缩合反应形成的。葡萄糖-亚硫酸铵焦糖色类黑精的形成机理可能是：醛醇缩合后生成双呋喃衍生物（A部分），亚硫酸根离子与甲酰基碳原子连接，呋喃的醛与氮原子形成酰胺链（B部分）。最后，A、B部分发生聚合反应，形成了葡萄糖-亚硫酸铵焦糖色素类黑精的可能结构。所形成的类黑精具有明显的自由基清除活性，并对MDA-MB-231细胞的存活有复杂的影响。
Ultrafiltration and gel chromatography were used to isolate caramel colour melanoidins, and elemental analysis and pyrolysis-GC/MS was used to analyze the characteristic of glucose–ammonium sulfite caramel colour melanoidins of various molecular weights. Results indicated that furfuran was the main skeleton of glucose–ammonium sulfite caramel colour melanoidins. And 5-hydroxymethyl-2-furaldehyde might be one of the origins of melanoidins skeleton which was formed via aldol condensation. A proposed mechanism on the formation of glucose–ammonium sulfite caramel colour melanoidins might be that bi-furan derivatives were formed after aldol condensation (part A), and sulfite ion could connect with carbon atom of formyl group, and amidolinks might be formed between aldehyde of furfuran and nitrogen atoms (part B). At last, parts A and B polymerized and formed the possible structure of the glucose–ammonium sulfite caramel colour melanoidins. And the formed melanoidins have a significant radical-scavenging activity, and complex effects on MDA-MB-231 cells survival.
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