Departamento de Quimica Fisica, Universidad de Málaga, 29071 Málaga, Spain.
J Phys Chem A. 2011 Apr 7;115(13):2752-5. doi: 10.1021/jp2009397. Epub 2011 Mar 14.
We present the determination of the conformational properties of aeroplysinin-1 in aqueous solution by means of a combined experimental and theoretical Raman optical activity (ROA) and vibrational circular dichroism (VCD) study. Aeroplysinin-1 is an antiangiogenic drug extracted from the sponge Aplysina cavernicola which has been proved to be a valuable candidate for the treatment of cancer and other antiangiogenic diseases. Our study shows that this molecule possesses the 1S,6R absolute configuration in aqueous solution, where only two conformers are present to a significant level. We discuss in detail the relationships between the chiro-optical ROA and VCD features, and the structural properties of various energy accessible conformers are described. The present work is one of the first studies in which both ROA and VCD have been used as complementary tools for the determination of absolute configuration and dominant solution-state conformations of an unknown therapeutically significant molecule.
我们通过结合实验和理论拉曼光学活性（ROA）和振动圆二色性（VCD）研究，确定了 Aeroplysinin-1 在水溶液中的构象性质。Aeroplysinin-1 是一种从海绵 Aplysina cavernicola 中提取的抗血管生成药物，已被证明是治疗癌症和其他抗血管生成疾病的有价值的候选药物。我们的研究表明，该分子在水溶液中具有 1S,6R 的绝对构型，其中只有两种构象以显著水平存在。我们详细讨论了手性光学 ROA 和 VCD 特征之间的关系，并描述了各种可及构象的结构性质。本工作是首次将 ROA 和 VCD 用作确定具有治疗意义的未知分子的绝对构型和主要溶液构象的互补工具之一。
