Batista Andrea N L, Valverde Alessandra L, Nafie Laurence A, Batista João M
Institute of Chemistry, Fluminense Federal University, Outeiro de São João Batista s/n, 24020-141, Niterói-RJ, Brazil.
Department of Chemistry, 1-014CST, Syracuse University, 13244-4100, Syracuse-NY, USA.
Chem Commun (Camb). 2024 Sep 20;60(76):10439-10450. doi: 10.1039/d4cc02481h.
Secondary metabolites from land and marine (micro)organisms have been at the focus of the drug discovery process for many years. One of the reasons for this success is nature's incredible ability to create intricate molecular scaffolds. Such structural richness, however, makes the structural elucidation, and the absolute configuration assignment in particular, a challenging process. Vibrational circular dichroism (VCD) has emerged as one of the most reliable and versatile methods to unambiguously assign both the absolute configuration and conformations of chiral molecules in solution. Although VCD is no longer a curiosity in the field of molecular spectroscopy after 50 years since its first report, it is still underutilized by natural product chemists worldwide for varying reasons. Herein, we highlight the evolution of the application of VCD to natural product chemistry, focusing on its strengths as well as points that still need improvement. General guidelines for the correct application of VCD to stereochemical studies are also provided.
多年来，来自陆地和海洋（微）生物的次生代谢产物一直是药物发现过程的焦点。取得这一成功的原因之一是大自然创造复杂分子支架的惊人能力。然而，这种结构的丰富性使得结构解析，尤其是绝对构型的确定，成为一个具有挑战性的过程。振动圆二色性（VCD）已成为明确确定溶液中手性分子的绝对构型和构象的最可靠、最通用的方法之一。尽管自首次报道以来，VCD在分子光谱领域已经有50年历史，不再鲜为人知，但由于各种原因，它在全球天然产物化学家中仍未得到充分利用。在此，我们重点介绍VCD在天然产物化学中的应用进展，关注其优势以及仍需改进之处。还提供了将VCD正确应用于立体化学研究的一般指南。
