Kula Karolina, Kuś Emilia
Cracow University of Technology, Faculty of Chemical Engineering and Technology, Warszawska 24, 31-155 Cracow, Poland.
Int J Mol Sci. 2025 Sep 15;26(18):8983. doi: 10.3390/ijms26188983.
1,3-Butadiene and its analogues constitute an important raw material in the petrochemical industry. What is more, due to their specific structure, these compounds are attractive components in the synthesis of heterocyclic compounds. Modification of the 1,3-butadiene structure allows obtaining compounds characterized by different reactivity and possessing various biological properties. In order to thoroughly investigate this phenomenon, an analysis of 20 compounds, including 1,3-butadiene and its analogues, was carried out. For this purpose, a study based on MEDT, ADME, and PASS was performed. In this research, changes in electronic properties and basic physicochemical parameters under the presence of various substituents at various positions in the structure of 1,3-butadiene were studied. At the end, the influence of modifications on biological activities for the tested compounds was evaluated. Based on the presented results, it was found that substituent modifications cause significant changes in both electronic structures and in physicochemical properties of all the compounds. This fact is probably caused by the small size of the considered compounds. On the other hand, the main preferences for the most important active sites in the tested molecules remain the same due to the presence of a strongly conjugated system of double bonds.
1,3-丁二烯及其类似物是石油化学工业中的重要原料。此外，由于其特定结构，这些化合物在杂环化合物的合成中是有吸引力的成分。对1,3-丁二烯结构的修饰能够得到具有不同反应活性和各种生物学性质的化合物。为了深入研究这一现象，对包括1,3-丁二烯及其类似物在内的20种化合物进行了分析。为此，开展了一项基于分子电子密度拓扑（MEDT）、药物代谢动力学（ADME）和预筛选活性谱（PASS）的研究。在这项研究中，研究了1,3-丁二烯结构中不同位置存在各种取代基时电子性质和基本物理化学参数的变化。最后，评估了修饰对受试化合物生物活性的影响。根据所呈现的结果发现，取代基修饰会导致所有化合物的电子结构和物理化学性质发生显著变化。这一事实可能是由于所考虑化合物的尺寸较小所致。另一方面，由于存在强共轭双键体系，受试分子中最重要活性位点的主要偏好保持不变。
