Institut de Chimie Moléculaire de Reims, CNRS UMR 7312, Université de Reims-Champagne-Ardenne, BP 1039, 51687 REIMS Cedex 2, France.
Magn Reson Chem. 2013 Aug;51(8):447-53. doi: 10.1002/mrc.3965. Epub 2013 Jun 9.
The LSD software proposes the structures of small organic molecules that fit with structural constraints from 1D and 2D NMR spectroscopy. Its initial design introduced limits that needed to be eliminated to extend its scope and help its users choose the most likely structure among those proposed. The LSD software code has been improved, so that it recognizes a wider set of atom types to build molecules. More flexibility has been given in the interpretation of 2D NMR data, including the automatic detection of very long-range correlations. A program named pyLSD was written to deal with problems in which atom types are ambiguously defined. It also provides a (13)C NMR chemical shift-based solution ranking algorithm. PyLSD was able to propose the correct structure of hexacyclinol, a natural product whose structure determination has been highly controversal. The solution was ranked first within a list of ten structures that were produced by pyLSD from the literature NMR data. The structure of an aporphin natural product was determined by pyLSD, taking advantage of the possibility of handling electrically charged atoms. The structure generation of the insect antifeedant azadirachtin by LSD was reinvestigated by pyLSD, considering that three (13)C resonances did not lead to univocal hybridization states.
LSD 软件提出了符合 1D 和 2D NMR 光谱学结构约束的小分子有机分子的结构。其最初的设计引入了需要消除的限制，以扩大其范围并帮助其用户在提出的结构中选择最有可能的结构。LSD 软件代码已经得到了改进，因此它可以识别更广泛的原子类型来构建分子。在解释 2D NMR 数据方面，增加了更多的灵活性，包括自动检测非常长程相关性。编写了一个名为 pyLSD 的程序来处理原子类型定义不明确的问题。它还提供了一种基于 (13)C NMR 化学位移的解决方案排序算法。PyLSD 能够提出天然产物 hexacyclinol 的正确结构，其结构测定存在很大争议。该解决方案在 pyLSD 从文献 NMR 数据中生成的十个结构列表中排名第一。利用处理带电原子的可能性，pyLSD 确定了阿朴啡天然产物的结构。通过 pyLSD 重新研究了昆虫拒食剂印苦素的 LSD 结构生成，考虑到三个 (13)C 共振不会导致唯一的杂化状态。
