Laboratoire Mer, Molécules, Santé EA 2160 Université du Maine, Institut Universitaire de Technologie de Laval, 52 rue des Drs Calmette et Guérin, BP 2045, 53020, Laval Cedex 9, France.
Biotechnol Lett. 2010 Dec;32(12):1955-60. doi: 10.1007/s10529-010-0386-6. Epub 2010 Sep 1.
Chlorogenic acid (5-caffeoyl quinic acid (CQA)) extracted from Hydrangea macrophylla (44%, w/w) with 98% purity, was acylated with palmitic acid by Novozym 435 to yield mono-acylated CQA. Acylation of CQA was achieved in 2-methyl-2-butanol at 60°C, and yielded two mono-acylated products: a major product acylated at the C-4 of the quinic moiety (4-O-palmitoyl chlorogenic acid) and a minor product acylated at the C-3 (3-O-palmitoyl chlorogenic acid). The bioconversions obtained in 7 days ranged from 14 to 60% and were influenced by the molar ratio of palmitic acid/CQA, which ranged from 10 to 80. The regioselectivity (4-O-palmitoyl/3-O-palmitoyl ratio) of the reaction was also affected by the molar ratio, and ranged from 90 to 70%. The scavenging activities against 1,1-diphenyl-2-picryl-hydrazyl radicals demonstrated that these palmitoyl CQA derivatives are associated with antioxidant activity (70% vs CQA).
从绣球花（Hydrangea macrophylla）中提取的纯度为 98%、含量为 44%（w/w）的绿原酸（5-咖啡酰奎宁酸（CQA）），被 Novozym 435 酰化为单酰化 CQA。在 60°C 的 2-甲基-2-丁醇中进行 CQA 的酰化反应，得到两种单酰化产物：主要产物在奎尼酸部分的 C-4 位置酰化（4-O-棕榈酰绿原酸），次要产物在 C-3 位置酰化（3-O-棕榈酰绿原酸）。在 7 天内获得的生物转化范围为 14%至 60%，并受到棕榈酸/CQA 摩尔比的影响，范围为 10 至 80。反应的区域选择性（4-O-棕榈酰/3-O-棕榈酰比）也受到摩尔比的影响，范围为 90 至 70%。对 1,1-二苯基-2-苦基肼自由基的清除活性表明，这些棕榈酰 CQA 衍生物与抗氧化活性相关（70% vs CQA）。
