Grupo de Pesquisas em Produtos Naturais, Núcleo de Ciências Exatas e Tecnológicas, Universidade de Franca, Avenida Dr. Armando Salles de Oliveira, 2001, 14404-600 Franca, SP, Brazil.
J Chromatogr A. 2011 Sep 28;1218(39):7051-4. doi: 10.1016/j.chroma.2011.07.093. Epub 2011 Aug 6.
(±)-Licarin A (1), a neolignan obtained by the oxidative coupling reaction of isoeugenol, had in this study its enantiomers resolved. A novel, quick and efficient enantiomeric resolution of 1 was directly performed by chiral high-performance liquid chromatography (HPLC-PDA) protocol (CHIRALPACK(®) AD column; 9:1 (v/v) n-hexane:2-propanol; 1.0 mL/min). This method provided a chromatogram profile with a well-resolved peak separation. After isolation of each enantiomer with ee>99.9%, they were analysed in a polarimeter. Compound 2, which showed a retention time (t(r)) of 12.13 min, was the (+)-enantiomer and compound 3 (t(r)=18.90 min) was the (-)-enantiomer.
(±)-Licarin A(1)是一种通过异丁香酚的氧化偶联反应得到的新木脂素,本研究对其对映异构体进行了拆分。通过手性高效液相色谱(HPLC-PDA)方案(CHIRALPACK ® AD 柱;9:1(v/v)正己烷:2-丙醇;1.0 mL/min)直接对 1 进行了新颖、快速且有效的对映异构体拆分。该方法提供了具有良好分离的峰分离的色谱图特征。每个对映异构体的对映体过量(ee)>99.9%后,用旋光计进行分析。保留时间(t(r))为 12.13 分钟的化合物 2 为(+)-对映异构体,保留时间(t(r))为 18.90 分钟的化合物 3 为(-)-对映异构体。