2-甲基-6-(4-氨基苯基)-4,5-二氢-3(2H)-哒嗪酮一些新的稠合 1,2,3-硒杂/噻二唑和 2-二氮杂磷杂环戊二烯的前体化合物，具有预期的生物活性和量子化学计算。

2-Methyl-6-(4-aminophenyl)-4,5-dihydro-3(2)-pyridazinone Synthon for Some New Annelated 1,2,3-Selena/Thiadiazoles and 2-Diazaphospholes with Anticipated Biological Activity and Quantum Chemical Calculations.

机构信息

Chemistry Department, Faculty of Science, Fayoum University, Fayoum 63514, Egypt.

Institute of Macromolecular Chemistry, Czech Academy of Sciences, Heyrovského nám. 2, 16206 Prague, Czech Republic.

出版信息

Molecules. 2023 Jan 28;28(3):1280. doi: 10.3390/molecules28031280.

DOI:10.3390/molecules28031280

PMID:36770947

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9920368/

Abstract

A convenient and efficient synthetic protocol for the new selenadiazole. Thiadiazole and diazaphosphole derivatives incorporating a pyridazine moiety originating from 4-(4-aminophenyl)-4-oxobutanoic acid () were described. All newly synthesized compounds were evaluated for their antimicrobial activity using the disk diffusion method, and their cytotoxicity was evaluated against brine shrimp lethality bioassay. Using density functional theory (DFT), the frontier molecular orbital (FMO) and molecular electrostatic potential (MEPS) were studied to estimate the chemical reactivity and kinetic stability of each structure. Therefore, global descriptor parameters like electronegativity (χ), chemical hardness (η), and global softness (σ) were calculated. Consequently, the attained results were compared with the experimental data of the biological activity of the studied structures.

摘要

一种方便、高效的新型硒代二唑合成方案。本文描述了一类新型噻二唑和二氮磷杂环戊烯衍生物，它们的吡啶嗪部分来源于 4-(4-氨基苯基)-4-氧代丁酸（）。采用圆盘扩散法评估了所有新合成化合物的抗菌活性，并通过对卤虫致死生物测定评估了它们的细胞毒性。利用密度泛函理论（DFT）研究了前沿分子轨道（FMO）和分子静电势（MEPS），以估计每个结构的化学反应活性和动力学稳定性。因此，计算了电负性（χ）、化学硬度（η）和全局软度（σ）等全局描述符参数。然后，将所得结果与所研究结构的生物活性的实验数据进行比较。