School of Chemistry and Chemical Engineering, Xinglin College, Nantong University, Nantong, PR China.
Int J Food Sci Nutr. 2013 Jun;64(4):437-43. doi: 10.3109/09637486.2012.759186. Epub 2013 Jan 11.
Methylation of flavonoids appears to be a simple and effective way to improve metabolic resistance and transport of flavonoids. Serum albumins are major soluble proteins serving as transport proteins for many exogenous compounds. This work in here mainly concerns about the effect of methylation of flavonoids on the affinity for human serum albumin (HSA) and ovalbumin. One isoflavone (genistein) and one flavonol (kaempferol) and their monomethylated derivatives at position 4' (biochanin A and kaempferide) were studied for their affinities for ovalbumin and HSA. The methylation of flavonoids significantly affects the binding process. In general, the methylation of flavonoids improved the affinities for proteins by 2-16 times. This result supports that the methylation of genistein and kaempferol enhanced the transporting ability, which leads to facilitated absorption and greatly increased bioavailability. The methylation increases the hydrophobicity of genistein and kaempferol, and the hydrophobic interaction plays an important role in binding flavonoids to HSA and ovoalbumin.
黄酮类化合物的甲基化似乎是一种简单有效的方法，可以提高黄酮类化合物的代谢抗性和转运。血清白蛋白是主要的可溶性蛋白质，作为许多外源性化合物的转运蛋白。本工作主要研究了黄酮类化合物甲基化对人血清白蛋白（HSA）和卵清蛋白亲和力的影响。研究了一种异黄酮（染料木黄酮）和一种黄酮醇（山奈酚）及其在 4'位的单甲基化衍生物（大豆苷元和山奈酚）与卵清蛋白和 HSA 的亲和力。黄酮类化合物的甲基化显著影响结合过程。一般来说，黄酮类化合物的甲基化使与蛋白质的亲和力提高了 2-16 倍。这一结果支持了染料木黄酮和山奈酚的甲基化增强了它们的转运能力，从而促进了吸收，大大提高了生物利用度。甲基化增加了染料木黄酮和山奈酚的疏水性，疏水性相互作用在黄酮类化合物与 HSA 和卵清蛋白的结合中起着重要作用。
