A Systematic Cheminformatics Analysis of Functional Groups Occurring in Natural Products
A Systematic Cheminformatics Analysis of Functional Groups Occurring in Natural Products
复制标题
DOI：
10.1021/acs.jnatprod.8b01022
复制
发表时间：
2019-05-01
影响因子：
5.1
通讯作者：
Schuhmann, Tim
中科院分区：
文献类型：
--
作者：
Ertl, Peter;Schuhmann, Tim
天然产物区别于合成分子的两个最显著的特征是它们特有的支架和独特的官能团（FGs）。在这项研究中，我们系统地调查天然产物中的FG的分布从化学信息学的角度比较天然产物中的FG频率与平均合成分子。因此，我们的目标是确定的FG的特征分子产生的活生物体。在我们的分析中，我们还包括有关所研究结构的自然起源的信息，使我们能够将特定FG的发生与单个生产物种联系起来。我们的研究结果有可能被应用在药物化学方面的天然产物样库和天然产物启发的片段集合的合成。研究结果也可用于支持化合物衍生化策略和“非天然”天然产物的设计。
The two most striking features that discriminate natural products from synthetic molecules are their characteristic scaffolds and unique functional groups (FGs). In this study we systematically investigate the distribution of FGs in natural products from a cheminformatics perspective by comparing FG frequencies in natural products with those found in average synthetic molecules. We thereby aim for the identification of FGs that are characteristic for molecules produced by living organisms. In our analysis we also include information about the natural origins of the structures investigated, allowing us to link the occurrence of specific FGs to the individual producing species. Our findings have the potential for being applied in a medicinal chemistry context concerning the synthesis of natural product-like libraries and natural product-inspired fragment collections. The results may be used also to support compound derivatization strategies and the design of "non-natural" natural products.